| New Canaan 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 878 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Sat., 8/31 | V Football | TBA | Home - Conner Field, New Cannan [Directions] | 10:00 a.m. | ||
| Sat., 8/31 | FR Football | Stepinac (NY) | Away - Stepinac HS-Turf Field | 12:30 p.m. | 10:30 AM; 1 Bus | |
| Wed., 9/4 | V Girls Soccer | St. Lukes (Scrim.) | Away - St. Lukes | 4:00 p.m. | 3:00 PM; 1 Bus | |
| Thu., 9/5 | V Football | Greenwich (Scrim.) | Home - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | FR Football | Greenwich | Home - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | V Boys Soccer | St. Lukes (Scrim.) | Home - Saxe MS-Field 1 [Directions] | L 0-2 | ||
| Fri., 9/6 | JV Boys Soccer | St. Lukes (Scrim.) | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | V Girls Volleyball | St. Lukes (Scrim.) | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/7 | SO Football | Greenwich (Scrim.) | Away - Greenwich HS-Cardinal Stadium [Directions] | 10:00 a.m. | 8:00 AM; 1 Bus | |
| Sat., 9/7 | V Field Hockey | New Fairfield (Scrim.) | Away - New Fairfield High-Komlo Field [Directions] | 8:30 a.m. | 6:30 AM; 1 Bus | |
| Tue., 9/10 | V Boys Cross Country | St. Joseph, Staples, Westhill | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Boys Cross Country | St. Joseph | Home - Waveny Park [Directions] | 4:30 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | St. Joseph, Staples, Westhill | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | St. Joseph | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Wed., 9/11 | V Girls Soccer | Joel Barlow (Scrim.) | Away - Joel Barlow HS-Field J [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (V & JV will ride together.) | |
| Wed., 9/11 | JV Girls Soccer | Joel Barlow (Scrim.) | Away - Joel Barlow HS-Field E (Softball) [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (V & JV will ride together.) | |
| Thu., 9/12 | FR Football | Norwalk | Home - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | ||
| Thu., 9/12 | V Girls Volleyball | Greenwich Academy (Scrim.) | Away - Greenwich Academy-Gym | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 9/13 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic-Gaglio Field | W 6-0 | 2:15 PM; 1 Bus | |
| Fri., 9/13 | V Field Hockey | Fairfield Ludlowe | Home - New Canaan HS-Dunning Stadium [Directions] | W 6-0 | ||
| Fri., 9/13 | JV Field Hockey | Fairfield Ludlowe | Home - New Canaan HS-Dunning Stadium [Directions] | 5:35 p.m. | ||
| Fri., 9/13 | FR Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 9/13 | V Girls Swimming and Diving | Danbury | Away - Western CT State Univ.-O'Neill Ctr, Blue-O'Neill Center [Directions] | 6:30 p.m. | 4:45 PM; 1 Bus | |
| Fri., 9/13 | V Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | W 3-0 | 3:30 PM; 1 Bus | |
| Fri., 9/13 | JV Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (F & JV Teams will ride together on AT.) | |
| Fri., 9/13 | FR Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Small Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (F & JV Teams will ride together on AT.) | |
| Sat., 9/14 | V Boys Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | 8:30 AM, Return 10:30 AM; 2 Buses | |
| Sat., 9/14 | V Football | New London | Away - New London HS- Pat Cannamela Field [Directions] | W 32-6 | 1:00 PM; 2 Buses | |
| Sat., 9/14 | V Girls Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | 8:30 AM, Return 10:30 AM; 2 Buses | |
| Sat., 9/14 | V Field Hockey | Cheshire | Away - Cheshire HS-Main Game field [Directions] | W 3-0 | 8:30 AM; 1 Bus (V & JV will ride AT together.) | |
| Sat., 9/14 | JV Field Hockey | Cheshire | Away - Cheshire HS-Main Game field [Directions] | 12:30 p.m. | 8:30 AM; 1 Bus (V & JV will ride AT together.) | |
| Sat., 9/14 | V Girls Soccer | Trinity Catholic | Home - Conner Field, New Cannan [Directions] | W 6-0 | ||
| Sat., 9/14 | V Girls Volleyball | Amity, Avon, Darien, East Haven, Fairfield Ludlowe, Glastonbury, Joel Barlow, New Britain, North Haven, Seymour, Simsbury, SMSA, St. Joseph, St. Paul Catholic, Suffield, Trinity Catholic, Trumbull, Woodland | Away - Connecticut Sports Center | 8:30 a.m. | 7:00 AM; 1 Bus | |
| Mon., 9/16 | V Boys Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | L 0-5 | 2:45 PM; 1 Bus (V & JV teams will ride on AT together.) | |
| Mon., 9/16 | JV Boys Soccer | Greenwich | Away - Cos Cob Park-Benvenuto Field [Directions] | 5:00 p.m. | 2:45 PM; 1 Bus (V & JV teams will ride on AT together.) | |
| Mon., 9/16 | FR Boys Soccer | Greenwich | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Field Hockey | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | W 5-0 | 4:00 PM; 1 Bus (V & JV will ride together) | |
| Mon., 9/16 | JV Field Hockey | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 5:30 p.m. | 4:00 PM; 1 Bus (V & JV will ride together) | |
| Mon., 9/16 | V Girls Volleyball | Trinity Catholic | Away - Trinity Catholic-Gym | W 3-0 | 2:30 PM; 1 Bus | |
| Tue., 9/17 | V Boys Cross Country | Brien McMahon, Norwalk, Ridgefield | Home - Waveny Park [Directions] | 4:30 p.m. | ||
| Tue., 9/17 | V Girls Cross Country | Brien McMahon, Norwalk, Ridgefield | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Girls Soccer | Greenwich | Home - New Canaan HS-Dunning Stadium [Directions] | W 1-0 | ||
| Tue., 9/17 | JV Girls Soccer | Greenwich | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | FR Girls Soccer | Greenwich | Away - Cos Cob Park-Benvenuto Field [Directions] | 4:30 p.m. | 2:20 PM; 1 Bus (Girls will take AT.) | |
| Wed., 9/18 | V Boys Soccer | Danbury | Home - Conner Field, New Cannan [Directions] | L 0-1 | ||
| Wed., 9/18 | JV Boys Soccer | Danbury | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Wed., 9/18 | FR Boys Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 4:00 p.m. | 2:10 PM; 1 Bus | |
| Wed., 9/18 | V Girls Swimming and Diving | Wilton | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | 1:50 PM; 1 Bus | |
| Wed., 9/18 | V Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | L 3-0 | 2:30 PM; 1 Bus (V & JV will ride on AT together.) | |
| Wed., 9/18 | JV Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 5:30 p.m. | 2:30 PM; 1 Bus (V & JV will ride on AT together.) | |
| Wed., 9/18 | FR Girls Volleyball | Greenwich | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | FR Football | Ridgefield | Home - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | V Field Hockey | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | W 5-0 | 2:15 PM; 1 Bus (V & JV will ride together.) | |
| Thu., 9/19 | JV Field Hockey | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 5:30 p.m. | 2:15 PM; 1 Bus (V & JV will ride together.) | |
| Thu., 9/19 | FR Field Hockey | Westhill | Home - New Canaan HS-WTT #2 [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Danbury | Away - Mill Ridge Int. School-Turf Field [Directions] | W 1-0 | 2:10 PM; 1 Bus (V & JV will ride together.) | |
| Thu., 9/19 | JV Girls Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 4:00 p.m. | 2:10 PM; 1 Bus (V & JV will ride together.) | |
| Fri., 9/20 | V Football | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 14-17 | 4:45 PM; 2 Buses | |
| Fri., 9/20 | V Boys Soccer | Fairfield Warde | Home - New Canaan HS-Dunning Stadium [Directions] | L 0-4 | ||
| Fri., 9/20 | JV Boys Soccer | Fairfield Warde | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | FR Boys Soccer | Fairfield Warde | Away - Tunxis [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 9/20 | V Girls Swimming and Diving | St. Joseph | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Fri., 9/20 | V Girls Volleyball | Danbury | Home - New Canaan HS-Main Gym [Directions] | W 3-1 | ||
| Fri., 9/20 | JV Girls Volleyball | Danbury | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | FR Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Sat., 9/21 | V Boys Cross Country | Farmington | Away - Winding Trails-Cross Country Course [Directions] | 8:00 a.m. | 9:00 AM; 1 Bus | |
| Sat., 9/21 | V Girls Soccer | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | W 2-1 | 9:30 AM; 1 Bus (V & JV will ride together) | |
| Sat., 9/21 | JV Girls Soccer | Fairfield Warde | Away - Fairfield Warde HS-Varsity Grass Soccer Field [Directions] | 11:00 a.m. | 9:30 AM; 1 Bus (V & JV will ride together) | |
| Sat., 9/21 | FR Girls Soccer | Fairfield Warde | Home - Saxe MS-Field 1 [Directions] | 11:00 a.m. | ||
| Mon., 9/23 | JV Football | Ridgefield | Home - New Canaan HS-Dunning Stadium [Directions] | 5:00 p.m. | ||
| Mon., 9/23 | V Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | W 4-2 | 2:15 PM; 1 Bus (V & JV will ride on AT together.) | |
| Mon., 9/23 | JV Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 5:30 p.m. | 2:15 PM; 1 Bus (V & JV will ride on AT together.) | |
| Mon., 9/23 | FR Field Hockey | Greenwich | Home - New Canaan HS-WTT #2 [Directions] | 4:00 p.m. | ||
| Mon., 9/23 | JV Girls Soccer | Wilton | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Mon., 9/23 | FR Girls Soccer | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/24 | V Boys Cross Country | Danbury, Trumbull, Wilton | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Boys Soccer | Stamford | Away - Stamford HS-SHS Upper Soccer Field [Directions] | W 3-2 | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Tue., 9/24 | JV Boys Soccer | Stamford | Away - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Tue., 9/24 | FR Boys Soccer | Stamford | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | Danbury, Trumbull, Wilton | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Volleyball | Fairfield Warde | Home - New Canaan HS-Main Gym [Directions] | W 3-1 | ||
| Tue., 9/24 | JV Girls Volleyball | Fairfield Warde | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | FR Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Wed., 9/25 | SO Football | Greenwich | Away - Greenwich HS-Field 7 [Directions] | 5:00 p.m. | ||
| Wed., 9/25 | V Field Hockey | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | W 10-0 | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Wed., 9/25 | JV Field Hockey | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 5:30 p.m. | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Wed., 9/25 | V Girls Soccer | Stamford | Home - Conner Field, New Cannan [Directions] | W 7-0 | ||
| Wed., 9/25 | JV Girls Soccer | Stamford | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Wed., 9/25 | FR Girls Soccer | Wilton | Home - Saxe MS-Field #2 [Directions] | 6:05 p.m. | ||
| Thu., 9/26 | FR Football | Stamford | Home - New Canaan HS-Dunning Stadium [Directions] | 6:00 p.m. | ||
| Thu., 9/26 | V Girls Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | W 3-1 | 2:30 PM; 1 Bus (V & JV will ride AT together.) | |
| Thu., 9/26 | JV Girls Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | 2:30 PM; 1 Bus (V & JV will ride AT together.) | |
| Thu., 9/26 | FR Girls Volleyball | Stamford | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/27 | V Boys Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | L 0-2 | 2:30 PM; 1 Bus (V & JV will ride together.) | |
| Fri., 9/27 | JV Boys Soccer | Wilton | Away - Allen's Meadow-2A [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (V & JV will ride together.) | |
| Fri., 9/27 | FR Boys Soccer | Wilton | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Fri., 9/27 | V Field Hockey | Wilton | Home - New Canaan HS-Dunning Stadium [Directions] | W 3-0 | ||
| Fri., 9/27 | JV Field Hockey | Wilton | Home - New Canaan HS-WTT #2 [Directions] | 5:30 p.m. | ||
| Fri., 9/27 | FR Field Hockey | Wilton | Away - Wilton HS-Veterans Memorial Stadium [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (Freshmen Girls Soccer & Freshmen Girls FH will ride AT together.) | |
| Fri., 9/27 | V Girls Soccer | Wilton | Home - New Canaan HS-Dunning Stadium [Directions] | W 2-0 | ||
| Fri., 9/27 | FR Girls Soccer | Wilton | Away - Allen's Meadow-3B [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (Freshmen Girls Soccer & Freshmen Girls FH will ride AT together.) | |
| Fri., 9/27 | V Girls Swimming and Diving | Fairfield Ludlowe | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Sat., 9/28 | V Football | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | W 54-7 | ||
| Tue., 10/1 | V Boys Soccer | Trumbull | Home - New Canaan HS-Dunning Stadium [Directions] | L 0-6 | ||
| Tue., 10/1 | JV Boys Soccer | Trumbull | Home - Conner Field, New Cannan [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | FR Boys Soccer | Trumbull | Away - Trumbull HS-JV Grass Field [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Tue., 10/1 | V Field Hockey | Fairfield Warde | Home - New Canaan HS-Dunning Stadium [Directions] | W 5-2 | ||
| Tue., 10/1 | JV Field Hockey | Fairfield Warde | Home - New Canaan HS-WTT #2 [Directions] | 5:30 p.m. | ||
| Tue., 10/1 | FR Girls Soccer | Darien | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | W 3-1 | 2:45 PM; 1 Bus (V & JV will ride AT together.) | |
| Tue., 10/1 | JV Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:00 p.m. | 2:45 PM; 1 Bus (V & JV will ride AT together.) | |
| Tue., 10/1 | FR Girls Volleyball | Wilton | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Boys Cross Country | Greenwich, Darien, Stamford | Away - Greenwich Point [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Wed., 10/2 | V Girls Cross Country | Greenwich, Darien, Stamford | Away - Greenwich Point [Directions] | 4:00 p.m. | 2:15 PM; 2 Buses | |
| Wed., 10/2 | V Girls Soccer | Trumbull | Away - Trumbull HS-New Turf Field [Directions] | W 2-0 | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Wed., 10/2 | JV Girls Soccer | Trumbull | Away - Trumbull HS-The Pit [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Wed., 10/2 | FR Girls Soccer | Trumbull | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Girls Swimming and Diving | Darien | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Thu., 10/3 | FR Football | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (AT) | |
| Thu., 10/3 | V Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | T 2-2 | 5:00 PM; 1 Bus | |
| Thu., 10/3 | FR Boys Soccer | Fairfield Ludlowe | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | V Girls Volleyball | Trumbull | Home - New Canaan HS-Main Gym [Directions] | W 3-0 | ||
| Thu., 10/3 | JV Girls Volleyball | Trumbull | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | FR Girls Volleyball | Trumbull | Away - Trumbull HS-Gym [Directions] | 4:00 p.m. | 2:10 PM; 1 Bus | |
| Fri., 10/4 | V Football | St. Joseph | Home - New Canaan HS-Dunning Stadium [Directions] | L 14-58 | ||
| Fri., 10/4 | JV Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-RLMS [Directions] | 4:00 p.m. | 2:10 PM; 1 Bus | |
| Fri., 10/4 | V Girls Soccer | Fairfield Ludlowe | Home - New Canaan HS-WTT #1 [Directions] | W 3-0 | ||
| Fri., 10/4 | JV Girls Soccer | Fairfield Ludlowe | Home - Conner Field, New Cannan [Directions] | 4:00 p.m. | ||
| Fri., 10/4 | FR Girls Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Sturges Park [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 10/4 | V Girls Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | 4:30 p.m. | 2:15 PM; 1 Bus (AT) | |
| Sat., 10/5 | V Boys Cross Country | Brewster (NY) | Away - Brewster HS | 10:20 a.m. | 9:00 AM; 1 Bus | |
| Sat., 10/5 | JV Football | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 10:30 a.m. | 8:30 AM; 1 Bus | |
| Sat., 10/5 | V Boys Soccer | Ridgefield | Home - Conner Field, New Cannan [Directions] | W 1-0 | ||
| Sat., 10/5 | JV Boys Soccer | Ridgefield | Home - Saxe MS-Field 1 [Directions] | 3:00 p.m. | ||
| Sat., 10/5 | FR Boys Soccer | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Sat., 10/5 | V Field Hockey | New Milford | Home - New Canaan HS-Dunning Stadium [Directions] | W 4-0 | ||
| Sat., 10/5 | V Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | L 3-2 | 3:00 PM; 1 Bus (V & JV will ride together.) | |
| Sat., 10/5 | JV Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 6:00 p.m. | 3:00 PM; 1 Bus (V & JV will ride together.) | |
| Sat., 10/5 | FR Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 4:00 p.m. | 3:00 PM; 1 Bus (F & JV will ride on same bus.) | |
| Mon., 10/7 | V Boys Cross Country | Fairfield Ludlowe, Fairfield Warde, Trinity Catholic | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | 2:10 PM; 2 Buses | |
| Mon., 10/7 | JV Football | Stamford | Home - New Canaan HS-WTT #1 [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Cross Country | Fairfield Ludlowe, Fairfield Warde, Trinity Catholic | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | 2:10 PM; 2 Buses | |
| Mon., 10/7 | V Field Hockey | Brien McMahon | Home - New Canaan HS-Dunning Stadium [Directions] | W 6-0 | ||
| Mon., 10/7 | JV Field Hockey | Brien McMahon | Home - New Canaan HS-Dunning Stadium [Directions] | 5:30 p.m. | ||
| Mon., 10/7 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | T 2-2 | 5:15 PM; 1 Bus | |
| Mon., 10/7 | JV Girls Soccer | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (Girls JV Soccer & Girls F VB will ride AT together.) | |
| Mon., 10/7 | FR Girls Soccer | Ridgefield | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Swimming and Diving | Staples | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Mon., 10/7 | V Girls Volleyball | Ridgefield | Home - New Canaan HS-Main Gym [Directions] | W 3-0 | ||
| Mon., 10/7 | JV Girls Volleyball | Ridgefield | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | FR Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (Girls JV Soccer & Girls F VB will ride AT together.) | |
| Tue., 10/8 | FR Field Hockey | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 4:30 p.m. | ||
| Thu., 10/10 | V Boys Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | T 2-2 | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Thu., 10/10 | JV Boys Soccer | St. Joseph | Away - St. Joseph HS-Lower Grass Field [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Thu., 10/10 | FR Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 10/11 | V Field Hockey | Ridgefield | Home - New Canaan HS-Dunning Stadium [Directions] | L 1-3 | ||
| Fri., 10/11 | JV Field Hockey | Ridgefield | Home - New Canaan HS-Dunning Stadium [Directions] | 5:30 p.m. | ||
| Fri., 10/11 | V Girls Soccer | St. Joseph | Home - New Canaan HS-Dunning Stadium [Directions] | L 1-2 | ||
| Fri., 10/11 | JV Girls Soccer | St. Joseph | Home - Conner Field, New Cannan [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Girls Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | W 3-2 | 2:30 PM; 1 Bus (V & JV will ride AT together.) | |
| Fri., 10/11 | JV Girls Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (V & JV will ride AT together.) | |
| Fri., 10/11 | FR Girls Volleyball | St. Joseph | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/12 | V Boys Soccer | Brien McMahon | Home - New Canaan HS-Dunning Stadium [Directions] | L 0-1 | ||
| Sat., 10/12 | JV Boys Soccer | Brien McMahon | Home - Saxe MS-Field 1 [Directions] | 11:00 a.m. | ||
| Sat., 10/12 | FR Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 10:00 a.m. | 8:45 AM; 1 Bus | |
| Sat., 10/12 | V Girls Volleyball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | L 3-1 | 11:30 AM; 1 Bus (V & JV will ride together) | |
| Sat., 10/12 | JV Girls Volleyball | Joel Barlow | Away - Joel Barlow High-Lower Gym [Directions] | 1:00 p.m. | 11:30 AM; 1 Bus (V & JV will ride together) | |
| Mon., 10/14 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | L 0-1 | ||
| Mon., 10/14 | JV Girls Soccer | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | 3:30 PM; 1 Bus (AT) | |
| Tue., 10/15 | V Boys Soccer | Darien | Away - Darien HS-DHS Center Oval Turf Field [Directions] | T 1-1 | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Tue., 10/15 | JV Boys Soccer | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (V & JV will ride AT together.) | |
| Tue., 10/15 | FR Boys Soccer | Darien | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | V Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | W 5-1 | 5:30 PM; 1 Bus | |
| Tue., 10/15 | JV Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | 4:00 PM; 1 Bus | |
| Tue., 10/15 | FR Field Hockey | Norwalk | Home - New Canaan HS-WTT #2 [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | V Girls Volleyball | Brien McMahon | Home - New Canaan HS-Main Gym [Directions] | W 3-0 | ||
| Tue., 10/15 | JV Girls Volleyball | Brien McMahon | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | V Girls Soccer | Darien | Home - New Canaan HS-Dunning Stadium [Directions] | W 2-0 | ||
| Thu., 10/17 | FR Football | Fairfield Warde | Away - Tomlinson MS-Turf Field [Directions] | 4:30 p.m. | 2:30 PM; 1 Bus | |
| Thu., 10/17 | JV Field Hockey | Darien | Home - New Canaan HS-Dunning Stadium [Directions] | 5:30 p.m. | ||
| Thu., 10/17 | FR Field Hockey | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | 4:00 p.m. | 3:00 PM; 1 Bus | |
| Thu., 10/17 | V Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | L 3-0 | 2:45 PM; 1 Bus (V & JV will ride AT together.) | |
| Thu., 10/17 | JV Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:00 p.m. | 2:45 PM; 1 Bus (V & JV will ride AT together.) | |
| Thu., 10/17 | FR Girls Volleyball | Darien | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | V Field Hockey | Darien | Home - New Canaan HS-Dunning Stadium [Directions] | W 3-2 | ||
| Sat., 10/19 | V Football | Fairfield Warde | Home - New Canaan HS-Dunning Stadium [Directions] | W 28-7 | ||
| Sat., 10/19 | V Boys Soccer | Westhill | Home - New Canaan HS-WTT #2 [Directions] | T 0-0 | ||
| Sat., 10/19 | FR Boys Soccer | Westhill | Away - Westhill HS-Front Turf [Directions] | 1:00 p.m. | 12:00 PM; 1 Bus | |
| Mon., 10/21 | JV Football | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 5:00 p.m. | 8:45 AM; 1 Bus | |
| Mon., 10/21 | JV Boys Soccer | Westhill | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | V Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | L 5-0 | 2:15 PM; 1 Bus (V & JV will ride together.) | |
| Mon., 10/21 | JV Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 5:30 p.m. | 2:15 PM; 1 Bus (V & JV will ride together.) | |
| Mon., 10/21 | FR Field Hockey | Staples | Home - New Canaan HS-WTT #2 [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | V Girls Soccer | Westhill | Away - Westhill HS-Front Turf [Directions] | W 4-0 | 12:00 PM | |
| Mon., 10/21 | JV Girls Soccer | Westhill | Away - Rippowan MS-Rippowam Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | FR Girls Soccer | Westhill | Home - Saxe MS-Field #2 [Directions] | Cancelled | ||
| Tue., 10/22 | V Boys Cross Country | Wilton | Away - Allen's Meadow [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Tue., 10/22 | V Boys Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | L 1-6 | 4:40 PM; 1 Bus | |
| Tue., 10/22 | JV Boys Soccer | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 5:30 p.m. | 4:15 PM; 1 Bus | |
| Tue., 10/22 | FR Boys Soccer | Norwalk | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | V Girls Soccer | Norwalk | Home - New Canaan HS-Dunning Stadium [Directions] | W 8-2 | ||
| Wed., 10/23 | V Girls Volleyball | Westhill | Home - New Canaan HS-Main Gym [Directions] | L 3-1 | ||
| Wed., 10/23 | JV Girls Volleyball | Westhill | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | FR Girls Volleyball | Westhill | Away - Westhill HS-New Gym [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (AT) | |
| Thu., 10/24 | V Boys Cross Country | Danbury | Away - Tarrywile Park [Directions] | 4:00 p.m. | 2:15 PM; 1 Van | |
| Thu., 10/24 | FR Football | Staples | Home - New Canaan HS-Dunning Stadium [Directions] | 7:00 p.m. | ||
| Thu., 10/24 | V Boys Soccer | Staples | Home - New Canaan HS-WTT #1 [Directions] | L 3-1 | 2:15 PM | |
| Thu., 10/24 | JV Boys Soccer | Staples | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | FR Boys Soccer | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:20 PM; 1 Bus | |
| Thu., 10/24 | V Field Hockey | Danbury | Home - New Canaan HS-Dunning Stadium [Directions] | W 10-0 | ||
| Thu., 10/24 | JV Field Hockey | Danbury | Home - New Canaan HS-Dunning Stadium [Directions] | 5:30 p.m. | ||
| Thu., 10/24 | FR Field Hockey | Danbury | Away - Danbury HS-Grass Field Hockey Field [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (AT) | |
| Thu., 10/24 | FR Girls Soccer | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | 2:45 PM; 1 Bus (AT) | |
| Thu., 10/24 | V Girls Swimming and Diving | Fairfield Warde | Away - Fairfield University-Pool [Directions] | 3:15 p.m. | 1:25 PM, Dismiss 1:20 PM, Return 5:00 PM; 1 Bus | |
| Fri., 10/25 | V Football | Staples | Away - Staples HS-Staples Stadium [Directions] | W 41-21 | 4:30 PM; 2 Buses (1 AT & 1 School Bus) | |
| Fri., 10/25 | V Girls Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | L 0-1 | 2:20 PM; 1 Bus (V & JV ride AT together.) | |
| Fri., 10/25 | JV Girls Soccer | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 3:30 p.m. | 2:20 PM; 1 Bus (V & JV ride AT together.) | |
| Fri., 10/25 | FR Girls Soccer | Staples | Home - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Fri., 10/25 | V Girls Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | W 3-0 | 2:20 PM; 1 Bus (V & JV will ride together.) | |
| Fri., 10/25 | JV Girls Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | 2:20 PM; 1 Bus (V & JV will ride together.) | |
| Fri., 10/25 | FR Girls Volleyball | Norwalk | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class L Divisional Championship | Away - Wickham Park | 2:40 p.m. | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class L Divisional Championship | Away - Wickham Park | 2:05 p.m. | ||
| Mon., 10/28 | JV Football | Staples | Home - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | ||
| Mon., 10/28 | V Boys Soccer | Bridgeport Central | Home - New Canaan HS-Dunning Stadium [Directions] | L 2-3 | ||
| Mon., 10/28 | V Field Hockey | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | W 6-0 | 2:15 PM; 1 Bus (V & JV ride AT together.) | |
| Mon., 10/28 | JV Field Hockey | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | 5:30 p.m. | 2:15 PM; 1 Bus (V & JV ride AT together.) | |
| Mon., 10/28 | JV Girls Soccer | Darien | Home - New Canaan HS-WTT #2 [Directions] | 4:00 p.m. | ||
| Tue., 10/29 | V Girls Soccer | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium [Directions] | W 4-0 | 2:15 PM; 1 Bus (AT) | |
| Tue., 10/29 | V Girls Volleyball | Staples | Home - New Canaan HS-Main Gym [Directions] | W 3-1 | ||
| Tue., 10/29 | JV Girls Volleyball | Staples | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/29 | FR Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Wed., 10/30 | JV Boys Soccer | Bridgeport Central | Home - New Canaan HS-WTT #1 [Directions] | 4:00 p.m. | ||
| Thu., 10/31 | SO Football | Greenwich | Home - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/31 | FR Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Thu., 10/31 | V Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | W 3-2 | 4:00 PM; 1 Bus (AT) | |
| Thu., 10/31 | JV Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | 2:30 AM; 1 Bus | |
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Football | Brien McMahon | Home - New Canaan HS-Dunning Stadium [Directions] | W 42-0 | Youth Football Night | |
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Field Hockey | Norwalk | Home - New Canaan HS-Dunning Stadium [Directions] | W 7-2 | ||
| Fri., 11/1 | V Girls Soccer | Wilton | Home - New Canaan HS-WTT #1 [Directions] | 4:00 p.m. | ||
| Fri., 11/1 | JV Girls Swimming and Diving | Greenwich, Brien McMahon, Darien, Fairfield Ludlowe, Norwalk/McMahon, Ridgefield, Stamford, Staples, Trumbull, Westhill/Stamford, Wilton | Away - Greenwich HS-Pool | 6:00 p.m. | ||
| Fri., 11/1 | V Girls Volleyball | Bridgeport Central | Home - New Canaan HS-Main Gym [Directions] | W 3-0 | ||
| Fri., 11/1 | JV Girls Volleyball | Bridgeport Central | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 11/2 | JV Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 10:30 a.m. | 8:45 AM; 1 Bus | |
| Sat., 11/2 | V Girls Swimming and Diving | FCIAC Girls Swimming Trials | Away - Greenwich HS-Pool | 4:30 p.m. | 2:00 PM; 1 Bus | |
| Mon., 11/4 | V Girls Soccer | Staples | Away - Wilton HS Varsity Field [Directions] | 5:00 p.m. | ||
| Tue., 11/5 | V Girls Swimming and Diving | FCIAC Girls Swimming Championships | Away - Greenwich HS-Pool | 6:30 p.m. | 4:00 PM, Return 9:20 PM; 1 Bus | |
| Tue., 11/5 | V Girls Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Wed., 11/6 | V Boys Soccer | Stamford (Scrim.) | Home - New Canaan HS-WTT #1 [Directions] | 3:30 p.m. | ||
| Thu., 11/7 | SO Football | Darien | Home - New Canaan HS-Dunning Stadium [Directions] | 5:00 p.m. | ||
| Fri., 11/8 | V Football | Trumbull | Home - New Canaan HS-Dunning Stadium [Directions] | W 48-28 | ||
| Fri., 11/8 | FR Football | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 4:00 p.m. | 4:00 PM; 1 Bus | |
| Fri., 11/8 | V Girls Volleyball | Stamford (Scrim.) | Home - New Canaan HS-Main Gym [Directions] | 4:30 p.m. | ||
| Mon., 11/11 | JV Football | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 4:00 p.m. | 8:45 AM; 1 Bus | |
| Mon., 11/11 | V Girls Volleyball | Farmington | Home - New Canaan HS-Main Gym [Directions] | 5:00 p.m. | ||
| Tue., 11/12 | V Girls Soccer | Norwich Free Academy | Home - New Canaan HS-Dunning Stadium [Directions] | 5:00 p.m. | ||
| Wed., 11/13 | V Field Hockey | Brien McMahon | Home - New Canaan HS-Dunning Stadium [Directions] | W 5-0 | ||
| Wed., 11/13 | V Girls Volleyball | CIAC Round 2 | Home - New Canaan HS-Main Gym [Directions] | TBA | ||
| Thu., 11/14 | SO Football | Greenwich | Home - New Canaan HS-WTT #1 [Directions] | 4:00 p.m. | ||
| Thu., 11/14 | FR Football | Wilton | Away - Wilton HS-Veterans Memorial Stadium [Directions] | 6:00 p.m. | 4:45 PM; 1 Bus | |
| Thu., 11/14 | V Girls Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 2:00 p.m. | 1:15 PM; 1 Bus | |
| Thu., 11/14 | V Girls Swimming and Diving | CIAC Girls Class L Diving Championship | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Thu., 11/14 | V Girls Volleyball | Shelton | Away - Shelton HS-High School - Murray Gymnasium [Directions] | 5:00 p.m. | 2:30 PM; 1 Bus | |
| Fri., 11/15 | V Football | Wilton | Home - New Canaan HS-Dunning Stadium [Directions] | W 38-20 | ||
| Sat., 11/16 | JV Football | Wilton | Away - Wilton HS-Veterans Memorial Stadium [Directions] | 10:30 a.m. | 9:10 AM; 1 Bus | |
| Sat., 11/16 | V Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | L 7-2 | 10:15 AM; 1 Bus | |
| Sat., 11/16 | V Girls Soccer | Southington | Away - Southington HS-TURF FIELD [Directions] | 2:00 p.m. | 11:00 AM; 1 Bus (J&R Tour Bus) | |
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Girls Class L Trials | Away - Cornerstone Aquatics Center-Pool | 3:15 p.m. | ||
| Tue., 11/19 | V Field Hockey | CIAC Semi Final | Home - New Canaan HS-Dunning Stadium [Directions] | TBA | ||
| Tue., 11/19 | V Girls Soccer | CIAC Semi Final | Away - Not Listed | TBA | TBA | |
| Wed., 11/20 | V Girls Swimming and Diving | CIAC Girls Class L Finals | Away - Bad-Site Wesleyan University-Freeman Athletic Center | 7:00 p.m. | ||
| Wed., 11/20 | V Girls Volleyball | CIAC Semi Finals | Away - Not Listed | TBA | TBA | |
| Thu., 11/21 | SO Football | Greenwich | Home - New Canaan HS-WTT #1 [Directions] | 4:15 p.m. | ||
| Thu., 11/21 | FR Football | Darien | Home - New Canaan HS-Dunning Stadium [Directions] | 5:00 p.m. | ||
| Thu., 11/21 | V Girls Swimming and Diving | CIAC Girls State Open Diving | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Sat., 11/23 | JV Football | Darien | Home - New Canaan HS-Dunning Stadium [Directions] | 10:30 a.m. | ||
| Sat., 11/23 | JV Football | Darien | Home - New Canaan HS-Dunning Stadium [Directions] | 10:30 a.m. | ||
| Sat., 11/23 | V Field Hockey | CIACFinal | Home - New Canaan HS-Dunning Stadium [Directions] | TBA | ||
| Sat., 11/23 | V Girls Soccer | CIAC Final | Away - Not Listed | TBA | TBA | |
| Sat., 11/23 | V Girls Volleyball | CIAC Finals | Away - TBA | TBA | TBA | |
| Sun., 11/24 | V Girls Swimming and Diving | CIAC Girls State Open Swimming | Away - Yale | 2:00 p.m. | ||
| Thu., 11/28 | V Football | Darien | Away - Darien HS-DHS Stadium Field [Directions] | W 20-0 | 8:30 AM; 2 Buses (1 AT & 1 School Bus) | |
| Wed., 12/4 | V Football | Wethersfield | Home - New Canaan HS-Dunning Stadium [Directions] | 6:30 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Brien McMahon (Scrim.) | Home - Danbury HS-New Gym [Directions] | 12:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Fairfield Warde (Scrim.) | Away - Danbury HS-Main Gym [Directions] | 12:30 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Bethel (Scrim.) | Away - Danbury HS-G gym (freshman academy gym) [Directions] | 1:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Brookfield (Scrim.) | Away - Danbury HS-Main Gym [Directions] | 1:30 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Danbury (Scrim.) | Away - Danbury HS-New Gym [Directions] | 2:30 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Darien (Scrim.) | Home - Danbury HS-New Gym [Directions] | 3:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | East Hartford (Scrim.) | Home - Danbury HS-Old gym [Directions] | 3:30 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Shepaug Valley (Scrim.) | Away - Danbury HS-New Gym [Directions] | 4:00 p.m. | ||
| Sat., 12/7 | V Girls Ice Hockey | Darien, Greenwich (Scrim.) | Away - Darien Ice House-Ice Rink [Directions] | 5:30 p.m. | ||
| Sun., 12/8 | JV Boys Ice Hockey | Fairfield Warde/Ludlowe (Scrim.) | Home - Darien Ice House-Ice Rink [Directions] | 5:20 p.m. | ||
| Mon., 12/9 | V Football | St. Joseph | Away - Bunnell HS-Bunnell Turf Field [Directions] | 6:30 p.m. | 3:30 PM; 1 Bus (At & School bus) | |
| Tue., 12/10 | V Boys Basketball | Hamden, Norwich Free Academy (Scrim.) | Away - Hamden HS-HHS Gym [Directions] | 5:00 p.m. | 3:00 PM; 1 Bus (AT Bus) | |
| Tue., 12/10 | V Girls Ice Hockey | Simsbury | Home - Darien Ice House-Ice Rink [Directions] | L 2-3 | ||
| Wed., 12/11 | V Girls Basketball | New Milford (Scrim.) | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Wed., 12/11 | V Girls Basketball | New Milford (Scrim.) | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | 2:10 PM; 1 Bus | |
| Thu., 12/12 | V Boys Basketball | Bassick (Scrim.) | Home - New Canaan HS-Main Gym [Directions] | 3:30 p.m. | ||
| Thu., 12/12 | JV Girls Ice Hockey | New Canaan Country Day | Away - New Canaan Winter Club-Rink | W 5-2 | 2:10 PM; 1 Bus | |
| Sat., 12/14 | V Boys Basketball | TBA | Home - New Canaan HS-Main Gym [Directions] | 5:00 p.m. | ||
| Sat., 12/14 | JV Boys Ice Hockey | Greenwich (Scrim.) | Home - Darien Ice House-Ice Rink [Directions] | 8:00 p.m. | ||
| Sat., 12/14 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | W 6-1 | 1:00 PM; 1 Bus | |
| Sun., 12/15 | JV Girls Ice Hockey | Trumbull/St. Joseph | Home - Stamford Twin Rinks-West [Directions] | W 10-0 | 6:50 PM; 1 Bus | |
| Mon., 12/16 | V Boys Basketball | Crosby (Scrim.) | Away - Crosby HS-CHS - Augelli Court [Directions] | 4:30 p.m. | 2:20 PM; 1 Bus | |
| Mon., 12/16 | V Boys Ice Hockey | Greenwich | Home - Darien Ice House-Ice Rink [Directions] | W 3-2 | ||
| Mon., 12/16 | V Girls Basketball | Brien McMahon | Home - New Canaan HS-Main Gym [Directions] | W 53-14 | ||
| Mon., 12/16 | JV Girls Basketball | Brien McMahon | Home - New Canaan HS-Main Gym [Directions] | 4:30 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | Hamden | Home - Darien Ice House-Ice Rink [Directions] | L 2-4 | ||
| Wed., 12/18 | V Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | L 31-38 | 3:45 PM; 1 Bus (V & JV will ride together) | |
| Wed., 12/18 | JV Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 5:15 p.m. | 3:45 PM; 1 Bus (V & JV will ride together) | |
| Wed., 12/18 | FR Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 3:45 p.m. | 2:30 PM; 1 Bus | |
| Wed., 12/18 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | W 8-1 | 2:15 AM; 1 Bus (AT Requested) | |
| Fri., 12/20 | V Boys Basketball | Kaynor Tech | Home - New Canaan HS-Main Gym [Directions] | W 74-40 | ||
| Fri., 12/20 | JV Boys Basketball | Kaynor Tech | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/20 | FR Boys Basketball | Kaynor Tech | Home - New Canaan HS-Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 12/20 | V Boys Ice Hockey | Prout (RI) | Away - PC - Alumni Hall-Ice Rink | W 5-2 | 1:00 PM; 1 Bus (Coach bus) | |
| Fri., 12/20 | JV Boys Ice Hockey | Simsbury | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 9:00 p.m. | 6:30 PM; 1 Bus | |
| Fri., 12/20 | V Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | L 45-63 | 3:20 PM; 1 Bus (JV & V will ride together) | |
| Fri., 12/20 | JV Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:15 p.m. | 3:20 AM; 1 Bus | |
| Fri., 12/20 | FR Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:00 p.m. | 2:20 PM; 1 Bus | |
| Sat., 12/21 | JV Boys Ice Hockey | TBA, TBA, TBA, Notre Dame-West Haven, Ridgefield | Away - TBA | 7:15 p.m. | ||
| Sat., 12/21 | V Wrestling | Mike O'Keefe Invitational Wrestling Tournament | Away - Pomperaug HS-Main Gym | 9:00 a.m. | 6:45 AM; 1 Bus | |
| Sat., 12/21 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Darien Ice House-Ice Rink [Directions] | W 3-0 | ||
| Mon., 12/23 | V Boys Basketball | Harding | Home - New Canaan HS-Main Gym [Directions] | W 80-26 | ||
| Mon., 12/23 | JV Boys Basketball | Harding | Home - New Canaan HS-Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 12/23 | FR Boys Basketball | Harding | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 12/23 | JV Boys Ice Hockey | TBA, Eastern CT Eagles, TBA, TBA, Notre Dame-West Haven, Ridgefield, Xavier | Away - Shelton - Sports Center of CT-Lower Rink | 9:00 a.m. | ||
| Mon., 12/23 | V Girls Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | W 78-11 | 2:15 PM; 1 Bus (JV & V will ride together.) | |
| Mon., 12/23 | JV Girls Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (JV & V will ride together.) | |
| Tue., 12/24 | JV Boys Ice Hockey | Carrano Cup | Away - Shelton - Sports Center of CT-Lower Rink | 9:00 a.m. | ||
| Fri., 12/27 | V Boys Basketball | Shelton | Away - Southington Holiday Tournament [Directions] | W 61-50 | ||
| Sat., 12/28 | V Boys Ice Hockey | Immaculate | Home - Darien Ice House-Ice Rink [Directions] | W 4-2 | ||
| Sat., 12/28 | V Wrestling | Danbury, Bacon Academy, Bethel, Bristol Eastern, Brookfield, Coventry, Darien, East Haven, Enfield, Abbott Tech, New Milford, Newington, Northfield Mt. Hampton (MA), Norwalk, Putnam Vo-Tech (MA), Ridgefield, Stamford, Staples, Wilton | Away - Danbury HS | 10:00 a.m. | 7:45 AM; 1 Bus | |
| Sat., 12/28 | V Girls Ice Hockey | Greenwich | Away - Greenwich Skating Club-Ice Rink [Directions] | L 1-4 | 10:00 AM; 1 Bus | |
| Mon., 12/30 | V Boys Basketball | Southington | Away - Southington HS-Gym West [Directions] | L 38-39 | ||
| Mon., 12/30 | JV Boys Ice Hockey | Carrano Cup | Away - Shelton - Sports Center of CT-Upper Rink | 11:00 a.m. | ||
| Mon., 12/30 | V Girls Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | W 37-29 | 11:30 AM; 1 Bus | |
| Mon., 12/30 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Darien Ice House-Ice Rink [Directions] | W 7-2 | ||
| Mon., 12/30 | V Girls Indoor Track | 4th Wilton Wright Invitational | Away - Southern CT State University-Moore Field House | 12:00 p.m. | 10:30 AM; 1 Bus (B/G will ride together) | |
| Thu., 1/2 | V Girls Indoor Track | 6th Wintergreen Invitational | Away - Southern CT State University-Moore Field House | 5:00 p.m. | TBA | |
| Fri., 1/3 | V Boys Basketball | Trinity Catholic | Away - Trinity Catholic-Gym | L 51-66 | 3:30 PM; 1 Bus (JV & V will ride together) | |
| Fri., 1/3 | JV Boys Basketball | Trinity Catholic | Away - Trinity Catholic-Gym | 5:15 p.m. | 3:30 PM; 1 Bus (JV & V will ride together) | |
| Fri., 1/3 | FR Boys Basketball | Trinity Catholic | Away - Trinity Catholic-Gym | 3:45 p.m. | 2:20 PM; 1 Bus | |
| Fri., 1/3 | V Boys Swimming and Diving | Greenwich | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Fri., 1/3 | V Girls Basketball | Trinity Catholic | Home - New Canaan HS-Main Gym [Directions] | W 50-32 | ||
| Sat., 1/4 | V Boys Ice Hockey | Notre Dame-Fairfield | Home - Darien Ice House-Ice Rink [Directions] | W 3-2 | ||
| Sat., 1/4 | V Wrestling | West Islip (NY) | Away - West Islip HS | Loss: NC 21 West Islip 58 | 5:45 AM; 1 Bus | |
| Sat., 1/4 | V Girls Ice Hockey | Darien | Home - Darien Ice House-Ice Rink [Directions] | W 1-0 | ||
| Sat., 1/4 | V Girls Indoor Track | Wilton, Brien McMahon, Danbury, Darien, Norwalk, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House | 9:40 a.m. | ||
| Sun., 1/5 | JV Girls Ice Hockey | Stamford/Westhill/Staples | Home - Stamford Twin Rinks-West [Directions] | W Forfeit | 6:50 PM; 1 Bus | |
| Mon., 1/6 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Darien Ice House-Ice Rink [Directions] | W 5-1 | ||
| Tue., 1/7 | V Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | W 66-49 | ||
| Tue., 1/7 | JV Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 5:15 p.m. | 3:00 PM; 1 Bus (JV & V will ride together.) | |
| Tue., 1/7 | FR Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Tue., 1/7 | V Girls Basketball | Greenwich | Home - New Canaan HS-Main Gym [Directions] | W 37-33 | 3:00 PM; 1 Bus (JV & V will ride together.) | |
| Tue., 1/7 | JV Girls Basketball | Greenwich | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/7 | FR Girls Basketball | Greenwich | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/7 | JV Girls Ice Hockey | New Canaan Country Day | Away - New Canaan Winter Club-Rink | L 6-1 | 2:10 PM; 1 Bus | |
| Tue., 1/7 | V Girls Indoor Track | 4th James barber Invitational | Away - Southern CT State University-Moore Field House | 5:00 p.m. | 2:30 PM; 1 Van (Hoyt) | |
| Wed., 1/8 | V Boys Ice Hockey | Staples | Home - Darien Ice House-Ice Rink [Directions] | W 6-1 | ||
| Wed., 1/8 | V Wrestling | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | Win: NC 54 Stamford 30 | 2:30 PM; 1 Bus | |
| Thu., 1/9 | V Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | L 29-47 | 3:15 PM; 1 Bus (JV & V will ride together) | |
| Thu., 1/9 | JV Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 5:15 p.m. | 3:15 PM; 1 Bus (JV & V will ride together) | |
| Thu., 1/9 | FR Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Thu., 1/9 | V Girls Ice Hockey | Greenwich | Home - Darien Ice House-Ice Rink [Directions] | W 4-1 | ||
| Fri., 1/10 | V Boys Basketball | Danbury | Home - New Canaan HS-Main Gym [Directions] | W 61-38 | ||
| Fri., 1/10 | JV Boys Basketball | Danbury | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | Danbury | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/10 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-Stadium [Directions] | T 3-3 | 4:30 PM; 1 Bus | |
| Fri., 1/10 | V Girls Indoor Track | 38th Yale Track Classic | Away - Yale University New Haven CT-Coxe Cage | 12:00 p.m. | 10:30 AM; 1 Bus | |
| Sat., 1/11 | V Boys Ice Hockey | Northwest Catholic | Home - Darien Ice House-Ice Rink [Directions] | W 5-1 | ||
| Sat., 1/11 | JV Boys Ice Hockey | Notre Dame-West Haven | Away - West Haven HS-Bennett Rink [Directions] | 7:00 p.m. | 5:30 PM; 1 Bus | |
| Sat., 1/11 | V Boys Indoor Track | Wilton, Brien McMahon, Darien, Fairfield Ludlowe, Fairfield Warde, Norwalk, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Sat., 1/11 | V Wrestling | Greater Hartford Open | Away - Hall HS-Robinson Gym | 9:00 a.m. | 6:30 AM; 1 Bus | |
| Sat., 1/11 | V Girls Gymnastics | Trumbull, St. Joseph, Wilton | Away - Next Dimension [Directions] | 93.45 | 4:00 PM; 1 Bus | |
| Sat., 1/11 | JV Girls Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | W 1-0 | 2:20 PM; 1 Bus | |
| Sat., 1/11 | V Girls Indoor Track | Wilton, Brien McMahon, Darien, Fairfield Ludlowe, Fairfield Warde, Norwalk, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Sun., 1/12 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Stamford Twin Rinks-West [Directions] | W 3-0 | 6:50 PM; 1 Bus | |
| Mon., 1/13 | JV Boys Ice Hockey | Greenwich Country Day | Away - Greenwich Country Day | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Mon., 1/13 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | W 6-0 | 2:30 PM; 1 Bus | |
| Tue., 1/14 | V Boys Basketball | Fairfield Warde | Home - New Canaan HS-Main Gym [Directions] | W 58-53(OT) | ||
| Tue., 1/14 | JV Boys Basketball | Fairfield Warde | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/14 | FR Boys Basketball | Fairfield Warde | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/14 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | L 27-35 | 3:15 PM; 1 Bus (JV & V will ride together.) | |
| Tue., 1/14 | JV Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 5:15 p.m. | 3:15 PM; 1 Bus (JV & V will ride together.) | |
| Tue., 1/14 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Wed., 1/15 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | 2:15 PM; 1 Bus | |
| Wed., 1/15 | V Wrestling | St. Joseph | Home - New Canaan HS-Main Gym [Directions] | Win: NC 72 St. Joseph 0 | ||
| Thu., 1/16 | V Boys Ice Hockey | St. Joseph | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | W 1-0 | 12:45 PM; 1 Bus | |
| Fri., 1/17 | V Boys Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | L 34-63 | 3:30 PM; 1 Bus (V & JV will ride together) | |
| Fri., 1/17 | JV Boys Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | 5:15 p.m. | 3:30 PM; 1 Bus (V & JV will ride together) | |
| Fri., 1/17 | FR Boys Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Fri., 1/17 | JV Boys Ice Hockey | Brien McMahon/Norwalk | Home - Darien Ice House-Ice Rink [Directions] | 8:10 p.m. | ||
| Fri., 1/17 | V Boys Swimming and Diving | Trumbull | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Fri., 1/17 | V Girls Basketball | Stamford | Home - New Canaan HS-Main Gym [Directions] | L 33-43 | ||
| Fri., 1/17 | JV Girls Basketball | Stamford | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/17 | FR Girls Basketball | Stamford | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/17 | V Girls Gymnastics | Westhill, Norwalk, Stamford, Staples | Away - Westhill HS-New Gym [Directions] | 117.85 | 4:30 PM; 1 Bus | |
| Sat., 1/18 | V Wrestling | Ledyard, Glastonbury, Lyman Memorial/Windham Tech, New Britain | Away - Ledyard HS-Judy Standish Gymnasium [Directions] | 10:00 a.m. | 7:00 AM; 1 Bus | |
| Sat., 1/18 | V Girls Indoor Track | SCC Coaches Invite | Away - New Haven Athletic Center/Hillhouse HS | 8:30 a.m. | 6:45 AM, Return 2:30 PM; 1 Bus | |
| Sun., 1/19 | JV Boys Ice Hockey | Greenwich Country Day | Home - Darien Ice House-Ice Rink [Directions] | 6:50 p.m. | ||
| Sun., 1/19 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Arena-Blue Rink [Directions] | L 0-2 | 3:20 PM; 1 Bus | |
| Mon., 1/20 | V Girls Ice Hockey | West Haven/SHA | Home - Darien Ice House-Ice Rink [Directions] | W 6-5 | 3:15 PM; 1 Bus | |
| Tue., 1/21 | V Boys Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | W 53-51(OT) | 3:30 PM; 1 Bus (V & JV will ride together) | |
| Tue., 1/21 | JV Boys Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:15 p.m. | 3:30 PM; 1 Bus (V & JV will ride together) | |
| Tue., 1/21 | FR Boys Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Tue., 1/21 | V Boys Indoor Track | SCC Coaches Invite | Away - New Haven Athletic Center/Hillhouse HS | 1:00 p.m. | 11:00 AM, Return 8:00 PM; 1 Bus | |
| Tue., 1/21 | V Girls Basketball | Wilton | Home - New Canaan HS-Main Gym [Directions] | L 31-36 | ||
| Tue., 1/21 | JV Girls Basketball | Wilton | Home - New Canaan HS-Main Gym [Directions] | 4:30 p.m. | ||
| Wed., 1/22 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland of Ice-Stadium [Directions] | W 6-4 | 4:30 PM; 1 Bus | |
| Wed., 1/22 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk HS-Pat Spinola Natatorium [Directions] | 3:30 p.m. | 2:10 PM; 1 Bus | |
| Wed., 1/22 | V Wrestling | Darien | Home - New Canaan HS-Wrestling Room [Directions] | Win: NC 54 Darien 24 | ||
| Thu., 1/23 | V Girls Gymnastics | Westhill, Fairfield Warde, Stamford, Torrington | Away - Westhill HS-New Gym [Directions] | 114.05 | ||
| Thu., 1/23 | V Girls Gymnastics | Westhill, Fairfield Ludlowe, Fairfield Warde, Stamford | Away - Westhill HS-New Gym [Directions] | 114.05 | 4:30 PM; 1 Bus | |
| Fri., 1/24 | V Boys Basketball | Trumbull | Home - New Canaan HS-Main Gym [Directions] | W 50-48 | ||
| Fri., 1/24 | JV Boys Basketball | Trumbull | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/24 | FR Boys Basketball | Trumbull | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/24 | V Boys Ice Hockey | Ridgefield | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | W 2-0 | 4:15 PM; 1 Bus | |
| Fri., 1/24 | V Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | W 33-29 | 3:15 PM; 1 Bus (V & JV will ride together) | |
| Fri., 1/24 | JV Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 5:30 p.m. | 3:15 PM; 1 Bus (V & JV will ride together) | |
| Fri., 1/24 | FR Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 1/25 | V Boys Indoor Track | Wilton, Danbury, Fairfield Ludlowe, Norwalk, St. Joseph, Trumbull, Westhill | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Sat., 1/25 | V Wrestling | Shoreline Scuffle | Away - Branford HS-Gym | 8:00 a.m. | 6:45 AM; 1 Bus | |
| Sat., 1/25 | JV Wrestling | Godleski Invitational JV Tournament | Away - Norwalk HS-Tom Scarso Gymnasium | 9:00 a.m. | 7:00 AM; 1 Bus | |
| Sat., 1/25 | V Girls Indoor Track | Hillhouse Track Classic | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | 7:45 AM; 1 Bus | |
| Sat., 1/25 | V Girls Indoor Track | Wilton, Danbury, Fairfield Ludlowe, Norwalk, St. Joseph, Trumbull, Westhill | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Sun., 1/26 | JV Girls Ice Hockey | Masuk Coop | Home - Stamford Twin Rinks-West [Directions] | 6:50 p.m. | 6:50 PM; 1 Bus | |
| Mon., 1/27 | V Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | L 35-49 | 3:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 1/27 | JV Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 5:30 p.m. | 3:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 1/27 | FR Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Mon., 1/27 | JV Boys Ice Hockey | Darien | Away - Stamford Twin Rinks-West [Directions] | 8:40 p.m. | 6:00 PM; 1 Bus | |
| Mon., 1/27 | JV Boys Ice Hockey | Darien | Home - Stamford Twin Rinks-East [Directions] | 8:40 p.m. | ||
| Mon., 1/27 | V Boys Swimming and Diving | Danbury | Away - Western CT State Univ.-O'Neill Ctr, Blue-O'Neill Center [Directions] | 7:00 p.m. | 5:45 PM; 1 Bus | |
| Mon., 1/27 | V Girls Basketball | Fairfield Ludlowe | Home - New Canaan HS-Main Gym [Directions] | L 30-50 | ||
| Mon., 1/27 | JV Girls Basketball | Fairfield Ludlowe | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/27 | FR Girls Basketball | Fairfield Ludlowe | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/28 | V Girls Gymnastics | Westhill, Darien, Stamford | Away - Westhill HS-New Gym [Directions] | 105.3 | 4:30 PM; 1 Bus | |
| Tue., 1/28 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | W 3-2 | 2:10 PM; 1 Bus (AT Requested) | |
| Wed., 1/29 | V Boys Alpine Skiing | Wilton, Amity, Greenwich, TBA, Pomperaug, Westhill | Away - Southington Ski Mountain | 4:30 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | Xavier | Home - Darien Ice House-Ice Rink [Directions] | T 3-3 | ||
| Wed., 1/29 | V Wrestling | Ridgefield | Home - New Canaan HS-Main Gym [Directions] | Loss: NC 21 Ridgefield 54 | ||
| Wed., 1/29 | V Girls Alpine Skiing | Wilton, Amity, Greenwich, TBA, Pomperaug, Westhill | Away - Southington Ski Mountain | 4:30 p.m. | ||
| Thu., 1/30 | V Boys Basketball | Ridgefield | Home - New Canaan HS-Main Gym [Directions] | L 33-65 | ||
| Thu., 1/30 | JV Boys Basketball | Ridgefield | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/30 | FR Boys Basketball | Ridgefield | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/30 | V Girls Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | L 20-36 | 3:30 PM; 1 Bus (V & JV will ride together.) | |
| Thu., 1/30 | JV Girls Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:30 p.m. | 3:30 PM; 1 Bus (V & JV will ride together.) | |
| Thu., 1/30 | FR Girls Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 1/31 | JV Boys Ice Hockey | St. Joseph | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 8:00 p.m. | 5:30 PM; 1 Bus | |
| Fri., 1/31 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Fri., 1/31 | V Wrestling | Fairfield Warde, John Jay (NY), Trumbull | Away - Fairfield Warde HS-Small Gym [Directions] | Loss NC 4 Warde 75 Loss NC 12 John Jay 70 Loss NC 6 Trumbull 75 | 2:15 PM; 1 Bus | |
| Fri., 1/31 | V Girls Gymnastics | Wilton | Away - Wilton HS-Aux Gym [Directions] | 52.4 | 4:30 AM; 1 Bus | |
| Sat., 2/1 | V Boys Ice Hockey | Trumbull | Home - Darien Ice House-Ice Rink [Directions] | W 3-2 | ||
| Sat., 2/1 | JV Boys Ice Hockey | Xavier | Away - Wesleyan University-Rink [Directions] | 10:00 a.m. | 7:00 AM; 1 Bus | |
| Sat., 2/1 | V Boys Indoor Track | Eastern Divisional Championships | Away - Wilton HS-Nicholas Zeoli Field House | TBA | ||
| Sat., 2/1 | V Girls Ice Hockey | Darien | Away - Darien Ice House-Ice Rink [Directions] | L 1-3 | 6:30 PM; 1 Bus | |
| Sat., 2/1 | V Girls Indoor Track | Eastern Divisional Championships | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Mon., 2/3 | V Boys Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | L 70-73 | 3:00 PM; 1 Bus (V & JV will ride together) | |
| Mon., 2/3 | JV Boys Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 5:15 p.m. | 3:00 PM; 1 Bus (V & JV will ride together) | |
| Mon., 2/3 | FR Boys Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Mon., 2/3 | JV Boys Ice Hockey | Immaculate | Away - Danbury Ice Arena-Patriot RInk [Directions] | 4:00 p.m. | 2:10 PM; 1 Bus | |
| Mon., 2/3 | V Boys Swimming and Diving | Staples | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Mon., 2/3 | V Girls Basketball | St. Joseph | Home - New Canaan HS-Main Gym [Directions] | L 39-50 | ||
| Mon., 2/3 | JV Girls Basketball | St. Joseph | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/3 | FR Girls Basketball | St. Joseph | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/5 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners - Stamford-Ice Rink | W 11-0 | 6:00 PM; 1 Bus | |
| Wed., 2/5 | V Wrestling | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | win: NC 54 Norwalk 21 | 2:30 PM; 1 Bus | |
| Wed., 2/5 | V Girls Ice Hockey | Greenwich Academy | Away - Chelsea Piers Stamford-north rink | L 1-2 | 2:15 PM; 1 Bus | |
| Thu., 2/6 | V Boys Basketball | Brien McMahon | Home - New Canaan HS-Main Gym [Directions] | L 45-51 | ||
| Thu., 2/6 | JV Boys Basketball | Brien McMahon | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/6 | FR Boys Basketball | Brien McMahon | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 2/6 | V Boys Indoor Track | FCIAC Championships | Away - Norwalk HS-Testa Field | 4:30 p.m. | ||
| Thu., 2/6 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | W 48-23 | 2:20 PM; 1 Bus (V & JV will ride together) | |
| Thu., 2/6 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | 2:20 PM; 1 Bus (V & JV will ride together) | |
| Thu., 2/6 | V Girls Indoor Track | FCIAC Championships | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | 2:30 PM; 1 Bus (Boys & Girls riding together) | |
| Fri., 2/7 | JV Boys Ice Hockey | Ridgefield | Home - Darien Ice House-Ice Rink [Directions] | 8:10 p.m. | ||
| Fri., 2/7 | V Boys Swimming and Diving | Ridgefield | Away - Barlow Mountain Pool [Directions] | 3:30 p.m. | 1:30 PM; 1 Bus | |
| Fri., 2/7 | V Wrestling | Brien McMahon, Fairfield Ludlowe, Westhill | Home - New Canaan HS-Main Gym [Directions] | Loss NC 39 McMahon 42 Win NC 60 Ludlowe 18 Loss NC 40 Westhill 42 | ||
| Fri., 2/7 | V Girls Gymnastics | Westhill, Greenwich, Stamford | Away - Westhill HS-New Gym [Directions] | 102.1 | 4:30 PM; 1 Bus | |
| Fri., 2/7 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | W 6-2 | 2:20 PM; 1 Bus | |
| Sat., 2/8 | V Boys Ice Hockey | Darien | Home - Darien Ice House-Ice Rink [Directions] | L 2-10 | ||
| Sat., 2/8 | Miscellaneous Events | FCIAC Cheerleading Meet | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 11:00 a.m. | 8:00 AM; 1 Bus | |
| Sun., 2/9 | JV Girls Ice Hockey | Greenwich | Home - Stamford Twin Rinks-West [Directions] | 6:50 p.m. | ||
| Mon., 2/10 | V Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | W 74-42 | 3:45 PM; 1 Bus (V & JV will ride together) | |
| Mon., 2/10 | JV Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 5:30 p.m. | 3:45 PM; 1 Bus (V & JV will ride together) | |
| Mon., 2/10 | FR Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Mon., 2/10 | V Boys Ice Hockey | Westhill/Stamford | Home - Darien Ice House-Ice Rink [Directions] | W 4-3 | ||
| Mon., 2/10 | JV Boys Ice Hockey | Trumbull | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 4:00 p.m. | 6:00 PM; 1 Bus | |
| Mon., 2/10 | V Girls Basketball | Darien | Home - New Canaan HS-Main Gym [Directions] | W 40-34 | ||
| Mon., 2/10 | JV Girls Basketball | Darien | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/10 | FR Girls Basketball | Darien | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/11 | V Wrestling | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | Win: NC 45 Wilton 30 | ||
| Wed., 2/12 | JV Boys Ice Hockey | Fairfield Prep | Away - Wonderland of Ice-Stadium [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Thu., 2/13 | V Boys Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | W 3-2 | 3:45 PM; 1 Bus | |
| Thu., 2/13 | V Girls Basketball | Bassick | Away - Bassick HS-Gym [Directions] | W 51-42 | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Thu., 2/13 | FR Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 4:00 p.m. | 2:20 PM; 1 Bus | |
| Fri., 2/14 | JV Boys Ice Hockey | Staples | Home - Darien Ice House-Ice Rink [Directions] | 8:10 p.m. | ||
| Fri., 2/14 | V Wrestling | FCIAC's | Home - New Canaan HS-Main Gym [Directions] | 4:30 p.m. | ||
| Sat., 2/15 | V Boys Ice Hockey | Simsbury | Away - Simsbury ISCC-Olympic [Directions] | W 4-1 | 3:20 PM; 1 Bus (AT Requested) | |
| Sat., 2/15 | V Wrestling | FCIAC Wrestling Championship | Home - New Canaan HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 2/15 | V Girls Gymnastics | FCIAC Gymnastics Championship | Away - Westhill HS-New Gym | 11:00 a.m. | 10:00 AM; 1 Bus | |
| Sat., 2/15 | V Girls Ice Hockey | LaSalle Academy (RI) | Home - Darien Ice House-Ice Rink [Directions] | W 2-0 | ||
| Sat., 2/15 | V Girls Indoor Track | Class L Championship | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | 7:30 AM; 1 Bus | |
| Mon., 2/17 | V Boys Basketball | Westhill | Home - New Canaan HS-Main Gym [Directions] | L 51-63 | ||
| Mon., 2/17 | JV Boys Basketball | Westhill | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/17 | FR Boys Basketball | Westhill | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/17 | V Boys Ice Hockey | Xavier | Away - Wesleyan University-Rink [Directions] | W 4-3 | 9:00 AM; 1 Bus | |
| Mon., 2/17 | V Wrestling | Darien (Scrim.) | Home - New Canaan HS-Main Gym [Directions] | 9:00 a.m. | ||
| Mon., 2/17 | V Girls Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | W 38-37 | 3:45 PM; 1 Bus (V & JV will ride together) | |
| Mon., 2/17 | JV Girls Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 12:00 p.m. | 3:45 PM; 1 Bus (V & JV will ride together) | |
| Mon., 2/17 | V Girls Ice Hockey | Simsbury | Away - Simsbury ISCC-Olympic [Directions] | T 0-0 | TBA | |
| Wed., 2/19 | V Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | W 42-40 | 3:20 PM; 1 Bus (V & JV will ride together) | |
| Wed., 2/19 | JV Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:15 p.m. | 3:20 PM; 1 Bus (V & JV will ride together) | |
| Wed., 2/19 | FR Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | 2:20 PM; 1 Bus | |
| Wed., 2/19 | V Boys Ice Hockey | Wilton | Home - Darien Ice House-Ice Rink [Directions] | W 6-0 | ||
| Wed., 2/19 | V Boys Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:40 p.m. | 2:30 PM; 1 Bus | |
| Wed., 2/19 | V Girls Basketball | Norwalk | Home - New Canaan HS-Main Gym [Directions] | L 36-51 | ||
| Wed., 2/19 | JV Girls Basketball | Norwalk | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/20 | V Girls Ice Hockey | Conard | Away - Veterans Memorial Ice Rink West Hartford CT-Ice Rink [Directions] | W 2-0 | 12:15 PM; 1 Bus (AT ordered) | |
| Fri., 2/21 | V Wrestling | CIAC Class L Divisional Championship | Away - Bristol Central-Charles C. Marsh Gymnasium | 3:00 p.m. | ||
| Sat., 2/22 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Darien Ice House-Ice Rink [Directions] | W 7-1 | ||
| Sat., 2/22 | V Wrestling | CIAC Class L Divisional Championship | Away - Bristol Central-Charles C. Marsh Gymnasium | 9:00 a.m. | ||
| Mon., 2/24 | V Boys Basketball | Staples | Home - New Canaan HS-Main Gym [Directions] | W 64-61 | ||
| Mon., 2/24 | JV Boys Basketball | Staples | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/24 | FR Boys Basketball | Staples | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/24 | V Boys Swimming and Diving | Westhill/Stamford | Home - New Canaan YMCA-Pool [Directions] | 3:00 p.m. | ||
| Wed., 2/26 | V Boys Basketball | Bridgeport Central | Home - New Canaan HS-Main Gym [Directions] | W 70-46 | ||
| Wed., 2/26 | JV Boys Basketball | Bridgeport Central | Home - New Canaan HS-Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/26 | FR Boys Basketball | Bridgeport Central | Home - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/26 | V Girls Basketball | King and Low-Heywood Thomas (Scrim.) | Away - King School-Gym | 4:00 p.m. | 3:00 PM; 1 Bus | |
| Wed., 2/26 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Darien Ice House-Ice Rink [Directions] | 6:00 p.m. | ||
| Fri., 2/28 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 3:00 p.m. | ||
| Sat., 2/29 | V Boys Basketball | Ridgefield | Away - Fairfield Warde HS-Large Gym [Directions] | 7:00 p.m. | 5:20 PM; 1 Bus | |
| Sat., 2/29 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Sat., 2/29 | V Girls Ice Hockey | Darien | Away - Darien Ice House-Ice Rink [Directions] | 4:00 p.m. | ||
| Tue., 3/3 | JV Boys Ice Hockey | Ridgefield | Home - Danbury Ice Arena-LIberty Rink [Directions] | 6:30 p.m. | 5:00 PM; 1 Bus | |
| Tue., 3/3 | V Boys Swimming and Diving | FCIAC Swimming Trials | Away - Greenwich HS-Pool | 5:30 p.m. | 3:15 PM; 1 Bus | |
| Tue., 3/3 | V Girls Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | 6:00 p.m. | 2:45 PM; 1 Bus | |
| Wed., 3/4 | V Boys Ice Hockey | Ridgefield | Home - Darien Ice House-Ice Rink [Directions] | 6:00 p.m. | ||
| Wed., 3/4 | V Boys Swimming and Diving | FCIAC Diving Championship | Away - Westhill HS-Westhill Pool | 4:30 p.m. | ||
| Thu., 3/5 | V Boys Swimming and Diving | FCIAC Boys Swim Finals | Away - Greenwich HS-Pool | 6:30 p.m. | 4:15 PM; 1 Bus | |
| Sat., 3/7 | V Boys Ice Hockey | Darien | Home - Greenwich - Dorothy Hamill-Rink [Directions] | 6:00 p.m. | ||
| Sat., 3/7 | V Girls Ice Hockey | Suffield Coop | Home - Darien Ice House-Ice Rink [Directions] | 5:00 p.m. | ||
| Mon., 3/9 | V Boys Basketball | Bloomfield | Home - New Canaan HS-Main Gym [Directions] | 6:30 p.m. | ||
| Tue., 3/10 | V Boys Ice Hockey | St. Joseph | Home - Darien Ice House-Ice Rink [Directions] | Cancelled | ||
| Tue., 3/10 | V Girls Ice Hockey | Simsbury | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | Cancelled | 5:30 PM; 1 Bus | |
| Wed., 3/11 | V Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | Cancelled | 4:30 PM; 1 Bus | |
| Thu., 3/26 | V Boys Volleyball | Ridgefield, Farmington, Masuk, Newtown (Scrim.) | Away - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Sat., 3/28 | V Girls Lacrosse | TBA | Away - TBA | Cancelled | ||
| Sat., 3/28 | V Softball | TBA, New Fairfield, Weston | Away - TBA | Cancelled | 7:45 AM; 1 Bus | |
| Mon., 3/30 | V Baseball | Wilton (Scrim.) | Away - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Mon., 3/30 | FR Baseball | Wilton (Scrim.) | Away - Allen's Meadow-Baseball Diamond [Directions] | Cancelled | ||
| Tue., 3/31 | V Baseball | Weston (Scrim.) | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Tue., 3/31 | JV Baseball | Weston (Scrim.) | Home - Waveny Park-Coppo Field [Directions] | Cancelled | ||
| Tue., 3/31 | V Boys Volleyball | Joel Barlow, Fairfield Warde, Newtown (Scrim.) | Away - Joel Barlow HS-Lower Gym [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 3/31 | V Girls Lacrosse | Greenwich Academy | Away - Greenwich Academy-Turf field | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Tue., 3/31 | JV Girls Lacrosse | Greenwich Academy | Away - Greenwich Academy-2nd Field | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Thu., 4/2 | V Baseball | Westhill (Scrim.) | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Thu., 4/2 | V Boys Tennis | Fairfield Prep (Scrim.) | Away - Fairfield University-Walsh Athletic Center - Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Sat., 4/4 | V Baseball | New Milford | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Sat., 4/4 | JV Baseball | New Milford | Home - Waveny Park-Coppo Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Boys Lacrosse | TBA | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Sat., 4/4 | V Boys Volleyball | Joel Barlow | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Sat., 4/4 | JV Boys Volleyball | Joel Barlow | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Sat., 4/4 | V Girls Lacrosse | Yorktown (NY) | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Sat., 4/4 | JV Girls Lacrosse | Yorktown (NY) | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Sat., 4/4 | V Softball | Jonathan Law | Away - Jonathan Law HS-Softball Field [Directions] | Cancelled | 10:00 AM; 1 Bus (V & JV will ride together) | |
| Sat., 4/4 | JV Softball | Jonathan Law | Away - Jonathan Law HS-Softball Field [Directions] | Cancelled | 10:00 AM; 1 Bus (V & JV will ride together) | |
| Mon., 4/6 | V Boys Tennis | Weston | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/6 | V Boys Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 4/6 | JV Boys Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 4/6 | V Girls Lacrosse | Westhampton Beach (NY) | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Mon., 4/6 | V Softball | Stamford | Away - Stamford HS-SHS Softball Diamond [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 4/6 | JV Softball | Stamford | Away - Cummings Park Field #4-Stamford JV Softball at Cummings Park [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Tue., 4/7 | V Boys Lacrosse | Fairfield Ludlowe | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 4/7 | JV Boys Lacrosse | Fairfield Ludlowe | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | Cancelled | 2:20 PM; 1 Bus | |
| Tue., 4/7 | V Boys Volleyball | Masuk | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Tue., 4/7 | JV Boys Volleyball | Masuk | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Tue., 4/7 | V Softball | Brien McMahon | Away - Brien McMahon HS-Softball Diamond [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 4/7 | V Girls Tennis | Trinity Catholic | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | Cancelled | ||
| Wed., 4/8 | JV Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | Cancelled | ||
| Wed., 4/8 | FR Boys Lacrosse | Fairfield Warde | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Outdoor Track | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/8 | V Boys Tennis | Greenwich | Away - Greenwich HS-Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Wed., 4/8 | JV Boys Tennis | Greenwich | Away - Central MS [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Wed., 4/8 | V Girls Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | Cancelled | ||
| Wed., 4/8 | V Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | Cancelled | ||
| Wed., 4/8 | JV Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/8 | FR Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Fairfield Warde Grass Utility Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/8 | V Girls Outdoor Track | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/8 | V Girls Tennis | Greenwich | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | JV Girls Tennis | Greenwich | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/9 | V Baseball | New Fairfield | Away - New Fairfield High-Baseball Field [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Thu., 4/9 | JV Baseball | New Fairfield | Home - Waveny Park [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Golf | Trinity Catholic | Away - Sterling Farms Golf Course | Cancelled | ||
| Thu., 4/9 | V Girls Lacrosse | Westhill | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Thu., 4/9 | JV Girls Lacrosse | Westhill | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Thu., 4/9 | FR Girls Lacrosse | Wilton | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Sat., 4/11 | V Baseball | Lyman Hall | Away - Pat Wall Field-Baseball Field [Directions] | Cancelled | 10:00 AM; 1 Bus (V & JV ride together) | |
| Sat., 4/11 | JV Baseball | Lyman Hall | Away - Doolittle Park-Baseball Field [Directions] | Cancelled | 10:00 AM; 1 Bus (JV & V ride together) | |
| Sat., 4/11 | V Boys Lacrosse | Avon Old Farms | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Sat., 4/11 | V Softball | Greenwich | Away - Greenwich HS-Softball Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Mon., 4/13 | V Baseball | Trinity Catholic | Away - Trinity Catholic-Lione | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 4/13 | FR Boys Lacrosse | Ridgefield | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Mon., 4/13 | V Boys Tennis | Danbury | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/13 | FR Girls Lacrosse | Ridgefield | Away - Scotts Ridge MS-SRMS Turf [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Tennis | Danbury | Away - Danbury HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Lacrosse | Wilton | Away - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | JV Boys Lacrosse | Wilton | Away - Wilton HS-Whitten Field [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Tennis | Fairfield Warde | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | JV Boys Tennis | Fairfield Warde | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Lacrosse | St. Joseph | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | JV Girls Lacrosse | St. Joseph | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Tennis | Fairfield Warde | Away - Fairfield Warde HS-Blake Courts [Directions] | Cancelled | ||
| Tue., 4/14 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods [Directions] | Cancelled | ||
| Wed., 4/15 | V Baseball | Greenwich | Away - Greenwich HS-Baseball Field [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Wed., 4/15 | JV Baseball | Greenwich | Away - Julian Curtiss School [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Wed., 4/15 | FR Baseball | Greenwich | Home - Waveny Park, Coppo Field [Directions] | Cancelled | ||
| Wed., 4/15 | JV Boys Golf | Darien | Away - Darien HS-TBA [Directions] | Cancelled | ||
| Wed., 4/15 | FR Boys Lacrosse | Wilton | Away - Allen's Meadow-Lacrosse Field #1 [Directions] | Cancelled | TBA | |
| Wed., 4/15 | V Boys Tennis | Stamford | Away - Stamford HS-SHS Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Wed., 4/15 | FR Girls Lacrosse | Wilton | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Wed., 4/15 | V Softball | Greenwich | Home - New Canaan HS-Orchard Field [Directions] | Cancelled | ||
| Wed., 4/15 | JV Softball | Greenwich | Home - Waveny Park-Orchard Field [Directions] | Cancelled | ||
| Wed., 4/15 | V Girls Tennis | Stamford | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/16 | V Boys Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | Cancelled | 9:20 AM; 1 Bus | |
| Thu., 4/16 | JV Boys Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | Cancelled | ||
| Thu., 4/16 | V Girls Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | Cancelled | 9:00 AM; 1 Bus (V & JV ride together) | |
| Thu., 4/16 | JV Girls Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | Cancelled | 9:00 AM; 1 Bus (V & JV ride together) | |
| Fri., 4/17 | V Baseball | Danbury | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Fri., 4/17 | JV Baseball | Danbury | Home - New Canaan HS-Coppo Field [Directions] | Cancelled | ||
| Fri., 4/17 | FR Baseball | Danbury | Away - Danbury HS-V Baseball Field [Directions] | Cancelled | 9:15 AM; 1 Bus | |
| Fri., 4/17 | V Boys Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | Cancelled | 2:45 PM; 1 Bus (V & JV will ride together) | |
| Fri., 4/17 | JV Boys Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | Cancelled | 2:45 PM; 1 Bus (V & JV will ride together) | |
| Fri., 4/17 | V Softball | Danbury | Away - Danbury HS-V Softball field [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Fri., 4/17 | JV Softball | Danbury | Away - Danbury HS JV-Softball Diamond [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Sat., 4/18 | V Boys Lacrosse | Glastonbury | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Sat., 4/18 | JV Boys Lacrosse | Glastonbury | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Sat., 4/18 | V Girls Lacrosse | Cold Spring Harbor (NY) | Away - Cold Spring Harbor HS | Cancelled | TBA | |
| Mon., 4/20 | V Baseball | Fairfield Warde | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Mon., 4/20 | JV Baseball | Fairfield Warde | Home - New Canaan HS-Coppo Field [Directions] | Cancelled | ||
| Mon., 4/20 | FR Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 4/20 | V Boys Golf | Wilton | Away - Rolling Hills Country Club [Directions] | Cancelled | ||
| Mon., 4/20 | FR Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | Wilton | Away - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Mon., 4/20 | JV Boys Tennis | Wilton | Away - Wilton Middlebrook School-JV Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Mon., 4/20 | V Boys Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Mon., 4/20 | JV Boys Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Mon., 4/20 | FR Girls Lacrosse | Norwalk | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Mon., 4/20 | V Softball | Fairfield Warde | Away - Fairfield Warde HS-Softball Diamond [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 4/20 | JV Softball | Fairfield Warde | Away - Melville Park [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 4/20 | V Girls Tennis | Wilton | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/20 | JV Girls Tennis | Wilton | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Lacrosse | Norwalk | Away - Norwalk HS-Testa Field [Directions] | Cancelled | ||
| Tue., 4/21 | JV Boys Lacrosse | Norwalk | Away - Norwalk HS-Testa Field [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Outdoor Track | Fairfield Ludlowe | Home - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Tennis | Trumbull | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Golf | Ridgefield | Away - Ridgefield Golf Course [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Outdoor Track | Fairfield Ludlowe | Home - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Tennis | Trumbull | Away - Trumbull HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/22 | V Baseball | Stamford | Away - Stamford HS-SHS Baseball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Wed., 4/22 | JV Baseball | Stamford | Away - Belltown Park-Barrett Field, Belltown Park [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Wed., 4/22 | FR Baseball | Stamford | Home - Waveny Park, Coppo Field [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Golf | Ridgefield | Home - CCNC [Directions] | Cancelled | ||
| Wed., 4/22 | FR Boys Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Volleyball | Ridgefield | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 4/22 | JV Boys Volleyball | Ridgefield | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 4/22 | FR Girls Lacrosse | Westhill | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Wed., 4/22 | V Softball | Stamford | Home - New Canaan HS-Orchard Field [Directions] | Cancelled | ||
| Wed., 4/22 | JV Softball | Stamford | Home - Waveny Park-Orchard Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Baseball | Wilton | Away - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Thu., 4/23 | JV Baseball | Wilton | Away - Wilton HS-JV Baseball Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Thu., 4/23 | V Boys Golf | Trinity Catholic | Away - Sterling Farms Golf Course | Cancelled | TBA, Dismiss TBA | |
| Thu., 4/23 | V Boys Lacrosse | Stamford | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Thu., 4/23 | JV Boys Lacrosse | Stamford | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Thu., 4/23 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Thu., 4/23 | JV Boys Tennis | Fairfield Ludlowe | Away - Tomlinson MS-Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Thu., 4/23 | V Boys Volleyball | Fairfield Warde | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Thu., 4/23 | JV Boys Volleyball | Fairfield Warde | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Thu., 4/23 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | Cancelled | ||
| Thu., 4/23 | V Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | 3:00 PM; 1 Bus (V & JV ride together) | |
| Thu., 4/23 | JV Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | 3:00 PM; 1 Bus (V & JV ride together) | |
| Thu., 4/23 | V Softball | Wilton | Home - New Canaan HS-Orchard Field [Directions] | Cancelled | ||
| Thu., 4/23 | JV Softball | Wilton | Home - Waveny Park-Orchard Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Girls Tennis | Fairfield Ludlowe | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/23 | JV Girls Tennis | Fairfield Ludlowe | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Fri., 4/24 | FR Baseball | Wilton | Home - Waveny Park, Coppo Field [Directions] | Cancelled | ||
| Fri., 4/24 | FR Boys Lacrosse | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | Cancelled | ||
| Fri., 4/24 | FR Girls Lacrosse | Darien | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Sat., 4/25 | V Boys Lacrosse | Bishop Guertin (NH) | Away - Providence College - Chapey Field | Cancelled | TBA | |
| Sat., 4/25 | V Girls Lacrosse | Longmeadow (MA) | Away - Longmeadow HS-Lacrosse | Cancelled | 12:00 PM; 1 Bus (Coach Ordered) | |
| Mon., 4/27 | V Baseball | Trumbull | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Mon., 4/27 | JV Baseball | Trumbull | Home - New Canaan HS-Coppo Field [Directions] | Cancelled | ||
| Mon., 4/27 | FR Baseball | Trumbull | Away - Trumbull HS-Varsity Baseball Field [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Mon., 4/27 | V Boys Golf | Norwalk | Away - Oak Hills Golf Course [Directions] | Cancelled | ||
| Mon., 4/27 | FR Boys Lacrosse | Staples | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Tennis | Ridgefield | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | JV Boys Tennis | Ridgefield | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Volleyball | St. Joseph | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Mon., 4/27 | JV Boys Volleyball | St. Joseph | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Mon., 4/27 | V Girls Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | Cancelled | ||
| Mon., 4/27 | V Softball | Trumbull | Away - Trumbull HS-Varsity Softball Diamond [Directions] | Cancelled | 2:20 PM; 1 Bus (V & JV ride together J&R Coach bus) | |
| Mon., 4/27 | JV Softball | Trumbull | Away - Trumbull HS-JV Softball Diamond [Directions] | Cancelled | 2:20 PM; 1 Bus (V & JV ride together J&R Coach bus) | |
| Mon., 4/27 | V Girls Tennis | Ridgefield | Away - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | JV Girls Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Lacrosse | Brien McMahon | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 4/28 | JV Boys Lacrosse | Brien McMahon | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Outdoor Track | Bridgeport Central | Home - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Tennis | St. Joseph | Away - St. Joseph HS-Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Tue., 4/28 | V Girls Lacrosse | Ridgefield | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 4/28 | JV Girls Lacrosse | Ridgefield | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Outdoor Track | Bridgeport Central | Home - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Tennis | St. Joseph | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/29 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | Cancelled | 2:20 PM; 1 Bus (V & JV ride together) | |
| Wed., 4/29 | JV Baseball | Fairfield Ludlowe | Away - Owen Fish Park-Owen Fish [Directions] | Cancelled | 2:20 PM; 1 Bus (V & JV will ride together) | |
| Wed., 4/29 | FR Baseball | Fairfield Ludlowe | Home - Waveny Park, Coppo Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Golf | Danbury | Home - CCNC [Directions] | Cancelled | ||
| Wed., 4/29 | FR Boys Lacrosse | Fairfield Ludlowe | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Volleyball | Westhill | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 4/29 | JV Boys Volleyball | Westhill | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 4/29 | V Girls Golf | Fairfield Warde | Home - CCNC [Directions] | Cancelled | ||
| Wed., 4/29 | FR Girls Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Sturges Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/29 | V Softball | Fairfield Ludlowe | Home - New Canaan HS-Orchard Field [Directions] | Cancelled | ||
| Wed., 4/29 | JV Softball | Fairfield Ludlowe | Home - Waveny Park-Orchard Field [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Lacrosse | Hun School (NJ) | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Tennis | Brien McMahon | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Golf | Darien | Away - Woodway Country Club [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Thu., 4/30 | JV Girls Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Thu., 4/30 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/1 | V Baseball | Ridgefield | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Fri., 5/1 | JV Baseball | Ridgefield | Home - New Canaan HS-Coppo Field [Directions] | Cancelled | ||
| Fri., 5/1 | FR Baseball | Ridgefield | Away - Governor Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/1 | FR Boys Lacrosse | Stamford | Away - Stamford HS-Upper Lacrosse Field [Directions] | Cancelled | ||
| Fri., 5/1 | V Boys Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Fri., 5/1 | JV Boys Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Fri., 5/1 | FR Girls Lacrosse | Greenwich | Away - Cos Cob Park-Benvenuto Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/1 | V Softball | Ridgefield | Away - Ridgefield HS-Varsity Field [Directions] | Cancelled | 2:10 PM; 1 Bus (V & JV will ride together J&R Coach) | |
| Fri., 5/1 | JV Softball | Ridgefield | Away - Ridgefield HS-JV Field [Directions] | Cancelled | 2:10 PM; 1 Bus (V & JV will ride together J&R Coach) | |
| Sat., 5/2 | V Boys Lacrosse | Ridgefield | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Sat., 5/2 | JV Boys Lacrosse | Ridgefield | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Sat., 5/2 | V Boys Tennis | Guilford (Scrim.) | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Sat., 5/2 | V Girls Lacrosse | Pleasantville (NY) | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Sat., 5/2 | JV Girls Lacrosse | Pleasantville (NY) | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Mon., 5/4 | V Baseball | St. Joseph | Away - St. Joseph HS-Baseball Diamond [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 5/4 | JV Baseball | St. Joseph | Away - Unity Park [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Mon., 5/4 | FR Baseball | St. Joseph | Home - Conner Field, New Cannan [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Golf | Brien McMahon | Home - CCNC [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Tennis | Darien | Away - Darien HS-DHS Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Mon., 5/4 | JV Boys Tennis | Darien | Away - Cherry Lawn Park- Darien [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Mon., 5/4 | V Boys Volleyball | Greenwich | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/4 | JV Boys Volleyball | Greenwich | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | St. Joseph | Home - New Canaan HS-Orchard Field [Directions] | Cancelled | ||
| Mon., 5/4 | JV Softball | St. Joseph | Home - Waveny Park-Orchard Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Tennis | Darien | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | JV Girls Tennis | Darien | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Lacrosse | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | Cancelled | 12:00 PM | |
| Tue., 5/5 | JV Boys Lacrosse | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Outdoor Track | Ridgefield | Home - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Golf | Staples | Home - CCNC [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Lacrosse | Bronxville (NY) | Away - Bronxville HS | Cancelled | 2:30 PM; 1 Bus (V & JV together (AT/Coach ordered)) | |
| Tue., 5/5 | JV Girls Lacrosse | Bronxville (NY) | Away - Bronxville HS | Cancelled | 2:30 PM; 1 Bus (V & JV together (AT/Coach ordered)) | |
| Tue., 5/5 | FR Girls Lacrosse | Staples | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Outdoor Track | Ridgefield | Home - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Wed., 5/6 | V Baseball | Brien McMahon | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Wed., 5/6 | JV Baseball | Brien McMahon | Home - New Canaan HS-Coppo Field [Directions] | Cancelled | ||
| Wed., 5/6 | FR Baseball | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | Cancelled | 3:30 PM; 1 Bus | |
| Wed., 5/6 | V Boys Golf | Fairfield Warde | Home - CCNC [Directions] | Cancelled | ||
| Wed., 5/6 | FR Boys Lacrosse | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Volleyball | Darien | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 5/6 | JV Boys Volleyball | Darien | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 5/6 | FR Girls Lacrosse | Ridgefield | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Wed., 5/6 | V Softball | Brien McMahon | Away - Brien McMahon HS-Softball Diamond [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Wed., 5/6 | JV Softball | Brien McMahon | Away - Brookside Elementary School [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Thu., 5/7 | V Boys Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Lacrosse | Bronxville (NY) | Away - Bronxville HS-N:Turf | Cancelled | ||
| Thu., 5/7 | JV Boys Lacrosse | Bronxville (NY) | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Tennis | Westhill | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | V Girls Golf | Fairfield Ludlowe | Home - CCNC [Directions] | Cancelled | ||
| Thu., 5/7 | V Girls Lacrosse | Greenwich | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Thu., 5/7 | JV Girls Lacrosse | Greenwich | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | TBA | |
| Thu., 5/7 | V Girls Tennis | Westhill | Away - Westhill HS-Westhill Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/8 | V Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Fri., 5/8 | JV Baseball | Darien | Away - Darien HS-DHS Baseball - JV Field [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Fri., 5/8 | FR Baseball | Darien | Home - Conner Field, New Cannan [Directions] | Cancelled | ||
| Fri., 5/8 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Fri., 5/8 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Fri., 5/8 | V Softball | Darien | Home - New Canaan HS-Orchard Field [Directions] | Cancelled | ||
| Sat., 5/9 | V Boys Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Sat., 5/9 | JV Boys Lacrosse | Darien | Away - Darien HS-DHS Center Oval Turf Field [Directions] | Cancelled | ||
| Sat., 5/9 | V Girls Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Sat., 5/9 | JV Girls Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | Cancelled | 4:30 PM; 1 Bus | |
| Mon., 5/11 | V Boys Golf | Darien | Away - Wee Burn CC [Directions] | Cancelled | TBA, Dismiss TBA | |
| Mon., 5/11 | V Boys Tennis | Norwalk | Away - Norwalk HS-Tennis Courts [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Mon., 5/11 | V Boys Volleyball | Staples | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/11 | JV Boys Volleyball | Staples | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Tennis | Norwalk | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Lacrosse | St. Anthonys (NY) | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 5/12 | JV Boys Lacrosse | St. Anthonys (NY) | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Tue., 5/12 | FR Boys Lacrosse | Trumbull | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Outdoor Track | Wilton | Away - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | 2:30 PM, Dismiss TBA; 1 Bus | |
| Tue., 5/12 | V Boys Tennis | Staples | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | JV Boys Tennis | Staples | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | JV Girls Lacrosse | Greenwich Academy | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Tue., 5/12 | FR Girls Lacrosse | Trumbull | Away - Trumbull HS-JV Grass Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 5/12 | V Girls Outdoor Track | Wilton | Away - Wilton HS-Veterans Memorial Stadium [Directions] | Cancelled | 2:30 PM, Dismiss TBA; 1 Bus | |
| Tue., 5/12 | V Girls Tennis | Staples | Away - Staples HS-Staples Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | JV Girls Tennis | Staples | Away - Staples HS-Town Farms Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/13 | V Baseball | Westhill | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Wed., 5/13 | JV Baseball | Westhill | Home - New Canaan HS-Coppo Field [Directions] | Cancelled | ||
| Wed., 5/13 | FR Baseball | Westhill | Away - Westhill HS-Varsity Baseball Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 5/13 | V Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | Cancelled | ||
| Wed., 5/13 | JV Boys Golf | Darien | Away - Darien HS-TBA [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Wed., 5/13 | JV Boys Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Wed., 5/13 | V Girls Golf | Darien | Home - CCNC [Directions] | Cancelled | ||
| Wed., 5/13 | V Girls Golf | Darien | Home - CCNC [Directions] | Cancelled | ||
| Wed., 5/13 | V Softball | Westhill | Away - Westhill HS-Varsity Softball Field [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Wed., 5/13 | JV Softball | Westhill | Away - Roxbury Elementary School-Softball Field [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Thu., 5/14 | V Baseball | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Thu., 5/14 | JV Baseball | Norwalk | Away - City Hall Field [Directions] | Cancelled | 2:30 PM; 1 Bus (V & JV will ride together) | |
| Thu., 5/14 | FR Baseball | Norwalk | Home - Waveny Park, Coppo Field [Directions] | Cancelled | ||
| Thu., 5/14 | JV Boys Golf | Staples | Away - Staples HS-Longshore Golf Course [Directions] | Cancelled | ||
| Thu., 5/14 | FR Boys Lacrosse | Wilton | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Tennis | Bridgeport Central | Home - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Lacrosse | Norwalk | Away - Norwalk HS-Testa Field [Directions] | Cancelled | 4:15 PM; 1 Bus | |
| Thu., 5/14 | JV Girls Lacrosse | Norwalk | Away - Norwalk HS-Testa Field [Directions] | Cancelled | 3:00 PM; 1 Bus | |
| Thu., 5/14 | FR Girls Lacrosse | Wilton | Away - Wilton HS-Allen Meadow [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Thu., 5/14 | V Softball | Norwalk | Home - New Canaan HS-Orchard Field [Directions] | Cancelled | ||
| Thu., 5/14 | JV Softball | Norwalk | Home - Waveny Park-Orchard Field [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Tennis | Bridgeport Central | Away - Bridgeport Central HS-Central High School Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/15 | V Boys Outdoor Track | St. Joseph | Away - St. Joseph HS-Track [Directions] | Cancelled | 2:20 PM, Dismiss TBA; 1 Bus | |
| Fri., 5/15 | V Girls Outdoor Track | St. Joseph | Away - St. Joseph HS-Track [Directions] | Cancelled | 2:20 PM, Dismiss TBA; 1 Bus | |
| Sat., 5/16 | V Baseball | Abbott Tech | Away - Abbott V-T School-Abbott Tech Baseball Field, School Campus [Directions] | Cancelled | 10:15 AM; 1 Bus | |
| Sat., 5/16 | V Boys Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | 12:00 PM | |
| Sat., 5/16 | FR Boys Lacrosse | Greenwich | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Sat., 5/16 | FR Girls Lacrosse | Greenwich | Away - Greenwich HS-Field 3 [Directions] | Cancelled | ||
| Sat., 5/16 | V Softball | Wilton | Away - Wilton HS-Varsity Softball Field [Directions] | Cancelled | 8:30 AM; 1 Bus | |
| Mon., 5/18 | V Baseball | Staples | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Mon., 5/18 | JV Baseball | Staples | Home - New Canaan HS-Coppo Field [Directions] | Cancelled | ||
| Mon., 5/18 | FR Baseball | Staples | Away - Staples HS-Baseball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 5/18 | V Boys Golf | Westhill | Home - CCNC [Directions] | Cancelled | ||
| Mon., 5/18 | JV Boys Golf | Ridgefield | Away - Ridgefield Golf Course [Directions] | Cancelled | ||
| Mon., 5/18 | FR Boys Lacrosse | Staples | Away - Staples HS-Staples Stadium [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Volleyball | Danbury | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/18 | JV Boys Volleyball | Danbury | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/18 | FR Girls Lacrosse | Staples | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Mon., 5/18 | V Softball | Staples | Away - Staples HS-Wakeman Field [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV ride together) | |
| Mon., 5/18 | JV Softball | Staples | Away - Staples HS-Staples Softball Field [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV ride together) | |
| Tue., 5/19 | V Boys Golf | Stamford | Away - EG Brennan Golf Course-E Gaynor Brennan Golf Course [Directions] | Cancelled | ||
| Tue., 5/19 | JV Boys Golf | Wilton | Home - CCNC [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Lacrosse | Staples | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 5/19 | JV Boys Lacrosse | Staples | Home - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Outdoor Track | Darien | Home - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Tue., 5/19 | V Girls Golf | Ridgefield | Home - CCNC [Directions] | Cancelled | ||
| Tue., 5/19 | V Girls Outdoor Track | Darien | Home - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Wed., 5/20 | V Baseball | Bridgeport Central | Home - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Wed., 5/20 | JV Baseball | Bridgeport Central | Home - New Canaan HS-Coppo Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Golf | Trumbull | Home - CCNC [Directions] | Cancelled | ||
| Wed., 5/20 | FR Boys Lacrosse | St. Joseph | Home - New Canaan HS-WTT #1 [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Volleyball | Fairfield Ludlowe | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 5/20 | JV Boys Volleyball | Fairfield Ludlowe | Home - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 5/20 | V Softball | Bridgeport Central | Away - Bridgeport Central HS-Varsity Softball Field [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Wed., 5/20 | JV Softball | Bridgeport Central | Away - Cal Ripken Field-Longfellow Park [Directions] | Cancelled | 2:15 PM; 1 Bus (V & JV will ride together) | |
| Thu., 5/21 | FR Boys Lacrosse | Darien | Home - New Canaan HS-WTT #2 [Directions] | Cancelled | ||
| Thu., 5/21 | V Girls Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | Cancelled | ||
| Thu., 5/21 | FR Girls Lacrosse | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Tue., 5/26 | V Boys Outdoor Track | FCIAC Track Championships | Away - SCSU-Jess Dow Field | Cancelled | ||
| Tue., 5/26 | V Girls Golf | Trumbull | Home - CCNC [Directions] | Cancelled | ||
| Tue., 5/26 | V Girls Outdoor Track | FCIAC Track Championships | Away - SCSU-Jess Dow Field | Cancelled | ||
| Wed., 5/27 | JV Boys Lacrosse | Staples | Away - Staples HS-Staples Stadium [Directions] | Cancelled | 12:00 PM | |
| Mon., 6/1 | V Girls Golf | Staples | Home - New Canaan HS [Directions] | Cancelled | ||