| New Canaan 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 241 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Football | Norwalk | Away - Testa Field, NHS [Directions] | 3:00 p.m. | ||
| TBA | JV Boys Soccer | Trumbull | Away - The Pit [Directions] | TBA | ||
| TBA | JV Boys Soccer | Ridgefield | Away - Lower Grass Field [Directions] | TBA | V & JV ride together | |
| TBA | FR Boys Soccer | Trumbull | Home - Saxe MS Field [Directions] | TBA | ||
| TBA | FR Boys Soccer | Ridgefield | Home - Saxe MS Field [Directions] | TBA | ||
| TBA | FR Boys Soccer | Greenwich | Away - Cos Cob Park Benvenuto Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | Trumbull | Home - Saxe MS Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | TBA | V & JV ride together | |
| Thu., 8/30 | V Boys Soccer | John Jay (NY) (Scrim.) | Away | 6:30 p.m. | L 0-1 | |
| Thu., 8/30 | V Girls Soccer | Joel Barlow (Scrim.) | Home - Conner Field [Directions] | 4:30 p.m. | ||
| Thu., 8/30 | JV Girls Soccer | Joel Barlow (Scrim.) | Home - Saxe MS Field [Directions] | 4:30 p.m. | ||
| Fri., 8/31 | V Boys Soccer | St. Lukes (Scrim.) | Home - Conner Field [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 8/31 | FR Boys Soccer | St. Lukes (Scrim.) | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Sat., 9/1 | FR Football | Greenwich Jamboree | Away - Greenwich HS | 9:00 a.m. | ||
| Sat., 9/1 | V Field Hockey | Sacred Heart Play Day | Away - Sacred Heart, Greenwich | 9:00 a.m. | ||
| Sat., 9/1 | V Girls Soccer | Soccer Jamboree | Away - Staples HS | 8:00 a.m. | ||
| Sat., 9/1 | JV Girls Soccer | Soccer Jamboree | Away - Staples HS | 8:00 a.m. | ||
| Sat., 9/1 | FR Girls Soccer | Soccer Jamboree | Away - Staples HS | 8:00 a.m. | ||
| Tue., 9/4 | V Girls Soccer | St. Lukes (Scrim.) | Home - Conner Field [Directions] | 4:15 p.m. | ||
| Thu., 9/6 | JV Field Hockey | Westhill | Home - Dunning Stadium [Directions] | TBA | ||
| Fri., 9/7 | FR Football | St. Joseph | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Fri., 9/7 | FR Field Hockey | Westhill | Away - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Fri., 9/7 | V Girls Soccer | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | L 1-2 | V & JV will ride together |
| Fri., 9/7 | JV Girls Soccer | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | ||
| Fri., 9/7 | FR Girls Soccer | Wilton | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Sat., 9/8 | V Football | St. Joseph | Away - St. Joseph HS [Directions] | 1:30 p.m. | L 0-28 | |
| Sat., 9/8 | V Boys Soccer | Wilton | Home - Conner Field [Directions] | 12:00 p.m. | L 0-2 | |
| Sat., 9/8 | JV Boys Soccer | Wilton | Home - Saxe MS Field [Directions] | 12:00 p.m. | ||
| Sat., 9/8 | FR Boys Soccer | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | ||
| Sat., 9/8 | V Field Hockey | Cheshire | Home - Dunning Stadium [Directions] | 11:00 a.m. | L 0-2 | |
| Tue., 9/11 | V Boys Cross Country | Staples, Brien McMahon, Trinity Catholic | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/11 | JV Football | St. Joseph | Home - Water Tower Turf 1 [Directions] | 4:00 p.m. | ||
| Tue., 9/11 | V Girls Cross Country | Staples, Brien McMahon, Trinity Catholic | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/11 | V Field Hockey | Greenwich | Home - Dunning Stadium [Directions] | 4:00 p.m. | W 1-0 | |
| Tue., 9/11 | JV Field Hockey | Greenwich | Home - Dunning Stadium [Directions] | 5:30 p.m. | ||
| Tue., 9/11 | V Girls Soccer | Greenwich | Away - Cardinal Stadium [Directions] | 4:30 p.m. | W 3-0 | V & JV ride together |
| Tue., 9/11 | JV Girls Soccer | Greenwich | Away - GHS Field 3 [Directions] | 4:30 p.m. | V & JV ride together | |
| Wed., 9/12 | V Boys Soccer | Greenwich | Home - Dunning Stadium [Directions] | 6:30 p.m. | T 1-1 | |
| Wed., 9/12 | JV Boys Soccer | Greenwich | Home - Saxe MS Field [Directions] | TBA | ||
| Wed., 9/12 | V Girls Swimming and Diving | Norwalk/McMahon | Home - New Canaan YMCA [Directions] | 3:00 p.m. | Norwalk - 76 New Canaan - 102 | |
| Thu., 9/13 | FR Football | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 9/13 | V Girls Soccer | Danbury | Home - Conner Field [Directions] | 4:00 p.m. | W 6-1 | |
| Thu., 9/13 | JV Girls Soccer | Danbury | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Thu., 9/13 | FR Girls Soccer | Danbury | Away - Danbury HS Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 9/14 | V Football | Danbury | Home - Dunning Stadium [Directions] | 7:00 p.m. | W 42-6 | |
| Fri., 9/14 | V Boys Soccer | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 4:00 p.m. | L 1-4 | V & JV ride together |
| Fri., 9/14 | JV Boys Soccer | Danbury | Away - Danbury HS Grass Soccer Field [Directions] | 4:00 p.m. | V & JV ride together | |
| Fri., 9/14 | FR Boys Soccer | Danbury | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Sat., 9/15 | V Boys Cross Country | Wilton XC Invitational | Away - Allens Meadow | 8:00 a.m. | ||
| Sat., 9/15 | JV Football | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 10:30 a.m. | 2 buses needed | |
| Sat., 9/15 | V Girls Cross Country | Wilton Invitational | Away - Allens Meadow | 8:00 a.m. | ||
| Sat., 9/15 | V Field Hockey | St. Joseph | Home - Dunning Stadium [Directions] | 2:00 p.m. | W 6-0 | |
| Sat., 9/15 | JV Field Hockey | St. Joseph | Home - Dunning Stadium [Directions] | 3:30 p.m. | ||
| Sat., 9/15 | V Girls Soccer | Bridgeport Central | Home - Conner Field [Directions] | 12:00 p.m. | W 6-0 | |
| Mon., 9/17 | V Boys Cross Country | St. Joseph, Greenwich, Westhill | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Mon., 9/17 | V Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | 6:00 p.m. | L 0-2 | |
| Mon., 9/17 | JV Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | ||
| Mon., 9/17 | V Girls Cross Country | St. Joseph, Greenwich, Westhill | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Mon., 9/17 | V Girls Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | 6:30 p.m. | L 1-0 | |
| Mon., 9/17 | V Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | Staples - 82 New Canaan - 104 | |
| Tue., 9/18 | V Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | 4:00 p.m. | OT-L 2-3(OT) | |
| Tue., 9/18 | JV Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | 5:30 p.m. | ||
| Tue., 9/18 | FR Field Hockey | Wilton | Home - WTT2 [Directions] | 4:00 p.m. | ||
| Thu., 9/20 | FR Football | Trumbull | Home - Dunning Stadium [Directions] | 5:00 p.m. | ||
| Thu., 9/20 | V Girls Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | W 6-0 | V & JV ride together |
| Thu., 9/20 | JV Girls Soccer | Stamford | Away - Rippowam Field [Directions] | 4:00 p.m. | V & JV ride together | |
| Fri., 9/21 | V Football | Trumbull | Away - McDougall Stadium [Directions] | 7:00 p.m. | W 48-7 | |
| Fri., 9/21 | SO Football | Greenwich | Home - Dunning Stadium [Directions] | 4:30 p.m. | ||
| Fri., 9/21 | V Boys Soccer | Stamford | Home - Conner Field [Directions] | 4:00 p.m. | L 2-3 | |
| Fri., 9/21 | JV Boys Soccer | Stamford | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Fri., 9/21 | FR Boys Soccer | Stamford | Away [Directions] | 4:00 p.m. | ||
| Fri., 9/21 | V Field Hockey | Fairfield Warde | Away - Tomlinson MS [Directions] | 4:00 p.m. | W 1-0 | V & JV ride together |
| Fri., 9/21 | JV Field Hockey | Fairfield Warde | Away - Tomlinson MS [Directions] | 5:30 p.m. | JV & V ride together | |
| Fri., 9/21 | V Girls Soccer | Trinity Catholic | Away - Gaglio Field | 4:30 p.m. | W 5-0 | |
| Fri., 9/21 | V Girls Swimming and Diving | Danbury | Home - New Canaan YMCA [Directions] | 3:00 p.m. | Danbury - 75 New Canaan - 95 | |
| Sat., 9/22 | V Boys Cross Country | Winding Trails XC Invitational | Away | 9:00 a.m. | No Freshmen Race | |
| Mon., 9/24 | JV Football | Trumbull | Home - Dunning Stadium [Directions] | 4:30 p.m. | ||
| Mon., 9/24 | V Boys Soccer | Trinity Catholic | Home - Dunning Stadium [Directions] | 6:30 p.m. | T 0-0 | |
| Mon., 9/24 | FR Field Hockey | Greenwich | Away - Cos Cob Park Benvenuto Field [Directions] | 4:30 p.m. | ||
| Mon., 9/24 | FR Girls Soccer | Trumbull | Away - The Pit [Directions] | 4:00 p.m. | ||
| Tue., 9/25 | FR Field Hockey | Sacred Heart (Scrim.) | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 9/26 | V Girls Swimming and Diving | Wilton | Home - New Canaan YMCA [Directions] | 3:00 p.m. | Wilton - 101 New Canaan - 83 | |
| Thu., 9/27 | V Boys Cross Country | Danbury, Norwalk, Stamford | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | FR Football | Westhill | Away - J. Walter Kennedy Stadium [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | V Boys Soccer | Trumbull | Away - McDougall Stadium [Directions] | 6:00 p.m. | L 0-2 | |
| Thu., 9/27 | V Girls Cross Country | Danbury, Norwalk, Stamford | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | W 2-0 | V & JV will travel together |
| Thu., 9/27 | JV Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | JV & V will travel together | |
| Thu., 9/27 | V Girls Soccer | Fairfield Warde | Home - Dunning Stadium [Directions] | 6:30 p.m. | W 5-0 | |
| Thu., 9/27 | JV Girls Soccer | Fairfield Warde | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Fri., 9/28 | V Boys Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 7:00 p.m. | L 0-2 | |
| Fri., 9/28 | JV Boys Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:00 p.m. | ||
| Fri., 9/28 | FR Boys Soccer | Fairfield Warde | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Fri., 9/28 | FR Girls Soccer | Fairfield Ludlowe | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Sat., 9/29 | V Football | Westhill | Home - Dunning Stadium [Directions] | 1:30 p.m. | W 38-14 | Homecoming |
| Sat., 9/29 | V Field Hockey | Westhill | Home - Dunning Stadium [Directions] | 9:30 a.m. | W 4-1 | |
| Mon., 10/1 | JV Football | Westhill | Away - J. Walter Kennedy Stadium [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | V Boys Soccer | Fairfield Ludlowe | Home - Dunning Stadium [Directions] | 6:30 p.m. | L 0-1 | |
| Mon., 10/1 | JV Boys Soccer | Fairfield Ludlowe | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | FR Boys Soccer | Fairfield Ludlowe | Away - Roger Ludlowe MS [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | V Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 6:00 p.m. | W 2-0 | V & JV ride together |
| Mon., 10/1 | JV Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:30 p.m. | JV & V ride together | |
| Mon., 10/1 | FR Field Hockey | Ridgefield | Home - WTT2 [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | JV Girls Soccer | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | ||
| Tue., 10/2 | V Boys Cross Country | Wilton, Darien, Fairfield Warde | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Wed., 10/3 | V Field Hockey | Norwalk | Home - Dunning Stadium [Directions] | 4:00 p.m. | L 1-2 | |
| Wed., 10/3 | JV Field Hockey | Norwalk | Home - Dunning Stadium [Directions] | 5:30 p.m. | ||
| Wed., 10/3 | FR Field Hockey | Norwalk | Away - Callahan Complex at Nathan Hale Lower [Directions] | 5:00 p.m. | ||
| Wed., 10/3 | V Girls Soccer | Norwalk | Away - Testa Field, NHS [Directions] | 7:00 p.m. | W 3-0 | |
| Wed., 10/3 | JV Girls Soccer | Norwalk | Away - Testa Field, NHS [Directions] | 5:15 p.m. | ||
| Thu., 10/4 | FR Football | Greenwich | Away - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/4 | JV Boys Soccer | Norwalk | Home - Conner Field [Directions] | 4:00 p.m. | ||
| Thu., 10/4 | FR Boys Soccer | Norwalk | Away - Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Thu., 10/4 | FR Girls Soccer | Fairfield Warde | Away - Fairfield Woods MS [Directions] | 4:00 p.m. | ||
| Thu., 10/4 | V Girls Swimming and Diving | Fairfield Ludlowe | Away - Fairfield University Rec Plex Pool [Directions] | 4:00 p.m. | Ludlowe - 81 New Canaan - 97 | |
| Fri., 10/5 | V Boys Soccer | Norwalk | Home - Dunning Stadium [Directions] | 7:00 p.m. | L 0-7 | |
| Fri., 10/5 | V Girls Cross Country | Wilton, Darien, Fairfield Warde | Home - Waveny Park [Directions] | 4:30 p.m. | ||
| Fri., 10/5 | V Girls Soccer | Brien McMahon | Home - Dunning Stadium [Directions] | 4:30 p.m. | T 0-0 | |
| Fri., 10/5 | JV Girls Soccer | Brien McMahon | Home - Conner Field [Directions] | 4:00 p.m. | ||
| Sat., 10/6 | V Boys Cross Country | Brewster Invitational | Away - BHS, Brewster, NY | 10:00 a.m. | ||
| Sat., 10/6 | V Football | Greenwich | Home - Dunning Stadium [Directions] | 7:00 p.m. | L 14-42 | |
| Sat., 10/6 | JV Girls Swimming and Diving | Greenwich | Away - Greenwich HS [Directions] | 8:30 a.m. | ||
| Sat., 10/6 | JV Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 8:30 a.m. | ||
| Mon., 10/8 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 6:30 p.m. | L 1-2 | |
| Mon., 10/8 | JV Boys Soccer | Brien McMahon | Away - Pride Field (BMHS) [Directions] | 4:00 p.m. | ||
| Mon., 10/8 | FR Boys Soccer | Brien McMahon | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Mon., 10/8 | V Field Hockey | Darien | Away - DHS Stadium Field [Directions] | 4:00 p.m. | L 0-6 | |
| Mon., 10/8 | JV Field Hockey | Darien | Away - DHS Stadium Field [Directions] | 5:30 p.m. | ||
| Mon., 10/8 | FR Field Hockey | Darien | Home - WTT2 [Directions] | 4:00 p.m. | ||
| Tue., 10/9 | V Boys Cross Country | Ridgefield, Trumbull, Fairfield Ludlowe | Away - Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 10/9 | V Girls Cross Country | Ridgefield, Trumbull, Fairfield Ludlowe | Away - Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 10/9 | V Girls Soccer | Darien | Away - DHS Stadium Field [Directions] | 5:30 p.m. | W 1-0 | |
| Tue., 10/9 | JV Girls Soccer | Darien | Away - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 10/9 | FR Girls Soccer | Darien | Home - Saxe MS Field [Directions] | 4:30 p.m. | ||
| Wed., 10/10 | V Boys Soccer | Darien | Home - Conner Field [Directions] | 4:00 p.m. | L 1-2 | |
| Wed., 10/10 | JV Boys Soccer | Darien | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | FR Boys Soccer | Darien | Away - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | V Field Hockey | Staples | Home - Dunning Stadium [Directions] | 4:00 p.m. | L 0-4 | |
| Wed., 10/10 | JV Field Hockey | Staples | Home - Dunning Stadium [Directions] | 5:30 p.m. | ||
| Wed., 10/10 | FR Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | V Girls Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | Darien - 95.5 New Canaan - 85.5 | |
| Fri., 10/12 | FR Field Hockey | Danbury | Home - WTT2 [Directions] | 4:00 p.m. | ||
| Fri., 10/12 | FR Girls Soccer | Fairfield Ludlowe | Away - South Pine Creek Field [Directions] | 4:00 p.m. | ||
| Fri., 10/12 | V Girls Swimming and Diving | Greenwich | Home - New Canaan YMCA [Directions] | 3:00 p.m. | Greenwich - 110 New Canaan - 74 | |
| Sat., 10/13 | V Field Hockey | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 3:00 p.m. | W 4-0 | |
| Sat., 10/13 | JV Field Hockey | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 1:30 p.m. | ||
| Sat., 10/13 | V Girls Soccer | Ridgefield | Home - Dunning Stadium [Directions] | 3:30 p.m. | W 1-0 | |
| Sat., 10/13 | FR Girls Soccer | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 10:00 a.m. | ||
| Mon., 10/15 | JV Football | Greenwich | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 10/15 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | W 2-0 | V & JV ride together |
| Mon., 10/15 | V Girls Soccer | Trumbull | Home - Dunning Stadium [Directions] | 4:00 p.m. | W 6-0 | |
| Tue., 10/16 | V Field Hockey | Stamford | Home - Dunning Stadium [Directions] | 4:00 p.m. | W 3-0 | |
| Tue., 10/16 | JV Field Hockey | Stamford | Home - Dunning Stadium [Directions] | 5:30 p.m. | ||
| Tue., 10/16 | V Girls Swimming and Diving | St. Joseph | Away - Masuk HS [Directions] | 3:45 p.m. | St. Joe's - 63 New Canaan - 102 | |
| Wed., 10/17 | V Girls Soccer | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | L 3-0 | |
| Wed., 10/17 | V Girls Swimming and Diving | Fairfield Warde | Home - New Canaan YMCA [Directions] | 3:00 p.m. | Warde - 76 New Cnaan - 96 | |
| Thu., 10/18 | V Boys Cross Country | FCIAC Championship | Home - Waveny Park [Directions] | TBA | ||
| Thu., 10/18 | FR Football | Newtown | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 10/18 | V Boys Soccer | St. Joseph | Home - Dunning Stadium [Directions] | 6:30 p.m. | W 3-2 | Senior Nite |
| Thu., 10/18 | JV Boys Soccer | St. Joseph | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Thu., 10/18 | V Girls Cross Country | FCIAC Championship | Home - Waveny Park [Directions] | 2:45 p.m. | ||
| Thu., 10/18 | V Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | 7:00 p.m. | W 2-1 | |
| Thu., 10/18 | JV Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:30 p.m. | ||
| Thu., 10/18 | FR Field Hockey | Fairfield Ludlowe | Home - WTT2 [Directions] | 4:00 p.m. | ||
| Thu., 10/18 | FR Girls Soccer | Greenwich | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Fri., 10/19 | V Football | Trinity Catholic | Away - Gaglio Field | 6:00 p.m. | W 49-7 | |
| Fri., 10/19 | FR Boys Soccer | Staples | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Fri., 10/19 | V Girls Soccer | Staples | Home - Dunning Stadium [Directions] | 4:00 p.m. | L 2-1 | |
| Fri., 10/19 | JV Girls Soccer | Staples | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Fri., 10/19 | FR Girls Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Sat., 10/20 | V Boys Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | 2:00 p.m. | L 0-1 | |
| Sat., 10/20 | JV Boys Soccer | Staples | Away - Wakeman Field B (turf) [Directions] | 2:00 p.m. | ||
| Sat., 10/20 | V Field Hockey | New Milford | Away - New Milford HS [Directions] | 11:00 a.m. | W 4-0 | |
| Sat., 10/20 | JV Field Hockey | New Milford | Away - New Milford HS [Directions] | 12:30 p.m. | ||
| Mon., 10/22 | JV Football | Trinity Catholic | Home - Dunning Stadium [Directions] | Cancelled | Cancelled | |
| Mon., 10/22 | V Field Hockey | Trumbull | Home - Dunning Stadium [Directions] | 4:00 p.m. | W 5-0 | |
| Mon., 10/22 | JV Field Hockey | Trumbull | Home - WTT2 [Directions] | 5:30 p.m. | ||
| Mon., 10/22 | FR Field Hockey | Trumbull | Away - New Turf Field [Directions] | 5:30 p.m. | ||
| Mon., 10/22 | V Girls Soccer | Westhill | Home - Dunning Stadium [Directions] | 6:30 p.m. | W 4-0 | Senior Nite |
| Mon., 10/22 | JV Girls Soccer | Westhill | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Tue., 10/23 | V Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | W 4-1 | |
| Tue., 10/23 | JV Boys Soccer | Westhill | Away - Rippowam MS - Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 10/23 | FR Boys Soccer | Westhill | Home - Saxe MS Field [Directions] | 4:00 p.m. | ||
| Wed., 10/24 | FR Field Hockey | Sacred Heart, Greenwich | Away - Sacred Heart, Greenwich | 4:00 p.m. | ||
| Wed., 10/24 | JV Girls Soccer | Ridgefield | Home - Conner Field [Directions] | 4:00 p.m. | ||
| Thu., 10/25 | V Football | Pascack Valley (NJ) | Away | 6:00 p.m. | W 42-7 | |
| Thu., 10/25 | SO Football | Greenwich | Away - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Thu., 10/25 | FR Football | Pascack Valley (NJ) | Home - Dunning Stadium [Directions] | 6:30 p.m. | ||
| Thu., 10/25 | V Girls Soccer | Wilton | Home - Dunning Stadium [Directions] | 4:30 p.m. | W 1-0 | |
| Fri., 10/26 | V Boys Cross Country | CIAC Class L Championship | Away - Wickham Park - East Hartford [Directions] | 9:15 a.m. | ||
| Fri., 10/26 | V Girls Cross Country | CIAC Class L Championship | Away - Wickham Park - East Hartford [Directions] | 9:45 a.m. | ||
| Fri., 10/26 | V Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Sat., 10/27 | V Boys Cross Country | CIAC Class L Championship | Away - Wickham Park | 9:15 a.m. | ||
| Sat., 10/27 | JV Girls Swimming and Diving | JV FCIACS | Away - Greenwich | 2:30 p.m. | ||
| Mon., 10/29 | V Girls Soccer | Darien | Away - Wilton [Directions] | TBA | W 5-0 | |
| Tue., 10/30 | V Girls Swimming and Diving | FCIAC Trials | Away - Greenwich | 5:30 p.m. | ||
| Thu., 11/1 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | ||
| Thu., 11/1 | FR Football | Norwalk | Away - Callahan Complex at Nathan Hale Lower [Directions] | 4:00 p.m. | ||
| Thu., 11/1 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | ||
| Thu., 11/1 | V Girls Soccer | Ridgefield | Away - Warde [Directions] | 7:00 p.m. | L 1-0 | |
| Thu., 11/1 | V Girls Swimming and Diving | Swimming FCIAC Finals | Away - Greenwich | 6:30 p.m. | ||
| Fri., 11/2 | V Boys Cross Country | CIAC Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/2 | V Football | Norwalk | Home - Dunning Stadium [Directions] | 7:00 p.m. | W 34-0 | |
| Sat., 11/3 | V Boys Soccer | CIAC Tourney Qualifying Round | Away - Site TBA | Cancelled | Cancelled | |
| Sat., 11/3 | V Girls Soccer | CIAC Tourney Qualifying Round | Away - Site TBA | TBA | ||
| Mon., 11/5 | V Girls Soccer | CIAC Tourney 1st Round | Away - Dunning Stadium | 2:00 p.m. | ||
| Tue., 11/6 | V Boys Soccer | CIAC Tourney 1st Round | Away - Higher Seed | Cancelled | Cancelled | |
| Wed., 11/7 | SO Football | Greenwich | Home - WTT1 [Directions] | 4:00 p.m. | ||
| Wed., 11/7 | V Field Hockey | Darien | Away - Higher Seed [Directions] | 5:00 p.m. | Going to Darien | |
| Wed., 11/7 | V Girls Soccer | Staples | Away - Wakeman Field B (turf) [Directions] | 2:00 p.m. | ||
| Thu., 11/8 | FR Football | Fairfield Ludlowe | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Thu., 11/8 | V Boys Soccer | CIAC Tourney 2nd Round | Away - Higher Seed | Cancelled | Cancelled | |
| Thu., 11/8 | V Girls Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Fri., 11/9 | V Football | Fairfield Ludlowe | Away - Taft Field [Directions] | 4:00 p.m. | W 41-7 | |
| Fri., 11/9 | V Field Hockey | CIAC Tourney Quarterfinals (Possible Date) | Away - Higher Seed | TBA | ||
| Fri., 11/9 | V Girls Soccer | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Sat., 11/10 | V Boys Cross Country | New England Championship | Away - Derryfield Park (Manchester, NH) [Directions] | TBA | ||
| Sat., 11/10 | V Boys Soccer | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Sat., 11/10 | V Girls Cross Country | New England Championship | Away - Derryfield Park (Manchester, NH) [Directions] | TBA | ||
| Sat., 11/10 | V Field Hockey | CIAC Tourney Quarterfinals (Possible Date) | Away - Higher Seed | TBA | ||
| Sat., 11/10 | V Girls Swimming and Diving | CIAC Class L Qualifying | Away - Cornerstone Pool [Directions] | 3:15 p.m. | J&R Coach | |
| Mon., 11/12 | JV Football | Fairfield Ludlowe | Home - Dunning Stadium [Directions] | 4:30 p.m. | ||
| Mon., 11/12 | V Girls Soccer | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | TBA | ||
| Tue., 11/13 | V Boys Soccer | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 11/13 | V Field Hockey | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | TBA | ||
| Tue., 11/13 | V Girls Soccer | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | TBA | ||
| Tue., 11/13 | V Girls Swimming and Diving | CIAC Class L Finals | Away - SCSU [Directions] | 6:00 p.m. | ||
| Wed., 11/14 | SO Football | Greenwich | Home - WTT1 [Directions] | 4:30 p.m. | ||
| Wed., 11/14 | V Boys Soccer | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | Cancelled | Cancelled | |
| Wed., 11/14 | V Field Hockey | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | TBA | ||
| Fri., 11/16 | V Girls Swimming and Diving | CIAC Open Diving | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Sat., 11/17 | V Boys Soccer | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | |
| Sat., 11/17 | V Field Hockey | CIAC Tourney Final | Away - Wethersfield [Directions] | TBA | ||
| Sat., 11/17 | V Girls Soccer | CIAC Tourney Final | Away - Site TBA | 4:00 p.m. | ||
| Sat., 11/17 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 12:00 p.m. | ||
| Mon., 11/19 | JV Football | Darien | Home - Dunning Stadium [Directions] | 5:30 p.m. | ||
| Tue., 11/20 | FR Football | Darien | Home - Dunning Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/22 | V Football | Darien | Home - Boyle Stadium [Directions] | 10:30 a.m. | W 17-14 | |
| Tue., 11/27 | V Football | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Sun., 12/2 | V Football | CIAC Tourney Semifinals | Away - Higher Seed | TBA | ||
| Sat., 12/8 | V Football | CIAC Tourney Final | Away - Site TBA | TBA | ||