| New Canaan 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 984 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | FR Baseball | St. Joseph | Home - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| TBA | FR Boys Basketball | Ridgefield | Home - Saxe Middle School [Directions] | TBA | ||
| TBA | JV Boys Golf | Wilton | Home - Country Club of New Canaan [Directions] | 3:30 p.m. | ||
| TBA | FR Boys Lacrosse | Greenwich Country Day | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| TBA | FR Boys Lacrosse | Wilton | Away - Allen's Field #2 [Directions] | 4:00 p.m. | 2:30pm | |
| TBA | JV Girls Basketball | Darien | Home - NCHS Gymnasium [Directions] | 6:30 p.m. | ||
| TBA | FR Girls Basketball | Darien | Home - NCHS Gymnasium [Directions] | 3:30 p.m. | ||
| TBA | FR Girls Basketball | Ridgefield | Away - East Ridge Middle School [Directions] | TBA | 2:45pm | |
| TBA | FR Field Hockey | Ridgefield | Away - RHS Upper Grass Field [Directions] | TBA | 2:15pm | |
| TBA | FR Girls Lacrosse | Wilton | Home - Dunning Stadium [Directions] | 5:30 p.m. | ||
| TBA | JV Softball | Fairfield Ludlowe | Away - Tom Hayden field [Directions] | 4:00 p.m. | 2:30pm | |
| TBA | JV Softball | Westhill | Home - Waveny Park - Orchard Field [Directions] | TBA | ||
| TBA | JV Girls Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 8/26 | V Football | Foran (Scrim.) | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Wed., 8/28 | JV Football | Immaculate (Scrim.) | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 8/28 | V Girls Soccer | Shelton (Scrim.) | Home - Connor Field [Directions] | W 3-1 | ||
| Wed., 8/28 | JV Girls Soccer | Shelton (Scrim.) | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Thu., 8/29 | V Boys Soccer | Rye Country Day (NY) (Scrim.) | Home - Connor Field [Directions] | 4:15 p.m. | ||
| Thu., 8/29 | V Field Hockey | St. Lukes (Scrim.) | Home - NCHS Water Tower Turf Field [Directions] | 3:30 p.m. | ||
| Sat., 8/31 | V Football | Jamboree | Home - Dunning Stadium [Directions] | 10:00 a.m. | ||
| Sat., 8/31 | JV Football | Stepinac (NY) (Scrim.) | Away | 9:30 a.m. | 7:30am | |
| Sat., 8/31 | FR Football | Stepinac (NY) (Scrim.) | Away | 12:00 p.m. | 11:00am | |
| Sat., 8/31 | V Boys Soccer | Berlin Tournament | Away | 12:20 p.m. | 10:00am | |
| Mon., 9/2 | V Field Hockey | Mamaroneck (NY) (Scrim.) | Away | 8:30 a.m. | 7:00am | |
| Tue., 9/3 | V Football | Brookfield (Scrim.) | Away - BHS Stadium Field [Directions] | 6:00 p.m. | 2 buses@3:00pm | |
| Tue., 9/3 | FR Football | Brookfield (Scrim.) | Home - Dunning Stadium [Directions] | 5:00 p.m. | ||
| Tue., 9/3 | V Girls Soccer | Rye (NY) (Scrim.) | Home - Connor Field [Directions] | T 1-1 | ||
| Tue., 9/3 | JV Girls Soccer | Rye (NY) (Scrim.) | Home - Saxe Middle School Field [Directions] | 4:20 p.m. | ||
| Wed., 9/4 | V Boys Soccer | Stamford (Scrim.) | Home - Connor Field [Directions] | 4:00 p.m. | ||
| Wed., 9/4 | V Field Hockey | Convent of Sacred Heart (Scrim.) | Away | 3:45 p.m. | 2:15pm | |
| Wed., 9/4 | V Girls Volleyball | Convent of Sacred Heart (Scrim.) | Home - NCHS Gymnasium [Directions] | 4:15 p.m. | ||
| Fri., 9/6 | V Girls Soccer | St. Lukes (Scrim.) | Away | W 4-3 | 2:45pm | |
| Sat., 9/7 | V Field Hockey | Play Day New Fairfield | Away | 9:30 a.m. | 7:45am | |
| Sat., 9/7 | V Girls Volleyball | Val Dickinson Memorial Jamboree | Away | 9:00 a.m. | 7:30am | |
| Tue., 9/10 | V Boys Cross Country | Trumbull, Trinity Catholic, Norwalk, Harding, Bridgeport Central | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/10 | SO Football | Stamford | Away - Stamford High School [Directions] | L 14-20 | 2:45pm | |
| Tue., 9/10 | FR Football | Daniel Hand | Away - Surf Club [Directions] | L 6-43 | 2:15pm - AT | |
| Tue., 9/10 | V Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | L 0-2 | 5:45pm | |
| Tue., 9/10 | JV Boys Soccer | Norwalk | Away - Nathan Hale Middle School [Directions] | T 2-2 | 2;30pm | |
| Tue., 9/10 | FR Boys Soccer | Norwalk | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | Trumbull, Trinity Catholic, Norwalk, Harding, Bridgeport Central | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/10 | V Field Hockey | Danbury | Home - Dunning Stadium [Directions] | W 6-0 | ||
| Tue., 9/10 | JV Field Hockey | Danbury | Home - Dunning Stadium [Directions] | W 6-0 | ||
| Tue., 9/10 | FR Field Hockey | Danbury | Away - Danbury High School Grass Field [Directions] | W 8-0 | 2:15pm | |
| Wed., 9/11 | V Football | Daniel Hand | Home - Dunning Stadium [Directions] | W 50-21 | ||
| Wed., 9/11 | V Girls Soccer | Ridgefield | Home - Connor Field [Directions] | L 4-2 | ||
| Wed., 9/11 | JV Girls Soccer | Ridgefield | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Wed., 9/11 | FR Girls Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | L 7-0 | 2:30pm | |
| Thu., 9/12 | V Boys Soccer | Staples | Home - Connor Field [Directions] | L 0-1 | ||
| Thu., 9/12 | JV Boys Soccer | Staples | Home - Saxe Middle School Field [Directions] | L 1-0 | ||
| Thu., 9/12 | FR Boys Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:15pm | |
| Thu., 9/12 | JV Girls Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | 2:05pm | |
| Thu., 9/12 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | L 0-3 | 2:30pm Var & JV Ride Together | |
| Thu., 9/12 | JV Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | L 0-2 | 2:30pm Var & JV Ride Together | |
| Thu., 9/12 | FR Girls Volleyball | Fairfield Warde | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Boys Soccer | Fairfield Ludlowe | Home - Dunning Stadium [Directions] | L 1-0 | ||
| Mon., 9/16 | JV Boys Soccer | Fairfield Ludlowe | Home - Saxe Middle School Field [Directions] | L 2-1 | ||
| Mon., 9/16 | FR Boys Soccer | Fairfield Ludlowe | Away - RLMS [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 9/16 | V Girls Volleyball | Greenwich | Home - NCHS Gymnasium [Directions] | L 0-3 | ||
| Mon., 9/16 | JV Girls Volleyball | Greenwich | Home - NCHS Gymnasium [Directions] | L 0-2 | ||
| Mon., 9/16 | FR Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/17 | V Boys Cross Country | Wilton, Staples, Brien McMahon, Bassick, Trinity Catholic | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | FR Boys Soccer | Trumbull | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Girls Cross Country | Wilton, Staples, Brien McMahon, Bassick, Trinity Catholic | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Field Hockey | Westhill | Home - Dunning Stadium [Directions] | W 1-0 | ||
| Tue., 9/17 | JV Field Hockey | Westhill | Home - Dunning Stadium [Directions] | W 1-0 | ||
| Tue., 9/17 | V Girls Soccer | Greenwich | Away - Cardinal Stadium [Directions] | W 2-1 | 2:15pm Var & JV ride together | |
| Tue., 9/17 | JV Girls Soccer | Greenwich | Away - GHS Field 3 [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Wed., 9/18 | SO Football | Darien | Away - DHS Baseball JV Field [Directions] | L 14-26 | 3:00pm | |
| Wed., 9/18 | FR Football | Bassick | Away - Curiale School - 300 Laurel Ave, Bridgeport [Directions] | W 24-6 | 2:15pm | |
| Wed., 9/18 | V Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | L 2-0 | 2:15pm Var & JV Ride together | |
| Wed., 9/18 | JV Boys Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | L 2-1 | 2:15pm Var & JV ride together | |
| Wed., 9/18 | FR Boys Soccer | Danbury | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Wed., 9/18 | V Girls Swimming and Diving | Fairfield Warde | Away - Fairfield University- Rec Plex Pool [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 9/18 | V Girls Volleyball | Staples | Home - NCHS Gymnasium [Directions] | L 0-3 | ||
| Wed., 9/18 | JV Girls Volleyball | Staples | Home - NCHS Gymnasium [Directions] | L 0-2 | ||
| Wed., 9/18 | FR Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 9/19 | V Football | Bassick | Away - Bridgeport Centrals Kennedy Stadium [Directions] | W 42-20 | 2 buses@3:15pm 1 bus @ 4:00pm for cheerleaders | |
| Thu., 9/19 | V Girls Soccer | Norwalk | Away - Testa Field, NHS [Directions] | W 4-0 | 4:45pm | |
| Fri., 9/20 | V Boys Soccer | Bassick | Home - Connor Field [Directions] | L 3-1 | ||
| Fri., 9/20 | FR Boys Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 9/20 | V Field Hockey | Darien | Away - DHS Stadium Field [Directions] | L 3-0 | 2:30pm | |
| Fri., 9/20 | JV Field Hockey | Darien | Away - DHS Stadium Field [Directions] | L 5-0 | 4:15pm | |
| Fri., 9/20 | FR Field Hockey | Darien | Home - NCHS Track Field [Directions] | L 2-0 | ||
| Fri., 9/20 | FR Girls Soccer | Greenwich | Home - Saxe Middle School Field [Directions] | T 2-2 | ||
| Fri., 9/20 | JV Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 5:30 p.m. | 4:00pm | |
| Fri., 9/20 | V Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | L 0-3 | 2:30pm Var & JV Ride Together | |
| Fri., 9/20 | JV Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | L 0-3 | 2:45pm Var & JV Ride Together | |
| Fri., 9/20 | FR Girls Volleyball | Westhill | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 9/21 | JV Football | Bassick | Away - Bridgeport Centrals Kennedy Stadium [Directions] | W 31-14 | 8:30am | |
| Sat., 9/21 | FR Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | W 1-0 | 9:45am | |
| Sat., 9/21 | V Girls Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | L 1-0 | 12:15pm | |
| Sat., 9/21 | JV Girls Soccer | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 9/21 | FR Girls Soccer | Fairfield Warde | Home - Saxe Middle School Field [Directions] | L 0-5 | ||
| Mon., 9/23 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | W 3-1 | 2:15pm | |
| Mon., 9/23 | FR Boys Soccer | Wilton | Away [Directions] | 4:15 p.m. | 3:00pm | |
| Mon., 9/23 | V Field Hockey | Trumbull | Away - Indian Ledge Park [Directions] | W 2-0 | 2:30pm | |
| Mon., 9/23 | JV Field Hockey | Trumbull | Away - Indian Ledge Park [Directions] | W 2-0 | 3:15pm | |
| Mon., 9/23 | FR Field Hockey | Trumbull | Home - NCHS Water Tower Turf Field [Directions] | W 1-0 | ||
| Mon., 9/23 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | L 1-3 | 2:45pmVar & JV Ride Together | |
| Mon., 9/23 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | L 1-2 | 2:45pmVar & JV Ride Together | |
| Tue., 9/24 | V Boys Cross Country | Fairfield Ludlowe, Westhill, Greenwich, Trinity Catholic | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/24 | FR Boys Soccer | Greenwich | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | Fairfield Ludlowe, Westhill, Greenwich, Trinity Catholic | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 9/25 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | T 3-3 | 4:00pm | |
| Wed., 9/25 | JV Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 2-1 | 2:15pm | |
| Wed., 9/25 | FR Boys Soccer | Ridgefield | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Wed., 9/25 | V Girls Soccer | Staples | Home - Dunning Stadium [Directions] | L 1-0 | ||
| Wed., 9/25 | JV Girls Soccer | Staples | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Wed., 9/25 | FR Girls Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 9/25 | V Girls Swimming and Diving | Westhill/Stamford | Home - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Wed., 9/25 | V Girls Volleyball | Danbury | Home - NCHS Gymnasium [Directions] | L 0-3 | ||
| Wed., 9/25 | JV Girls Volleyball | Danbury | Home - NCHS Gymnasium [Directions] | L 0-2 | ||
| Wed., 9/25 | FR Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | 2:15pm | |
| Thu., 9/26 | FR Football | Greenwich | Home - Dunning Stadium [Directions] | L 22-30 | ||
| Thu., 9/26 | V Field Hockey | Fairfield Warde | Home - Dunning Stadium [Directions] | W 2-0 | ||
| Thu., 9/26 | JV Field Hockey | Fairfield Warde | Home - Dunning Stadium [Directions] | W 2-0 | ||
| Thu., 9/26 | V Girls Soccer | Trinity Catholic | Home - Connor Field [Directions] | W 8-0 | ||
| Fri., 9/27 | V Boys Soccer | Fairfield Warde | Home - Connor Field [Directions] | T 0-0 | ||
| Fri., 9/27 | JV Boys Soccer | Fairfield Warde | Home - Saxe Middle School Field [Directions] | L 4-2 | ||
| Fri., 9/27 | FR Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:15pm | |
| Fri., 9/27 | V Girls Volleyball | Bridgeport Central | Home - NCHS Gymnasium [Directions] | W 3-0 | ||
| Fri., 9/27 | JV Girls Volleyball | Bridgeport Central | Home - NCHS Gymnasium [Directions] | W 2-0 | ||
| Sat., 9/28 | V Boys Cross Country | Wilton Invitational | Away | 9:30 a.m. | 8:00am | |
| Sat., 9/28 | V Football | Greenwich | Away - Cardinal Stadium [Directions] | W 66-20 | 2 buses@1:15pm | |
| Sat., 9/28 | JV Football | Greenwich | Away - Cardinal Stadium [Directions] | L 14-36 | 7:45am | |
| Sat., 9/28 | V Girls Cross Country | Wilton Ivitational | Away | 9:30 a.m. | 8:00am | |
| Sat., 9/28 | V Field Hockey | New Milford | Home - Dunning Stadium [Directions] | T 1-1 | ||
| Sat., 9/28 | JV Field Hockey | New Milford | Home - Dunning Stadium [Directions] | T 2-2 | ||
| Mon., 9/30 | V Field Hockey | Ridgefield | Home - Dunning Stadium [Directions] | W 3-0 | ||
| Mon., 9/30 | JV Field Hockey | Ridgefield | Home - Dunning Stadium [Directions] | W 3-0 | ||
| Mon., 9/30 | V Girls Soccer | Darien | Home - Dunning Stadium [Directions] | L 2-0 | ||
| Mon., 9/30 | JV Girls Soccer | Darien | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Mon., 9/30 | FR Girls Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 9/30 | V Girls Volleyball | Bassick | Away [Directions] | W 3-0 | 2:30pm Var & JV Ride Together | |
| Mon., 9/30 | JV Girls Volleyball | Bassick | Away [Directions] | L 1-2 | 2:15pm Var & JV Ride Together | |
| Tue., 10/1 | V Boys Cross Country | Fairfield Warde, Darien, Stamford, Trinity Catholic | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Soccer | Brien McMahon | Home - Connor Field [Directions] | W 3-1 | ||
| Tue., 10/1 | JV Boys Soccer | Brien McMahon | Home - Saxe Middle School Field [Directions] | T 2-2 | ||
| Tue., 10/1 | V Girls Cross Country | Fairfield Warde, Darien, Stamford, Trinity Catholic | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | FR Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 28-8 | 3:30pm | |
| Wed., 10/2 | FR Field Hockey | Norwalk | Home - NCHS Water Tower Turf Field [Directions] | W 3-0 | ||
| Wed., 10/2 | V Girls Soccer | Wilton | Away - Lilly Field- Turf Field [Directions] | L 1-2 | 2:15pm Var & JV ride together | |
| Wed., 10/2 | JV Girls Soccer | Wilton | Away - Allen's Field #1 [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Wed., 10/2 | FR Girls Soccer | Wilton | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Girls Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:40 p.m. | 2:45pm | |
| Wed., 10/2 | V Girls Volleyball | Darien | Away [Directions] | L 0-3 | 2:45pm Var & JV Ride Together | |
| Wed., 10/2 | JV Girls Volleyball | Darien | Away [Directions] | L 0-2 | 2:45pm Var & JV Ride Together | |
| Wed., 10/2 | FR Girls Volleyball | Darien | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | SO Football | Greenwich | Home - Dunning Stadium [Directions] | W 38-12 | ||
| Thu., 10/3 | V Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | W 2-0 | 6:00pm | |
| Thu., 10/3 | JV Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | W 3-1 | 4:30pm | |
| Fri., 10/4 | V Football | Fairfield Warde | Home - Dunning Stadium [Directions] | W 45-21 | ||
| Fri., 10/4 | V Girls Soccer | Brien McMahon | Home - Dunning Stadium [Directions] | W 3-0 | ||
| Fri., 10/4 | JV Girls Soccer | Brien McMahon | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Fri., 10/4 | V Girls Volleyball | Wilton | Home - NCHS Gymnasium [Directions] | W 3-1 | ||
| Fri., 10/4 | JV Girls Volleyball | Wilton | Home - NCHS Gymnasium [Directions] | L 0-2 | ||
| Fri., 10/4 | FR Girls Volleyball | Wilton | Away - Wilton Field House [Directions] | 4:00 p.m. | 2:45pm | |
| Sat., 10/5 | V Boys Cross Country | Brewster Invite | Away - Brewster NY High School | 10:20 a.m. | 8:30am | |
| Sat., 10/5 | V Field Hockey | Cheshire | Away - Cheshire High Main Game field [Directions] | L 0-2 | 12:30pm | |
| Sat., 10/5 | JV Girls Swimming and Diving | Greenwich | Away [Directions] | 11:15 a.m. | 10:00am | |
| Mon., 10/7 | JV Football | Fairfield Warde | Home - Dunning Stadium [Directions] | Cancelled | ||
| Mon., 10/7 | V Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | L 3-0 | 3:45pm | |
| Mon., 10/7 | JV Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 10/7 | FR Boys Soccer | Bridgeport Central | Home - Saxe Middle School Field [Directions] | Cancelled | ||
| Mon., 10/7 | V Field Hockey | Stamford | Away - Stamford High School [Directions] | W 4-0 | 2:15pm | |
| Mon., 10/7 | JV Field Hockey | Stamford | Away - Stamford High School [Directions] | W 4-0 | 4:00pm | |
| Mon., 10/7 | V Girls Swimming and Diving | St. Joseph | Home - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Mon., 10/7 | V Girls Volleyball | Trumbull | Home - NCHS Gymnasium [Directions] | L 0-3 | ||
| Mon., 10/7 | JV Girls Volleyball | Trumbull | Home - NCHS Gymnasium [Directions] | L 0-2 | ||
| Mon., 10/7 | FR Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 5:00 p.m. | 3:00pm | |
| Tue., 10/8 | V Boys Cross Country | St. Joseph, Danbury, Ridgefield, Trinity Catholic | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Girls Cross Country | St. Joseph, Danbury, Ridgefield, Trinity Catholic | Home - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | L 3-0 | 2:15pm Var & JV ride together | |
| Tue., 10/8 | JV Girls Soccer | Westhill | Away - Rippowam Middle School [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Wed., 10/9 | V Boys Soccer | St. Joseph | Home - Dunning Stadium [Directions] | W 3-1 | ||
| Wed., 10/9 | JV Boys Soccer | St. Joseph | Home - Saxe Middle School Field [Directions] | W 4-1 | ||
| Wed., 10/9 | FR Boys Soccer | New Canaan Country Day | Away | 3:30 p.m. | 2:15pm | |
| Wed., 10/9 | JV Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 5:45 p.m. | 4:15pm | |
| Wed., 10/9 | V Girls Volleyball | Trinity Catholic | Away - Walsh Court | W 3-0 | 2:45pm Var & JV Ride Together | |
| Wed., 10/9 | JV Girls Volleyball | Trinity Catholic | Away - Walsh Court | L 0-2 | 2:45pm Var & JV Ride Together | |
| Thu., 10/10 | FR Football | Danbury | Away - Danbury High School Stadium [Directions] | W 28-12 | 2:45pm | |
| Thu., 10/10 | V Girls Soccer | Trumbull | Home - Dunning Stadium [Directions] | W 2-1 | ||
| Thu., 10/10 | JV Girls Soccer | Trumbull | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Thu., 10/10 | FR Girls Soccer | Trumbull | Away - JV Grass Soccer Field [Directions] | 4:00 p.m. | 2:15pm | |
| Fri., 10/11 | V Boys Soccer | Darien | Away - DHS Turf #2 [Directions] | L 0-3 | 2:30pm | |
| Fri., 10/11 | JV Boys Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 10/11 | FR Boys Soccer | Darien | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | W 3-2 | 2:15pm | |
| Fri., 10/11 | JV Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | L 2-0 | 4:15pm | |
| Fri., 10/11 | FR Field Hockey | Staples | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Girls Swimming and Diving | Fairfield Ludlowe | Home - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Fri., 10/11 | V Girls Volleyball | Stamford | Away - Stamford High School [Directions] | L 0-3 | 2:30pm Var & JV Ride Together | |
| Fri., 10/11 | JV Girls Volleyball | Stamford | Away - Stamford High School [Directions] | L 0-2 | 2:45pm Var & JV Ride Together | |
| Fri., 10/11 | FR Girls Volleyball | Stamford | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/12 | V Football | Danbury | Home - Dunning Stadium [Directions] | W 49-7 | ||
| Sat., 10/12 | V Field Hockey | Stamford | Home - Dunning Stadium [Directions] | W 2-1 | ||
| Sat., 10/12 | JV Girls Swimming and Diving | Staples | Away [Directions] | Cancelled | 8:30am | |
| Mon., 10/14 | JV Football | Danbury | Home - Dunning Stadium [Directions] | W 43-21 | ||
| Mon., 10/14 | FR Field Hockey | Greenwich | Away - GHS Field 3 [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 10/14 | V Girls Soccer | Danbury | Away - Danbury High School Stadium [Directions] | L 1-2 | 3:45pm | |
| Mon., 10/14 | JV Girls Soccer | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 10/14 | FR Girls Soccer | Danbury | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Mon., 10/14 | FR Girls Volleyball | Fairfield Ludlowe | Away [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 10/15 | V Boys Soccer | Wilton | Away - Lilly Field - Turf [Directions] | L 0-1 | 4:45pm | |
| Tue., 10/15 | JV Boys Soccer | Wilton | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 10/15 | FR Boys Soccer | Wilton | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | V Field Hockey | Greenwich | Home - Dunning Stadium [Directions] | OT-L 3-2 | ||
| Tue., 10/15 | JV Field Hockey | Greenwich | Home - Dunning Stadium [Directions] | L 2-0 | ||
| Tue., 10/15 | V Girls Volleyball | Fairfield Ludlowe | Home - NCHS Gymnasium [Directions] | L 0-3 | ||
| Tue., 10/15 | JV Girls Volleyball | Fairfield Ludlowe | Home - NCHS Gymnasium [Directions] | L 0-2 | ||
| Wed., 10/16 | FR Football | Bethel | Away - DeSantis Field at Bethel High School [Directions] | W 34-7 | 2:20pm | |
| Wed., 10/16 | V Girls Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | W 5-1 | 2:15pm | |
| Wed., 10/16 | V Girls Swimming and Diving | Ridgefield | Home - New Canaan YMCA [Directions] | 3:00 p.m. | Senior Meet | |
| Wed., 10/16 | V Girls Volleyball | St. Joseph | Home - NCHS Gymnasium [Directions] | L 0-3 | ||
| Wed., 10/16 | JV Girls Volleyball | St. Joseph | Home - NCHS Gymnasium [Directions] | L 0-2 | ||
| Thu., 10/17 | V Boys Cross Country | FCIAC Finals | Home - Waveny Park [Directions] | 2:00 p.m. | ||
| Thu., 10/17 | SO Football | Trumbull | Home - Dunning Stadium [Directions] | W 42-8 | ||
| Thu., 10/17 | V Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | L 1-3 | 2:30pm | |
| Thu., 10/17 | JV Boys Soccer | Stamford | Away - Rippowam Field [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/17 | FR Boys Soccer | Stamford | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | V Girls Cross Country | FCIAC Finals | Home - Waveny Park [Directions] | 2:00 p.m. | ||
| Fri., 10/18 | V Football | Chicopee (MA) | Home - Dunning Stadium [Directions] | W 48-20 | ||
| Fri., 10/18 | FR Boys Soccer | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 10/18 | V Field Hockey | Brien McMahon | Home - Dunning Stadium [Directions] | W 3-0 | ||
| Fri., 10/18 | V Girls Soccer | Fairfield Ludlowe | Home - Connor Field [Directions] | W 5-1 | ||
| Fri., 10/18 | JV Girls Soccer | Fairfield Ludlowe | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | FR Girls Soccer | Fairfield Ludlowe | Away - South Pine Creek Field [Directions] | 4:00 p.m. | 2:15pm | |
| Fri., 10/18 | V Girls Swimming and Diving | Trumbull | Away - Hillcrest Middle School [Directions] | 4:00 p.m. | 2:05pm | |
| Fri., 10/18 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | L 0-3 | 2:30pm Var & JV Ride Together | |
| Fri., 10/18 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | L 0-2 | 2:30pm Var & JV Ride Together | |
| Fri., 10/18 | FR Girls Volleyball | Ridgefield | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/19 | FR Boys Soccer | Greenwich Country Day | Away | 11:30 a.m. | 9:45am | |
| Sat., 10/19 | FR Field Hockey | Greenwich Country Day | Away | 9:30 a.m. | 8:00am | |
| Sat., 10/19 | FR Girls Soccer | Greenwich Country Day | Away | 9:30 a.m. | 8:30am | |
| Sat., 10/19 | JV Girls Swimming and Diving | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | 11:30 a.m. | 10:00am | |
| Mon., 10/21 | V Boys Soccer | Westhill | Home - Dunning Stadium [Directions] | T 2-2 | Senior Day | |
| Mon., 10/21 | JV Boys Soccer | Westhill | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | FR Boys Soccer | Westhill | Away - Rippowam Middle School [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 10/21 | V Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | L 1-0 | 5:15pm | |
| Mon., 10/21 | JV Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | L 3-0 | 3:45pm | |
| Mon., 10/21 | FR Field Hockey | Wilton | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Girls Soccer | Stamford | Home - Dunning Stadium [Directions] | W 5-0 | Senior Night | |
| Tue., 10/22 | JV Girls Soccer | Stamford | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | V Boys Soccer | Trumbull | Home - Dunning Stadium [Directions] | L 2-0 | ||
| Wed., 10/23 | JV Boys Soccer | Trumbull | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | FR Boys Soccer | Trumbull | Away - JV Grass Soccer Field [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 10/23 | V Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | W 3-1 | 3:15pm | |
| Wed., 10/23 | JV Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | T 2-2 | 2:15pm | |
| Wed., 10/23 | FR Field Hockey | Fairfield Ludlowe | Home - NCHS Track Field [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | V Girls Swimming and Diving | Darien | Home - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Wed., 10/23 | V Girls Volleyball | Norwalk | Home - NCHS Gymnasium [Directions] | W 3-1 | Senior Day | |
| Wed., 10/23 | JV Girls Volleyball | Norwalk | Home - NCHS Gymnasium [Directions] | L 0-2 | ||
| Thu., 10/24 | V Boys Cross Country | The Running Academy Freshmen Invitational | Away - Tarrywile Park - Danbury | 4:00 p.m. | 2:05pm Boys &Girls ride together | |
| Thu., 10/24 | SO Football | Greenwich | Away - Cardinal Stadium [Directions] | L 14-20 | 2:30pm | |
| Thu., 10/24 | FR Football | Staples | Home - Dunning Stadium [Directions] | W 32-25 | ||
| Thu., 10/24 | V Girls Cross Country | The Running Academy Freshman XC Invitational | Away - Tarrywile Park - Danbury | 4:30 p.m. | 2:05pm Boys & Girls ride together | |
| Thu., 10/24 | V Girls Soccer | St. Joseph | Away - St. Joseph High School [Directions] | L 1-5 | 2:15pm Var & JV ride together | |
| Thu., 10/24 | JV Girls Soccer | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Fri., 10/25 | V Football | Staples | Away - Staples Stadium [Directions] | W 43-7 | 2 buses@4:15pm Cheer bus -5:15pm | |
| Fri., 10/25 | V Boys Soccer | FCIAC Playdowns | Home - TBD [Directions] | Cancelled | ||
| Fri., 10/25 | V Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | W 3-2 | 2:30pm Var & JV Ride Together | |
| Fri., 10/25 | JV Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:30 p.m. | 2:15pm Var & JV Ride Together | |
| Sat., 10/26 | V Boys Cross Country | CIAC Class L Championship | Away | 2:05 p.m. | 10:15am Boys & Girls Ride together | |
| Sat., 10/26 | JV Football | Staples | Away - Staples Stadium [Directions] | W 20-15 | 8:45am | |
| Sat., 10/26 | V Girls Cross Country | CIAC Class L Championship | Away - Wickham Park - East Hartford [Directions] | 2:35 p.m. | 11:00am Boys & Girls Ride Together | |
| Sat., 10/26 | V Field Hockey | Ridgefield | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Sat., 10/26 | V Girls Soccer | FCIAC Playdowns | Home - TBD [Directions] | Cancelled | ||
| Sat., 10/26 | JV Girls Swimming and Diving | JV FCIAC Championships | Away - Norwalk [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 10/28 | V Boys Soccer | FCIAC Semi-Finals | Away - Fairfield Ludlowe [Directions] | Cancelled | ||
| Mon., 10/28 | V Girls Soccer | FCIAC Semi-Finals | Away - Norwalk [Directions] | Cancelled | ||
| Mon., 10/28 | V Girls Swimming and Diving | FCIAC Trials | Away - Greenwich | 4:00 p.m. | 1:15pm | |
| Mon., 10/28 | V Girls Volleyball | FCIAC Playdowns | Home - TBD [Directions] | Cancelled | ||
| Tue., 10/29 | V Field Hockey | Darien | Away - Brien McMahon [Directions] | 7:00 p.m. | 5:30pm | |
| Tue., 10/29 | V Girls Swimming and Diving | FCIAC Diving Finals | Away - Westhill [Directions] | 4:30 p.m. | ||
| Wed., 10/30 | V Boys Soccer | FCIAC Finals | Away - Norwalk [Directions] | Cancelled | ||
| Wed., 10/30 | V Girls Soccer | FCIAC Finals | Away - Norwalk [Directions] | Cancelled | ||
| Wed., 10/30 | V Girls Swimming and Diving | FCIAC Finals | Away - Greenwich | 4:00 p.m. | 1:15pm | |
| Thu., 10/31 | SO Football | Darien | Away - DHS Baseball JV Field [Directions] | L 6-28 | 2:30pm | |
| Thu., 10/31 | FR Football | St. Joseph | Away - St. Joseph High School [Directions] | W 32-8 | 2:15pm | |
| Fri., 11/1 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | ||
| Fri., 11/1 | V Football | St. Joseph | Home - Dunning Stadium [Directions] | W 62-21 | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | ||
| Fri., 11/1 | V Field Hockey | FCIAC Finals | Away - Brien McMahon | Cancelled | ||
| Sat., 11/2 | V Girls Volleyball | FCIAC Finals | Away - Fairfield Ludlowe [Directions] | Cancelled | ||
| Mon., 11/4 | JV Football | St. Joseph | Home - Dunning Stadium [Directions] | L 32-42 | ||
| Mon., 11/4 | V Girls Soccer | New Milford | Away [Directions] | 4:00 p.m. | 1:30pm | |
| Wed., 11/6 | V Field Hockey | South Windsor | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Thu., 11/7 | FR Football | Wilton | Home - Dunning Stadium [Directions] | W 34-0 | ||
| Thu., 11/7 | V Girls Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Bulkeley HS [Directions] | 5:30 p.m. | ||
| Fri., 11/8 | V Football | Wilton | Away - Fujitani Field - Turf [Directions] | W 35-7 | 2 buses@4:30pm | |
| Fri., 11/8 | V Field Hockey | Greenwich | Away - Greenwich High School [Directions] | 2:00 p.m. | 12:15pm | |
| Sat., 11/9 | V Boys Cross Country | New England Championship | Away - Derryfield Park-Manchester, NH [Directions] | TBA | ||
| Sat., 11/9 | V Girls Cross Country | New England Championship | Away - Derryfield Park-Manchester, NH [Directions] | TBA | ||
| Sat., 11/9 | V Girls Swimming and Diving | CIAC Class L Qualifying | Away - Cornerstone Pool [Directions] | 6:15 p.m. | 2:00pm | |
| Mon., 11/11 | JV Football | Wilton | Away - Fujitani Field - Turf [Directions] | Cancelled | 2:45pm | |
| Tue., 11/12 | V Girls Swimming and Diving | CIAC Class L Finals | Away - Wesleyan Univ. [Directions] | 7:00 p.m. | 2:30pm | |
| Thu., 11/14 | SO Football | Greenwich | Home - Dunning Stadium [Directions] | W 16-8 | ||
| Thu., 11/14 | SO Football | Westhill | Home - Dunning Stadium [Directions] | Cancelled | ||
| Thu., 11/14 | FR Football | Trinity Catholic | Home - NCHS Water Tower Turf Field [Directions] | W 43-6 | ||
| Fri., 11/15 | V Football | Trinity Catholic | Home - Dunning Stadium [Directions] | W 52-3 | ||
| Fri., 11/15 | V Girls Swimming and Diving | CIAC Open Diving | Away - Plainville HS [Directions] | 5:30 p.m. | ||
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 12:00 p.m. | 7:45am | |
| Thu., 11/21 | FR Football | Darien | Home - Dunning Stadium [Directions] | L 13-12 | ||
| Fri., 11/22 | V Football | St. Joseph | Away - Trumbull [Directions] | 7:00 p.m. | AT- 1:45pm,school bus-4:00pm,cheerleaders - 4:30pm | |
| Sat., 11/23 | JV Football | Darien | Away - DHS Stadium Field [Directions] | L 6-14 | 8:30am | |
| Thu., 11/28 | V Football | Darien | Home - Dunning Stadium [Directions] | L 24-28 | ||
| Sat., 11/30 | V Girls Basketball | Danbury Tournament | Away [Directions] | 9:00 a.m. | 7:30am | |
| Tue., 12/3 | V Football | Farmington | Home - Dunning Stadium [Directions] | W 46-0 | ||
| Thu., 12/5 | V Boys Ice Hockey | East Haven Coop (Scrim.) | Away - DiLungo Rink [Directions] | 3:15 p.m. | 2:05pm | |
| Sat., 12/7 | V Boys Basketball | Joel Barlow (Scrim.) | Away [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 12/7 | V Boys Basketball | Joel Barlow (Scrim.) | Away - Lower Gym [Directions] | 10:00 a.m. | ||
| Sat., 12/7 | V Football | North Haven | Away [Directions] | 2:00 p.m. | 1 AT-11:00am; 2 School Buses for players & cheerleaders - 11:15am | |
| Sat., 12/7 | V Boys Ice Hockey | Greenwich (Scrim.) | Home - Darien Ice Rink [Directions] | 9:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Weston (Scrim.) | Away - WHS Gymnasium [Directions] | 11:00 a.m. | 10:00am | |
| Mon., 12/9 | V Boys Basketball | Stratford (Scrim.) | Away [Directions] | 5:30 p.m. | ||
| Mon., 12/9 | V Boys Basketball | Stratford (Scrim.) | Away [Directions] | 5:30 p.m. | 4:00pm | |
| Wed., 12/11 | V Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | L 10-52 | 3:30pm Var & JV ride together | |
| Wed., 12/11 | JV Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | 3:30pm Var & JV ride together | |
| Wed., 12/11 | FR Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 12/11 | V Girls Ice Hockey | Darien | Home - Darien Ice Rink [Directions] | L 1-6 | ||
| Fri., 12/13 | V Boys Basketball | Abbott Tech (Scrim.) | Home - NCHS Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 12/13 | V Boys Basketball | Abbott Tech (Scrim.) | Home - Saxe Middle School Main Gym [Directions] | 4:30 p.m. | ||
| Fri., 12/13 | JV Boys Ice Hockey | Darien | Away - Chelsea Piers [Directions] | 3:10 p.m. | ||
| Fri., 12/13 | V Girls Basketball | Fairfield Ludlowe | Home - NCHS Gymnasium [Directions] | L 23-59 | ||
| Fri., 12/13 | JV Girls Basketball | Fairfield Ludlowe | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/13 | FR Girls Basketball | Fairfield Ludlowe | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 12/14 | V Boys Basketball | New Fairfield (Scrim.) | Away - NFHS Gym [Directions] | Cancelled | 8:30am | |
| Sat., 12/14 | V Football | Darien | Away - Boyle Stadium - Stamford High School [Directions] | 11:05 a.m. | 3 buses @9:00am | |
| Sat., 12/14 | V Boys Indoor Track | Qualifier | Away - Hillhouse HS New Haven [Directions] | TBA | Yes | |
| Mon., 12/16 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Darien Ice Rink [Directions] | W 4-3 | ||
| Tue., 12/17 | JV Boys Ice Hockey | New Canaan Country Day | Away - New Canaan Winter Club | 4:15 p.m. | 2:10pm | |
| Wed., 12/18 | V Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | L 47-62 | Var & JV ride together | |
| Wed., 12/18 | JV Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 3:30 p.m. | 2:15pmVar & JV ride together | |
| Wed., 12/18 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | W 4-3(OT) | 2:10pm | |
| Wed., 12/18 | V Boys Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 6:30 p.m. | 4:30pm | |
| Wed., 12/18 | V Girls Basketball | Greenwich | Home - NCHS Gymnasium [Directions] | L 28-65 | ||
| Wed., 12/18 | JV Girls Basketball | Greenwich | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/18 | FR Girls Basketball | Greenwich | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 12/20 | V Boys Basketball | Wilton | Home - NCHS Gymnasium [Directions] | W 65-60 | ||
| Fri., 12/20 | JV Boys Basketball | Wilton | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/20 | FR Boys Basketball | Wilton | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 12/20 | V Boys Indoor Track | Varsity New Haven Invitational | Away - Hillhouse HS [Directions] | TBA | 2:15pm | |
| Fri., 12/20 | V Boys Swimming and Diving | Greenwich | Home - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Fri., 12/20 | V Girls Basketball | Wilton | Away - Wilton Field House [Directions] | L 32-49 | 4:00pm Var & JV ride together | |
| Fri., 12/20 | JV Girls Basketball | Wilton | Away - Wilton Field House [Directions] | 5:15 p.m. | 4:00pm Var & JV ride together | |
| Fri., 12/20 | FR Girls Basketball | Wilton | Away - Wilton Field House [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 12/20 | V Girls Ice Hockey | Glastonbury | Away - Newington [Directions] | L 1-7 | AT- 5:45pm | |
| Sat., 12/21 | FR Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 9:00 a.m. | 7:45am | |
| Sat., 12/21 | V Boys Ice Hockey | Hamden | Home - Darien Ice Rink [Directions] | L 2-5 | ||
| Sat., 12/21 | V Boys Indoor Track | Wilton, Danbury, Ridgefield, Trumbull | Away - Wilton Field House [Directions] | 9:30 a.m. | ||
| Sat., 12/21 | V Boys Indoor Track | JV New Haven Invitational | Away - Hillhouse [Directions] | TBA | ||
| Sat., 12/21 | V Wrestling | Pomperaug Tournament | Away [Directions] | 13th 52 Points | ||
| Sat., 12/21 | JV Wrestling | Trumbull JV Tournament | Away [Directions] | 9:00 a.m. | 7:30am | |
| Sat., 12/21 | V Girls Ice Hockey | Guilford Coop | Home - Darien Ice Rink [Directions] | L 4-5 | ||
| Sat., 12/21 | V Girls Indoor Track | Wilton, Danbury, Ridgefield, Trumbull | Away - Wilton Field House [Directions] | 9:30 a.m. | ||
| Mon., 12/23 | V Boys Ice Hockey | Greenwich | Home - Darien Ice Rink [Directions] | W 4-1 | ||
| Mon., 12/23 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Darien Ice Rink [Directions] | W 9-2 | ||
| Fri., 12/27 | V Boys Indoor Track | Marine Corps Invitational | Away - The Armory - NYC | TBA | ||
| Fri., 12/27 | V Girls Basketball | Greenwich | Home - NCHS Gymnasium [Directions] | L 24-42 | LaVista Tournament | |
| Sat., 12/28 | V Boys Basketball | Darien | Away - DHS Main Gym [Directions] | L 47-61 | 12:00pm | |
| Sat., 12/28 | V Boys Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 1-4 | ||
| Sat., 12/28 | JV Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 11:00 a.m. | 10:00am | |
| Sat., 12/28 | V Girls Ice Hockey | Hamden Coop | Away - Astorino Rink [Directions] | W 1-0 | 4:30pm | |
| Mon., 12/30 | V Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | L 43-50 | 3:45pm | |
| Mon., 12/30 | V Girls Basketball | Staples | Home - NCHS Gymnasium [Directions] | L 39-45 | 1:00pm-Consolation Game; 3:00pm-Finals | |
| Mon., 12/30 | V Girls Ice Hockey | Simsbury | Away - International Skating Center [Directions] | L 0-5 | 12:45pm | |
| Fri., 1/3 | FR Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | Cancelled | ||
| Sat., 1/4 | V Boys Ice Hockey | Notre Dame-Fairfield | Home - Darien Ice Rink [Directions] | L 2-3 | ||
| Sat., 1/4 | V Boys Indoor Track | Staples | Away [Directions] | 10:00 a.m. | 8:15am | |
| Sat., 1/4 | V Girls Indoor Track | Staples | Away - Staples HS [Directions] | 10:00 a.m. | 2 buses @8:15am | |
| Tue., 1/7 | V Boys Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | L 39-58 | 4:15pm Var & JV ride together | |
| Tue., 1/7 | JV Boys Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:15 p.m. | 4:15pm Var & JV ride together | |
| Tue., 1/7 | FR Boys Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | 3:00pm | |
| Tue., 1/7 | V Girls Basketball | Westhill | Home - NCHS Gymnasium [Directions] | L 16-43 | ||
| Tue., 1/7 | JV Girls Basketball | Westhill | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/7 | FR Girls Basketball | Westhill | Home - NCHS Gymnasium [Directions] | Cancelled | ||
| Wed., 1/8 | V Boys Basketball | Harding | Home - NCHS Gymnasium [Directions] | L 63-66 | ||
| Wed., 1/8 | JV Boys Basketball | Harding | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/8 | FR Boys Basketball | Harding | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/8 | V Boys Ice Hockey | Trumbull | Home - Darien Ice Rink [Directions] | W 5-1 | ||
| Wed., 1/8 | V Boys Swimming and Diving | Trumbull | Home - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Wed., 1/8 | V Wrestling | Fairfield Ludlowe | Away - FLHS Aux Gym [Directions] | Loss NC 21 Ludlowe 60 | 4:00pm | |
| Wed., 1/8 | V Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | L 44-53 | 2:15pm Var & JV ride together | |
| Wed., 1/8 | JV Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Wed., 1/8 | V Girls Gymnastics | Darien, Westhill | Home - Westhill [Directions] | New Canaan - 89.5; Darien - 39.3 | 3:30pm | |
| Fri., 1/10 | V Boys Basketball | Fairfield Warde | Home - NCHS Gymnasium [Directions] | W 48-45 | ||
| Fri., 1/10 | JV Boys Basketball | Fairfield Warde | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | Fairfield Warde | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/10 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | 2:05pm | |
| Fri., 1/10 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | L 18-60 | 3:45pm Var & JV ride together | |
| Fri., 1/10 | JV Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | 3:45pm Var & JV ride together | |
| Fri., 1/10 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 3:45 p.m. | 2:30pm | |
| Fri., 1/10 | V Girls Ice Hockey | Fairfield Warde | Away - Wonderland Of Ice [Directions] | W 3-0 | 3:15pm | |
| Sat., 1/11 | V Boys Ice Hockey | Darien | Home - Darien Ice Rink [Directions] | T 1-1 (OT) | ||
| Sat., 1/11 | V Boys Indoor Track | Staples, Trumbull, Norwalk, Fairfield Warde | Away [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 1/11 | V Boys Indoor Track | SCC Coaches Invitational | Away - Hillhouse HS [Directions] | TBA | ||
| Sat., 1/11 | V Wrestling | Darien, Platt Tech, Fairfield Prep, Bunnell | Away - DHS Main Gym [Directions] | Win NC 58 Darien 24 Loss NC 24 Platt Tech 60 Loss NC 24 Fairfield Prep 60 Loss NC 33 Bunnell 42 | 8:30am | |
| Sat., 1/11 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Darien Ice Rink [Directions] | W 5-1 | ||
| Sat., 1/11 | V Girls Indoor Track | Staples, Trumbull, Norwalk, Fairfield Warde | Away [Directions] | 10:00 a.m. | 2 buses @ 8:15am | |
| Mon., 1/13 | V Girls Ice Hockey | Greenwich | Home - Darien Ice Rink [Directions] | W 6-0 | ||
| Tue., 1/14 | V Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | L 50-62 | 3:45pmm Var & JV ride together | |
| Tue., 1/14 | JV Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 5:15 p.m. | 3:45pm Var & JV ride together | |
| Tue., 1/14 | FR Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 1/14 | V Girls Basketball | Bassick | Home - NCHS Gymnasium [Directions] | W 54-17 | ||
| Tue., 1/14 | JV Girls Basketball | Bassick | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/15 | V Boys Ice Hockey | Wilton | Home - Darien Ice Rink [Directions] | W 5-0 | ||
| Wed., 1/15 | V Wrestling | Brien McMahon | Away - Brien McMahon HS [Directions] | Loss NC 30 McMahon 50 | 4:30pm | |
| Wed., 1/15 | V Girls Gymnastics | Staples, Westhill | Home - Westhill [Directions] | New Canaan - 87.8; Staples - 125.75 | 3:30pm | |
| Fri., 1/17 | V Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | L 36-49 | 4:15pm Var & JV ride together | |
| Fri., 1/17 | JV Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:15 p.m. | 4:15pm Var & JV ride together | |
| Fri., 1/17 | FR Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 1/17 | JV Boys Ice Hockey | Greenwich | Home - Darien Ice Rink [Directions] | 8:00 p.m. | ||
| Fri., 1/17 | V Boys Indoor Track | Yale Invitational | Away - Yale - New Haven | 1:20 p.m. | 11:30am | |
| Fri., 1/17 | V Boys Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | 2:05pm | |
| Fri., 1/17 | V Girls Basketball | Norwalk | Home - NCHS Gymnasium [Directions] | L 26-41 | ||
| Fri., 1/17 | JV Girls Basketball | Norwalk | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/17 | FR Girls Basketball | Darien | Away - DHS Main Gym [Directions] | 3:45 p.m. | 3:00pm | |
| Fri., 1/17 | V Girls Gymnastics | Wilton, Westhill | Away - Wilton High School Aux. Gym [Directions] | New Canaan 102.85, Wilton 137.75 | 4:00pm | |
| Sat., 1/18 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | W 4-1 | 5:15pm | |
| Sat., 1/18 | V Boys Indoor Track | Wilton, Fairfield Warde, Greenwich, Trumbull | Away [Directions] | 9:30 a.m. | ||
| Sat., 1/18 | V Wrestling | Staples, Stamford, Brien McMahon, Hall | Away [Directions] | Win NC 48 Staples 35 Win NC 51 Bunnell 25 | 7:30am | |
| Sat., 1/18 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Sono Ice Rink [Directions] | T 1-1 | 2:30pm | |
| Sat., 1/18 | V Girls Indoor Track | Wilton, Fairfield Warde, Greenwich, Trumbull | Away [Directions] | 9:30 a.m. | ||
| Mon., 1/20 | V Boys Ice Hockey | Xavier | Home - Darien Ice Rink [Directions] | W 5-2 | ||
| Mon., 1/20 | V Girls Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 0-9 | ||
| Wed., 1/22 | V Boys Basketball | Ridgefield | Home - NCHS Gymnasium [Directions] | L 37-54 | ||
| Wed., 1/22 | JV Boys Basketball | Ridgefield | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/22 | V Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | L 17-54 | 2:15pm Var & JV ride together | |
| Wed., 1/22 | JV Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Thu., 1/23 | V Wrestling | Fairfield Warde | Home - NCHS Gymnasium [Directions] | Loss NC 6 Warde 75 | ||
| Thu., 1/23 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:45pm | |
| Fri., 1/24 | V Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | L 46-60 | 4:15pm Var & JV ride together | |
| Fri., 1/24 | JV Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:15 p.m. | 4:15pm Var & JV ride together | |
| Fri., 1/24 | FR Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 1/24 | V Boys Indoor Track | Eastern Divisional Championship | Away - Wilton | 2:00 p.m. | ||
| Fri., 1/24 | V Girls Basketball | Brien McMahon | Home - NCHS Gymnasium [Directions] | W 57-36 | ||
| Fri., 1/24 | JV Girls Basketball | Brien McMahon | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/24 | FR Girls Basketball | Darien | Home - NCHS Gymnasium [Directions] | Cancelled | ||
| Fri., 1/24 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Wintergarden [Directions] | W 5-4 | 3:45pm | |
| Fri., 1/24 | V Girls Indoor Track | FCIAC Eastern Div. | Away - Wilton HS [Directions] | 5:00 p.m. | *For Qualifiers Only | |
| Sat., 1/25 | V Boys Ice Hockey | Stamford | Home - Darien Ice Rink [Directions] | W 5-0 | ||
| Sat., 1/25 | V Wrestling | Oxford Invitational | Away [Directions] | 10:00 a.m. | 7:00am | |
| Sat., 1/25 | JV Wrestling | Norwalk JV Tournament | Away [Directions] | 9:00 a.m. | 7:30am | |
| Mon., 1/27 | JV Boys Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | 3:30 p.m. | 2:10pm | |
| Mon., 1/27 | V Wrestling | Stamford | Home - NCHS Gymnasium [Directions] | Win NC 54 Stamford 30 | ||
| Mon., 1/27 | V Competitive Cheerleading | All FCIAC Individual & Partner Stunts | Away - Ludlowe [Directions] | 5:00 p.m. | 2:30pm | |
| Mon., 1/27 | V Girls Gymnastics | Fairfield Ludlowe, Fairfield Warde, Westhill | Away [Directions] | 96.3 | 4:45pm | Gymnastic Cheer Academy of Fairfield |
| Mon., 1/27 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Ice Rinks [Directions] | W 5-3 | 5:45pm | |
| Tue., 1/28 | V Boys Basketball | Danbury | Home - NCHS Gymnasium [Directions] | L 71-79 | ||
| Tue., 1/28 | JV Boys Basketball | Danbury | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/28 | FR Boys Basketball | Danbury | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/28 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Connors [Directions] | W 6-1 | 6:10pm | |
| Tue., 1/28 | V Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | L 23-68 | 3:30pm Var & JV ride together | |
| Tue., 1/28 | JV Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:15 p.m. | 3:30pm Var & JV ride together | |
| Tue., 1/28 | FR Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 1/29 | V Boys Indoor Track | FCIAC's | Away - Floyd Little Athletic Ctr. New Haven | 4:30 p.m. | 2:15pm Boys & Girls will ride together | |
| Wed., 1/29 | V Boys Swimming and Diving | Westhill/Stamford | Home - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Wed., 1/29 | V Wrestling | Harding/Bassick/Bridgeport Central | Away - Harding-Auxiliary Gym [Directions] | Win NC 54 Harding 27 | 3:00pm | |
| Wed., 1/29 | V Girls Indoor Track | FCIAC Championships | Away - Floyd Athletic Center - New Haven [Directions] | 4:30 p.m. | 2:15pm Boys & Girls will ride togethe | *For Qualifiers Only |
| Thu., 1/30 | V Girls Gymnastics | Greenwich, Westhill | Away - Greenwich YWCA [Directions] | 97.7 | 4:45pm | |
| Fri., 1/31 | V Boys Basketball | Staples | Home - NCHS Gymnasium [Directions] | W 46-40 | ||
| Fri., 1/31 | JV Boys Basketball | Staples | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/31 | FR Boys Basketball | Staples | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/31 | JV Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 4:00 p.m. | 2:10pm | |
| Fri., 1/31 | V Boys Swimming and Diving | Darien | Away - YMCA pool [Directions] | 3:00 p.m. | 2:05pm | |
| Fri., 1/31 | V Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | L 35-44 | 4:00pm Var & JV ride together | |
| Fri., 1/31 | JV Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 5:15 p.m. | 4:00pm Var & JV ride together | |
| Sat., 2/1 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners Ice Rink | W 4-1 | 4:20pm | |
| Sat., 2/1 | V Wrestling | Branford, E.O. Smith, Haddam-Killingworth, Westerly (RI) | Away [Directions] | Loss NC 14 E.O. Smith 57 Loss NC 27 Branford 48 Loss NC 12 Haddam-Killingworth 63 Loss NC 30 Westerly, RI 36 | 7:30am | |
| Sat., 2/1 | V Competitive Cheerleading | FCIAC's | Away - Fairfield Warde [Directions] | 10:00 a.m. | 7:15am | |
| Sat., 2/1 | V Girls Ice Hockey | Fairfield Warde | Home - Darien Ice Rink [Directions] | W 5-0 | ||
| Tue., 2/4 | V Boys Basketball | Bridgeport Central | Home - NCHS Gymnasium [Directions] | L 46-80 | ||
| Tue., 2/4 | JV Boys Basketball | Bridgeport Central | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | FR Boys Basketball | Bridgeport Central | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/4 | V Boys Ice Hockey | Notre Dame-West Haven | Home - Darien Ice Rink [Directions] | W 3-2 | ||
| Tue., 2/4 | V Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | L 37-51 | 2:30pm Var & JV ride together | |
| Tue., 2/4 | JV Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | 2:30pm Var & JV ride together | |
| Tue., 2/4 | V Girls Ice Hockey | North Haven | Away - Shelton Rinks [Directions] | W 3-2 | 5:45pm | |
| Thu., 2/6 | V Boys Indoor Track | CIAC Class L Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 1:30pm Boys and Girls ride together | *For Qualifiers Only |
| Thu., 2/6 | V Boys Swimming and Diving | Wilton | Away - Wiltom YMCA [Directions] | 3:40 p.m. | 2:05pm | |
| Thu., 2/6 | V Wrestling | Westhill | Away - Westhill - New Gymnasium [Directions] | Loss NC 33 Westhill 39 | 4:00pm | |
| Thu., 2/6 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Connors Ice Rink [Directions] | W 7-0 | 7:30pm | |
| Thu., 2/6 | V Girls Indoor Track | CIAC Class L Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 1:30pm Boys and Girls ride together | *For Qualifiers Only |
| Fri., 2/7 | V Boys Basketball | Trinity Catholic | Away - Walsh Court | L 48-61 | 4:15pm Var & JV ride together | |
| Fri., 2/7 | JV Boys Basketball | Trinity Catholic | Away - Walsh Court | 5:15 p.m. | 4:15pm Var & JV ride together | |
| Fri., 2/7 | FR Boys Basketball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | 3:00pm | |
| Fri., 2/7 | JV Boys Ice Hockey | Darien | Away - SoNo Field House [Directions] | 4:40 p.m. | 3:00pm | |
| Fri., 2/7 | V Girls Basketball | Trinity Catholic | Home - NCHS Gymnasium [Directions] | W 50-43 | ||
| Fri., 2/7 | JV Girls Basketball | Trinity Catholic | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 2/7 | V Girls Gymnastics | New Milford | Away [Directions] | New Milford - 118.50; New Canaan - 95.75 Westhill - 94.95 | 3:00pm | |
| Sat., 2/8 | V Boys Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | W 5-2 | 4:30pm | |
| Sat., 2/8 | V Wrestling | Wilton, Trumbull, Ridgefield | Home - NCHS Gymnasium [Directions] | Loss NC 27 Ridgefield 51 Loss NC 28 Wilton 46 Loss NC 9 Trumbull 71 | ||
| Sat., 2/8 | JV Wrestling | Ludlowe JV Tournament | Away [Directions] | Cancelled | 8:30am | |
| Sat., 2/8 | V Competitive Cheerleading | Nonnewaug HS Competition | Away - Nonnewaug [Directions] | 12:00 p.m. | 8:30am | |
| Mon., 2/10 | FR Boys Basketball | Greenwich Country Day | Away | 4:15 p.m. | 3:00pm | |
| Mon., 2/10 | FR Girls Basketball | Greenwich Country Day | Away | 4:15 p.m. | 2:45pm | |
| Tue., 2/11 | JV Boys Ice Hockey | New Canaan Country Day | Away - New Canaan Winter Club | 4:15 p.m. | ||
| Tue., 2/11 | V Wrestling | Norwalk | Away - Norwalk High Gym [Directions] | Loss NC 32 Norwalk 35 | 5:30pm | |
| Tue., 2/11 | V Girls Gymnastics | Trumbull, Westhill | Home - Westhill [Directions] | Trumbull - 129.75 New Canaan - 96.0 | 3:30pm | |
| Wed., 2/12 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | L 4-5 | 3:10pm | |
| Wed., 2/12 | V Boys Swimming and Diving | Staples | Home - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Wed., 2/12 | V Girls Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | W 6-0 | 7:00pm | |
| Fri., 2/14 | V Wrestling | FCIAC's | Home - NCHS Gymnasium [Directions] | Cancelled | ||
| Sat., 2/15 | V Wrestling | FCIAC's | Home - NCHS Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 2/15 | V Girls Basketball | Darien | Away - Darien High School [Directions] | L 21-46 | ||
| Sat., 2/15 | V Girls Gymnastics | FCIAC's | Home - Westhill [Directions] | 92.2 | 7:45am | |
| Sat., 2/15 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | 9:45am | *For Qualifiers Only |
| Mon., 2/17 | V Boys Basketball | St. Joseph | Away - St. Joseph High School [Directions] | L 51-62 | 4:00pm Var & JV ride together | |
| Mon., 2/17 | JV Boys Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 5:15 p.m. | 4:00pm Var & JV ride together | |
| Mon., 2/17 | FR Boys Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 2/17 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 3:00 p.m. | 12:45pm | *For Qualifiers Only |
| Mon., 2/17 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee, Fairfield Warde | Home - New Canaan YMCA [Directions] | 2:30 p.m. | ||
| Mon., 2/17 | V Girls Basketball | St. Joseph | Home - NCHS Gymnasium [Directions] | L 25-49 | ||
| Mon., 2/17 | JV Girls Basketball | St. Joseph | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/17 | FR Girls Basketball | St. Joseph | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/18 | FR Girls Basketball | Staples | Away - Staples Field House [Directions] | Cancelled | 9:45am | |
| Wed., 2/19 | V Boys Basketball | Stamford | Home - NCHS Gymnasium [Directions] | L 36-65 | ||
| Wed., 2/19 | JV Boys Basketball | Stamford | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/19 | FR Boys Basketball | Stamford | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/19 | V Boys Ice Hockey | Staples | Home - Darien Ice Rink [Directions] | W 6-2 | ||
| Wed., 2/19 | V Girls Basketball | Stamford | Away - Stamford High School [Directions] | L 36-65 | 3:45pm Var & JV ride together | |
| Wed., 2/19 | JV Girls Basketball | Stamford | Away - Stamford High School [Directions] | 5:15 p.m. | 3:45pm Var & JV ride together | |
| Wed., 2/19 | FR Girls Basketball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 3:00pm | |
| Wed., 2/19 | V Girls Ice Hockey | Hall/Conard | Away - Kingswood Oxford School [Directions] | W 6-5 | 7:00am-AT | |
| Thu., 2/20 | V Boys Basketball | Darien | Away - DHS Main Gym [Directions] | L 37-40 | 1:00pm VAR & JV ride together | |
| Thu., 2/20 | JV Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 2:00 p.m. | 1:00pm VAR & JV ride together | |
| Thu., 2/20 | FR Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 12:00 p.m. | 11:00am | |
| Thu., 2/20 | JV Boys Ice Hockey | Greenwich Country Day | Away - Greenwich Skate Club | Cancelled | 2:10pm | |
| Fri., 2/21 | V Wrestling | CIAC Class L Championships | Away - Bristol Central HS [Directions] | 4:30 p.m. | ||
| Fri., 2/21 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Terry Connors Ice Rink [Directions] | W 5-1 | ||
| Sat., 2/22 | V Boys Ice Hockey | Norwalk | Home - Darien Ice Rink [Directions] | W 7-1 | ||
| Sat., 2/22 | V Boys Swimming and Diving | JV FCIAC's | Away - Greenwich | 1:30 p.m. | 10:30am | |
| Sat., 2/22 | V Wrestling | CIAC Class L Championships | Away - Bristol Central HS [Directions] | 9:15 a.m. | ||
| Sat., 2/22 | V Girls Basketball | FCIAC Playdowns | Away - Westhill [Directions] | Cancelled | ||
| Sat., 2/22 | V Girls Gymnastics | Ro Carlucci Invitational | Away - GCA - Fairfield | 4:00 p.m. | 2:15pm | |
| Sun., 2/23 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland Of Ice [Directions] | W 7-2 | 5:15pm | |
| Mon., 2/24 | V Boys Basketball | Trumbull | Home - NCHS Gymnasium [Directions] | L 55-62 | ||
| Mon., 2/24 | JV Boys Basketball | Trumbull | Home - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/24 | FR Boys Basketball | Trumbull | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 2/24 | V Boys Ice Hockey | Cheshire | Home - Darien Ice Rink [Directions] | W 6-3 | ||
| Mon., 2/24 | V Boys Indoor Track | Eastern States Championship | Away - The Armory-NYC | TBA | *For Qualifiers Only | |
| Mon., 2/24 | Unified Sports Basketball | St. Lukes | Away | 3:00 p.m. | 2:05pm | |
| Tue., 2/25 | V Boys Swimming and Diving | FCIAC Trials | Away - Greenwich [Directions] | 4:30 p.m. | 1:45pm | |
| Tue., 2/25 | V Girls Basketball | FCIAC Semi-Finals | Away - Ludlowe [Directions] | Cancelled | ||
| Wed., 2/26 | V Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | W 60-55 | 4:00pm Var & JV ride together | |
| Wed., 2/26 | JV Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | 4:00pm Var & JV ride together | |
| Wed., 2/26 | FR Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | 2:45pm | |
| Wed., 2/26 | V Boys Swimming and Diving | FCIAC Diving Finals | Away - Westhill [Directions] | 4:30 p.m. | ||
| Wed., 2/26 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Darien Ice Rink [Directions] | 6:00 p.m. | ||
| Wed., 2/26 | V Girls Ice Hockey | FCIAC Semi-Finals | Home - Darien Ice Rink [Directions] | Cancelled | ||
| Wed., 2/26 | V Girls Ice Hockey | FCIAC Semi-Finals | Home - Darien Ice Rink [Directions] | Cancelled | ||
| Thu., 2/27 | FR Boys Basketball | Joel Barlow | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 2/27 | V Boys Swimming and Diving | FCIAC Finals | Away - Greenwich [Directions] | 6:30 p.m. | 3:15pm | |
| Thu., 2/27 | V Girls Basketball | FCIAC Finals | Away - Ludlowe [Directions] | Cancelled | ||
| Fri., 2/28 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Terry Connors Ice Rink [Directions] | 6:10 p.m. | 4:15pm | |
| Fri., 2/28 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:30 p.m. | ||
| Sat., 3/1 | V Boys Basketball | FCIAC Playdowns | Away - Ludlowe [Directions] | Cancelled | ||
| Sat., 3/1 | V Boys Ice Hockey | FCIAC Playdowns | Away - Terry Connors Ice Rink | TBA | ||
| Sat., 3/1 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 10:30 a.m. | *For Qualifiers Only | |
| Sat., 3/1 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:15 a.m. | ||
| Sat., 3/1 | V Competitive Cheerleading | Best Cheerleading Competition | Away - Danbury High School [Directions] | 3:30 p.m. | 11:30am | |
| Sat., 3/1 | V Girls Ice Hockey | FCIAC Finals | Away - Terry Connors Ice Rink | Cancelled | ||
| Sat., 3/1 | V Girls Ice Hockey | FCIAC Finals | Away - Terry Connors Ice Rink | Cancelled | ||
| Sat., 3/1 | V Girls Ice Hockey | FCIAC Finals | Away - Terry Connors Ice Rink | Cancelled | ||
| Sat., 3/1 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 10:30 a.m. | *For Qualifiers Only | |
| Mon., 3/3 | V Girls Ice Hockey | State 1/4 Finals | Home - Darien Ice Rink [Directions] | Cancelled | ||
| Mon., 3/3 | V Girls Ice Hockey | State 1/4 Finals | Home - Darien Ice Rink [Directions] | Cancelled | ||
| Tue., 3/4 | V Boys Basketball | FCIAC Semi-Finals | Away [Directions] | Cancelled | ||
| Tue., 3/4 | V Girls Ice Hockey | Guilford Coop | Home - Darien Ice Rink [Directions] | 6:00 p.m. | ||
| Wed., 3/5 | V Boys Basketball | FCIAC Finals | Away - Warde [Directions] | Cancelled | ||
| Wed., 3/5 | V Boys Ice Hockey | Ridgefield | Away - Terry Connors Ice Rink [Directions] | 6:00 p.m. | 4:15pm | |
| Fri., 3/7 | V Wrestling | New England Championships | Away - Providence Career and Technical Center | 4:30 p.m. | ||
| Fri., 3/7 | V Competitive Cheerleading | States | Away - New Haven City Wide Field House [Directions] | Cancelled | 1:00pm | |
| Sat., 3/8 | V Boys Ice Hockey | Darien | Away - Terry Connors Ice Rink [Directions] | 3:00 p.m. | 1:15pm | |
| Sat., 3/8 | V Wrestling | New England Championships | Away - Providence Career and Technical Center | 9:15 a.m. | ||
| Sat., 3/8 | V Competitive Cheerleading | States | Away - New Haven City Wide Field House [Directions] | TBA | 1:00pm | |
| Wed., 3/12 | V Boys Ice Hockey | Northwest Catholic | Home - Darien Ice Rink [Directions] | 6:00 p.m. | ||
| Thu., 3/13 | V Boys Indoor Track | New Balance Indoor Nationals | Away - The Armory-NYC | TBA | March 13-16, 2014 | |
| Thu., 3/13 | V Boys Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | 2:05pm | |
| Thu., 3/13 | Unified Sports Basketball | Fairfield Ludlowe | Away [Directions] | 3:00 p.m. | 2:05pm | |
| Sat., 3/15 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Webster Bank Arena [Directions] | 3:00 p.m. | 12:30pm | |
| Sat., 3/15 | V Boys Swimming and Diving | CIAC Class L Qualifying | Away - Cornerstone Pool [Directions] | 6:15 p.m. | 2:00pm | |
| Wed., 3/19 | V Boys Swimming and Diving | CIAC Class L Finals | Away - Wesleyan Univ. [Directions] | 7:15 p.m. | 3:30pm | |
| Thu., 3/20 | V Boys Swimming and Diving | CIAC Open Diving | Away - Middletown [Directions] | 5:30 p.m. | ||
| Sat., 3/22 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | ||
| Wed., 3/26 | V Boys Lacrosse | Avon Old Farms (Scrim.) | Home - Dunning Stadium [Directions] | 3:15 p.m. | ||
| Sat., 3/29 | V Boys Lacrosse | Niskayuna (NY) (Scrim.) | Away | 2:00 p.m. | 10:00am | |
| Sat., 3/29 | V Boys Volleyball | Ridgefield (Scrim.) | Away [Directions] | 9:00 a.m. | 7:45am | |
| Sat., 3/29 | V Girls Lacrosse | Wilton Play Day | Away | 9:00 a.m. | 7:00am | |
| Sat., 3/29 | V Softball | Darien Round Robin | Away - Darien High School [Directions] | 10:00 a.m. | 8:45am | |
| Tue., 4/1 | JV Baseball | Stamford (Scrim.) | Away [Directions] | 3:30 p.m. | 2:15pm Var & JV ride together | |
| Tue., 4/1 | V Boys Volleyball | Masuk (Scrim.) | Home - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 4/1 | V Girls Lacrosse | Danbury Play Day | Away - Danbury HS | 4:00 p.m. | 2:30pm | |
| Wed., 4/2 | V Baseball | Stamford (Scrim.) | Home - Mead Park [Directions] | 3:30 p.m. | ||
| Wed., 4/2 | V Baseball | Stamford (Scrim.) | Away - Stamford High School [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Wed., 4/2 | JV Baseball | Stamford (Scrim.) | Home - Mead Park [Directions] | 3:30 p.m. | ||
| Wed., 4/2 | V Boys Lacrosse | Staples (Scrim.) | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Wed., 4/2 | V Softball | Darien (Scrim.) | Away - DHS Softball Varsity Field [Directions] | 3:30 p.m. | 2:40pm | |
| Thu., 4/3 | V Baseball | Darien (Scrim.) | Away [Directions] | 3:45 p.m. | 2:20pm Var & JV ride together | |
| Thu., 4/3 | JV Baseball | Darien (Scrim.) | Away - DHS Baseball JV Field [Directions] | 3:45 p.m. | 2:20pm Var & JV ride together | |
| Thu., 4/3 | V Boys Tennis | Weston (Scrim.) | Away [Directions] | W 5-2 | ||
| Thu., 4/3 | V Boys Volleyball | Cheshire (Scrim.) | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Thu., 4/3 | V Girls Lacrosse | John Jay (NY) (Scrim.) | Home - Dunning Stadium [Directions] | 4:15 p.m. | ||
| Thu., 4/3 | JV Girls Lacrosse | John Jay (NY) (Scrim.) | Home - Dunning Stadium [Directions] | 5:45 p.m. | ||
| Thu., 4/3 | V Softball | Westhill (Scrim.) | Home - Waveny Park - Orchard Field [Directions] | 4:00 p.m. | ||
| Fri., 4/4 | V Baseball | Stamford (Scrim.) | Home - Mead Park [Directions] | 3:30 p.m. | ||
| Fri., 4/4 | JV Baseball | Stamford (Scrim.) | Home - Mead Park [Directions] | 3:30 p.m. | ||
| Sat., 4/5 | V Baseball | Westhill (Scrim.) | Home - Mead Park [Directions] | 12:00 a.m. | ||
| Sat., 4/5 | JV Baseball | Westhill (Scrim.) | Home - Mead Park [Directions] | 11:00 a.m. | ||
| Sat., 4/5 | V Boys Lacrosse | Ridgefield (Scrim.) | Home - Dunning Stadium [Directions] | 4:30 p.m. | ||
| Sat., 4/5 | V Girls Lacrosse | New Canaan Playday | Home - Dunning Stadium [Directions] | 9:00 a.m. | ||
| Sat., 4/5 | V Softball | Trumbull (Scrim.) | Away - Varsity Softball Field [Directions] | 10:00 a.m. | 8:30am | |
| Mon., 4/7 | V Boys Tennis | Fairfield Prep (Scrim.) | Home - NCHS Tennis Courts [Directions] | W 4-0 | ||
| Wed., 4/9 | V Baseball | New Fairfield | Home - Mead Park [Directions] | W 9-0 | ||
| Wed., 4/9 | JV Baseball | New Fairfield | Home - Waveny Park - Coppo Field [Directions] | W 5-1 | ||
| Wed., 4/9 | V Boys Lacrosse | Trumbull | Home - Dunning Stadium [Directions] | W 19-5 | ||
| Wed., 4/9 | JV Boys Lacrosse | Trumbull | Home - Dunning Stadium [Directions] | W 16-4 | ||
| Wed., 4/9 | V Boys Tennis | Fairfield Ludlowe | Home - NCHS Tennis Courts [Directions] | W 4-3 | ||
| Wed., 4/9 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | 3:00pm | |
| Wed., 4/9 | V Girls Outdoor Track | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2@ 2:20pm | |
| Wed., 4/9 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | L 0-7 | 2:20pm Var & JV ride together | |
| Wed., 4/9 | JV Girls Tennis | Fairfield Ludlowe | Away - Tomlinson MS Tennis Courts [Directions] | 4:00 p.m. | 2:20pm Var & JV ride together | |
| Thu., 4/10 | V Baseball | New Milford | Home - Mead Park [Directions] | W 6-4 | ||
| Thu., 4/10 | JV Baseball | New Milford | Home - Waveny Park - Coppo Field [Directions] | L 10-5 | ||
| Thu., 4/10 | FR Boys Lacrosse | Greenwich | Home - Dunning Stadium [Directions] | 6:00 p.m. | ||
| Thu., 4/10 | V Boys Outdoor Track | St. Joseph | Home - NCHS Track Field [Directions] | 4:00 p.m. | ||
| Thu., 4/10 | V Boys Tennis | Stamford | Away [Directions] | W 7-0 | 2:20pm | |
| Thu., 4/10 | FR Girls Lacrosse | Greenwich | Away - GHS Field 3 [Directions] | 4:30 p.m. | 3:00pm | |
| Thu., 4/10 | V Softball | Fairfield Ludlowe | Away - Sturges Park [Directions] | L 0-1 | 2:30pm | |
| Thu., 4/10 | V Girls Tennis | Stamford | Home [Directions] | W 7-0 | ||
| Fri., 4/11 | V Baseball | Greenwich | Away - GHS Baseball Field [Directions] | L 4-8 | 2:15pm Var & JV ride together | |
| Fri., 4/11 | JV Baseball | Greenwich | Away - Julian Curtiss School [Directions] | W 6-2 | 2:15pm Var & JV ride together | |
| Fri., 4/11 | FR Baseball | Greenwich | Home - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Fri., 4/11 | FR Boys Lacrosse | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:30 p.m. | 2:45pm | |
| Fri., 4/11 | JV Boys Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 4:00 p.m. | 2:20pm | |
| Fri., 4/11 | V Boys Volleyball | Bassick | Home [Directions] | W 3-1 | ||
| Fri., 4/11 | JV Boys Volleyball | Bassick | Home [Directions] | 5:30 p.m. | ||
| Fri., 4/11 | V Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | L 8-9 | 4:30pm | |
| Fri., 4/11 | JV Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 4/11 | V Softball | Greenwich | Home - Waveny Park - Orchard Field [Directions] | L 5-9 | ||
| Fri., 4/11 | JV Softball | Greenwich | Home - Waveny Park - Orchard Field [Directions] | 4:00 p.m. | ||
| Fri., 4/11 | JV Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 4/12 | V Boys Lacrosse | St. Anthonys (NY) | Away - Princeton | L 5-10 | 6:00am | |
| Sat., 4/12 | JV Boys Lacrosse | St. Anthonys (NY) | Away - Princeton | W 5-4 | 6:00am | |
| Sat., 4/12 | V Girls Lacrosse | Loomis Chaffee School | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Sat., 4/12 | V Softball | Woodland | Away - Woodland Softball Field [Directions] | L 0-8 | 10:45am | |
| Mon., 4/14 | V Baseball | Wilton | Home - Mead Park [Directions] | W 8-0 | ||
| Mon., 4/14 | JV Baseball | Wilton | Home - Waveny Park - Coppo Field [Directions] | L 1-0 | ||
| Mon., 4/14 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 4/14 | JV Boys Lacrosse | Staples | Home - Dunning Stadium [Directions] | W 9-6 | ||
| Mon., 4/14 | V Boys Tennis | St. Joseph | Away - St. Joseph High School [Directions] | W 7-0 | 2:20pm | |
| Mon., 4/14 | V Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | L 2-3 | 10:00am Var & JV ride together | |
| Mon., 4/14 | JV Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | 12:30 p.m. | 10:00am Var & JV ride togethe | |
| Mon., 4/14 | JV Girls Lacrosse | Darien | Away - DHS Turf #2 [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 4/14 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | W 11-4 | 11:30am | |
| Mon., 4/14 | V Girls Tennis | St. Joseph | Home - NCHS Tennis Courts [Directions] | W 7-0 | ||
| Tue., 4/15 | V Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | W 14-8 | 5:00pm | |
| Tue., 4/15 | V Girls Lacrosse | Norwalk | Home - Dunning Stadium [Directions] | W 20-5 | ||
| Tue., 4/15 | JV Girls Lacrosse | Norwalk | Home - Dunning Stadium [Directions] | Cancelled | ||
| Wed., 4/16 | JV Baseball | Harding | Home - Waveny Park - Coppo Field [Directions] | Cancelled | ||
| Wed., 4/16 | JV Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | W 4-2 | 1:30pm | |
| Wed., 4/16 | V Boys Tennis | Ridgefield | Home - NCHS Tennis Courts [Directions] | L 0-7 | ||
| Wed., 4/16 | V Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | L 0-3 | 9:45am Var & JV ride togethe | |
| Wed., 4/16 | JV Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 12:30 p.m. | 9:45am Var & JV ride togethe | |
| Wed., 4/16 | V Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | L 1-6 | 12:30pm | |
| Thu., 4/17 | V Baseball | Westhill | Away - Westhill Baseball Field [Directions] | W 9-5 | 2:15pm Var & JV ride together | |
| Thu., 4/17 | JV Baseball | Westhill | Away - Rippowam Middle School [Directions] | W 8-5 | 2:15pm Var & JV ride together | |
| Thu., 4/17 | FR Baseball | Westhill | Home - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Thu., 4/17 | V Boys Lacrosse | Westhill | Home - Dunning Stadium [Directions] | W 14-3 | ||
| Thu., 4/17 | JV Boys Lacrosse | Westhill | Home - NCHS Water Tower Turf Field [Directions] | W 12-0 | ||
| Thu., 4/17 | FR Boys Lacrosse | Norwalk | Home - NCHS Water Tower Turf Field [Directions] | Cancelled | ||
| Thu., 4/17 | V Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 16-5 | 11:15am Var & JV ride together | |
| Thu., 4/17 | JV Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 12:30 p.m. | 11:15am Var & JV ride together | |
| Thu., 4/17 | V Softball | Westhill | Home - Waveny Park - Orchard Field [Directions] | L 1-7 | ||
| Sat., 4/19 | V Boys Lacrosse | Danbury | Home - Dunning Stadium [Directions] | W 16-2 | ||
| Sat., 4/19 | JV Boys Lacrosse | Danbury | Home - Dunning Stadium [Directions] | W 9-4 | ||
| Mon., 4/21 | V Baseball | Fairfield Warde | Home - Mead Park [Directions] | W 8-1 | ||
| Mon., 4/21 | JV Baseball | Fairfield Warde | Home - Waveny Park - Coppo Field [Directions] | W 5-1 | ||
| Mon., 4/21 | FR Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | 2;30pm | |
| Mon., 4/21 | V Boys Golf | Westhill | Away - Hubbard Brennan Golf Course [Directions] | New Canaan 158 Westhill 192 | 2:05pm | |
| Mon., 4/21 | JV Boys Golf | Darien | Home - Country Club of New Canaan [Directions] | NC 186 Darien 193 | ||
| Mon., 4/21 | FR Boys Lacrosse | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 4/21 | V Boys Tennis | Norwalk | Away - Norwalk High Courts [Directions] | W 7-0 | 2:20pm | |
| Mon., 4/21 | V Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | W 3-1 | 2:15pm Var & JV ride togethe | |
| Mon., 4/21 | JV Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:30 p.m. | 2:15pm Var & JV ride togethe | |
| Mon., 4/21 | V Girls Golf | Darien | Away - Wee Burn CC [Directions] | NC 254 Darien 190 | 2:05pm | |
| Mon., 4/21 | FR Girls Lacrosse | Staples | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 4/21 | V Softball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | W 5-4 | 2:30pm Var & JV ride together | |
| Mon., 4/21 | JV Softball | Fairfield Warde | Away - Melville Park [Directions] | 4:00 p.m. | 2:30pm Var & JV ride together | |
| Mon., 4/21 | V Girls Tennis | Norwalk | Home - NCHS Tennis Courts [Directions] | W 7-0 | ||
| Tue., 4/22 | V Baseball | Harding | Home - Mead Park [Directions] | W 19-2 | ||
| Tue., 4/22 | V Boys Golf | Brien McMahon | Away - Oak Hills [Directions] | New Canaan 157 McMahon 190 | 2:05pm | |
| Tue., 4/22 | V Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | W 19-4 | 5:15pm | |
| Tue., 4/22 | JV Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | W 15-0 | 3:30pm | |
| Tue., 4/22 | V Boys Tennis | Greenwich | Home - NCHS Tennis Courts [Directions] | L 0-5 | ||
| Tue., 4/22 | JV Boys Tennis | Greenwich | Away - Central Middle School [Directions] | 4:30 p.m. | 3:00pm | |
| Tue., 4/22 | V Girls Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | NC 252 Greenwich 190 | 2:05pm | |
| Tue., 4/22 | V Girls Lacrosse | Brien McMahon | Home - Dunning Stadium [Directions] | W 20-1 | ||
| Tue., 4/22 | JV Girls Lacrosse | Brien McMahon | Home - Dunning Stadium [Directions] | 5:30 p.m. | ||
| Tue., 4/22 | V Girls Outdoor Track | Fairfield Warde, Stamford | Home - NCHS Track Field [Directions] | 4:00 p.m. | ||
| Tue., 4/22 | V Girls Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | L 2-5 | 2:20pm Var & JV ride together | |
| Tue., 4/22 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:00 p.m. | 2:20pm Var & JV ride together | |
| Wed., 4/23 | V Baseball | Bassick | Away - Seaside Park #1 [Directions] | W 19-4 | 2:15pm | |
| Wed., 4/23 | V Boys Golf | St. Joseph, Wilton | Away - Tashua Knolls, Trumbull [Directions] | New Canaan 160 St. Joseph 193 | 2:05pm | |
| Wed., 4/23 | JV Boys Golf | Fairfield Ludlowe, Fairfield Warde | Home - Country Club of New Canaan [Directions] | NC 190 Warde 194 Ludlowe 200 | ||
| Wed., 4/23 | FR Boys Lacrosse | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 4/23 | V Boys Outdoor Track | Fairfield Warde, Stamford | Away - Tetreau/Davis Field [Directions] | 4:00 p.m. | 2@2:15pm | |
| Wed., 4/23 | V Boys Volleyball | Harding | Home [Directions] | W 3-0 | ||
| Wed., 4/23 | JV Boys Volleyball | Harding | Home [Directions] | Cancelled | ||
| Wed., 4/23 | V Girls Golf | Fairfield Ludlowe, Fairfield Warde | Away - Smith Richardson Golf Course [Directions] | NC 253 FL 218 FW 221 | 2:05pm | |
| Wed., 4/23 | FR Girls Lacrosse | Fairfield Ludlowe | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 4/23 | V Softball | Bassick | Home - Waveny Park - Orchard Field [Directions] | W 17-5 | ||
| Thu., 4/24 | JV Baseball | Norwalk | Away - Nathan Hale Middle School [Directions] | W 17-13 | 2:15pm | |
| Thu., 4/24 | FR Baseball | Norwalk | Home - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Thu., 4/24 | V Boys Golf | Brunswick Tournament | Away - Round Hill Country Club | TBA | ||
| Thu., 4/24 | JV Boys Golf | Greenwich | Away - Griff [Directions] | 3:15 p.m. | 2:05pm | |
| Thu., 4/24 | V Boys Lacrosse | Ridgewood (NJ) | Home - Dunning Stadium [Directions] | W 7-5 | ||
| Thu., 4/24 | V Boys Tennis | Bridgeport Central | Home [Directions] | W 7-0 | ||
| Thu., 4/24 | V Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | W 17-8 | 2:30pm Var & JV ride together | |
| Thu., 4/24 | JV Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:30 p.m. | 2:30pm Var & JV ride together | |
| Thu., 4/24 | JV Softball | Norwalk | Home - Waveny Park - Orchard Field [Directions] | 4:00 p.m. | ||
| Thu., 4/24 | V Girls Tennis | Bridgeport Central | Away [Directions] | W 7-0 | 2:20pm | |
| Fri., 4/25 | V Baseball | Norwalk | Away - City Hall Field [Directions] | W 7-2 | 1:30pm | |
| Fri., 4/25 | FR Boys Lacrosse | Fairfield Warde | Home - Dunning Stadium [Directions] | 6:00 p.m. | ||
| Fri., 4/25 | FR Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 4/26 | V Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | W 14-5 | 2:00pm | |
| Sat., 4/26 | JV Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | W 13-1 | 3:15pm | |
| Sat., 4/26 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury High School | 9:00 a.m. | 7:15am | |
| Sat., 4/26 | V Girls Lacrosse | Mt. Sinai (NY) | Away | L 3-14 | 8:00am | |
| Sat., 4/26 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury High School | 9:00 a.m. | 7:15am | |
| Mon., 4/28 | V Baseball | Ridgefield | Home - Mead Park [Directions] | L 5-7 | ||
| Mon., 4/28 | JV Baseball | Ridgefield | Home - Waveny Park - Coppo Field [Directions] | W 9-6 | ||
| Mon., 4/28 | FR Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 4/28 | V Boys Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | L 0-7 | 2:20pm | |
| Mon., 4/28 | JV Boys Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | 2:20pm | |
| Mon., 4/28 | V Boys Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 3-0 | 3:45pm | |
| Mon., 4/28 | JV Boys Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | Cancelled | ||
| Mon., 4/28 | V Girls Golf | Darien | Home - Country Club of New Canaan [Directions] | Nc 270 Darien 215 | ||
| Mon., 4/28 | JV Girls Golf | Greenwich | Away - Stanwich Country Club [Directions] | 3:00 p.m. | 2:05pm | |
| Mon., 4/28 | V Girls Outdoor Track | Westhill, Bridgeport Central | Home [Directions] | 4:00 p.m. | ||
| Mon., 4/28 | V Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | L 0-1 | 2:15pm Var & JV ride together | |
| Mon., 4/28 | JV Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Mon., 4/28 | V Girls Tennis | Staples | Home - NCHS Tennis Courts [Directions] | L 1-6 | ||
| Mon., 4/28 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 4/29 | V Boys Golf | Trinity Catholic, Staples | Away - Sterling Farms | New Canaan 166 Trinity Catholic 168 | 2:05pm | |
| Tue., 4/29 | FR Boys Lacrosse | Wilton | Home - Dunning Stadium [Directions] | 6:00 p.m. | ||
| Tue., 4/29 | V Boys Outdoor Track | Westhill, Bridgeport Central | Away [Directions] | 4:00 p.m. | 2@2:15pm | |
| Tue., 4/29 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | W 4-2 | 2:20pm | |
| Tue., 4/29 | V Girls Golf | Fairfield Warde | Home - Country Club of New Canaan [Directions] | NC 266 Warde 215 | ||
| Tue., 4/29 | V Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | W 10-9 | 2:30pm Var & JV ride together | |
| Tue., 4/29 | JV Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | 2:30pm Var & JV ride together | |
| Tue., 4/29 | V Softball | Harding | Away - Beardsley Park - Softball [Directions] | W 15-0 | 2:15pm | |
| Tue., 4/29 | JV Softball | Harding | Away - Beardsley Park-Softball-JV [Directions] | Cancelled | Yes | |
| Wed., 4/30 | FR Baseball | Brien McMahon | Away - Roton [Directions] | Cancelled | 2:45pm | |
| Wed., 4/30 | JV Boys Golf | Darien | Away [Directions] | Cancelled | 2:15pm | |
| Wed., 4/30 | V Boys Volleyball | St. Joseph | Home - NCHS Gymnasium [Directions] | W 3-2 | ||
| Wed., 4/30 | JV Boys Volleyball | St. Joseph | Home - NCHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 4/30 | JV Softball | Brien McMahon | Home - Waveny Park - Orchard Field [Directions] | Cancelled | ||
| Thu., 5/1 | JV Baseball | Brien McMahon | Home - Waveny Park - Coppo Field [Directions] | Cancelled | ||
| Thu., 5/1 | V Boys Golf | Danbury | Home - Country Club of New Canaan [Directions] | New Canaan 159 Danbury 183 | ||
| Thu., 5/1 | V Boys Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | L 8-11 | 3:00pm | |
| Thu., 5/1 | JV Boys Lacrosse | Greenwich | Away - GHS Field 7 [Directions] | W 6-4 | 3:15pm | |
| Thu., 5/1 | V Boys Tennis | Wilton | Away - WHS Tennis Courts [Directions] | L 3-4 | 3:00pm Varsity & JV ride together | |
| Thu., 5/1 | JV Boys Tennis | Wilton | Away - Middlebrook School [Directions] | 4:30 p.m. | 3:00pm Varsity & JV ride together | |
| Thu., 5/1 | V Girls Golf | Wilton | Away - Silvermine Golf Club [Directions] | NC 199 Wilton 189 | 2:05pm | |
| Thu., 5/1 | V Girls Tennis | Wilton | Home - NCHS Tennis Courts [Directions] | L 3-4 | ||
| Fri., 5/2 | V Baseball | Danbury | Home - Mead Park [Directions] | L 4-5 | ||
| Fri., 5/2 | JV Baseball | Danbury | Home - Waveny Park - Coppo Field [Directions] | L 8-1 | ||
| Fri., 5/2 | FR Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | 4:00 p.m. | 2:15pm FR Baseball/ Softball ride together | |
| Fri., 5/2 | V Boys Golf | Norwalk | Away - Oak Hills G.C. [Directions] | New Canaan 159 Norwalk 183 | 2:05pm | |
| Fri., 5/2 | FR Boys Lacrosse | Darien | Home - Dunning Stadium [Directions] | 5:00 p.m. | ||
| Fri., 5/2 | V Boys Volleyball | Darien | Home - NCHS Gymnasium [Directions] | L 1-3 | ||
| Fri., 5/2 | JV Boys Volleyball | Darien | Home - NCHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 5/2 | V Girls Lacrosse | Darien | Away - DHS Stadium Field [Directions] | L 6-14 | 2:45pm Var & FR ride together | |
| Fri., 5/2 | JV Girls Lacrosse | Darien | Away - DHS Stadium Field [Directions] | 5:30 p.m. | 3:30pm | |
| Fri., 5/2 | FR Girls Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | 2:45pm Var & FR ride together | |
| Fri., 5/2 | V Softball | Danbury | Away - Danbury High Varsity Softball Field [Directions] | W 4-3 | 2:15pm Var & JV/FR Baseball ride together | |
| Fri., 5/2 | JV Softball | Danbury | Away - Danbury High School Junior Varsity Softball Field [Directions] | 4:00 p.m. | 2:15pm Var & JV/FR Baseball ride together | |
| Sat., 5/3 | V Baseball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 9-0 | 1:30pm - Mead Park | |
| Sat., 5/3 | V Boys Lacrosse | Darien | Away - DHS Stadium Field [Directions] | L 10-11(OT) | 1:30pm | |
| Sat., 5/3 | JV Boys Lacrosse | Darien | Away - DHS Stadium Field [Directions] | L 5-13 | 3:30pm | |
| Sat., 5/3 | JV Girls Lacrosse | Fox Lane (NY) | Away | 1:00 p.m. | 11:00am | |
| Sat., 5/3 | V Softball | Norwalk | Home - Waveny Park - Orchard Field [Directions] | W 15-9 | ||
| Sat., 5/3 | V Softball | Brien McMahon | Home - Waveny Park - Orchard Field [Directions] | W 4-3 | ||
| Mon., 5/5 | V Baseball | Staples | Home - Mead Park [Directions] | L 5-6 | ||
| Mon., 5/5 | JV Baseball | Staples | Home - Waveny Park - Coppo Field [Directions] | W 8-5 | ||
| Mon., 5/5 | FR Baseball | Staples | Away - Staples HS Baseball Field [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 5/5 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | New Canaan 165 Fairfield Ludlowe 169 | 2:05pm | |
| Mon., 5/5 | FR Boys Lacrosse | Trumbull | Home - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Mon., 5/5 | V Boys Tennis | Trinity Catholic | Home [Directions] | W 7-0 | ||
| Mon., 5/5 | V Boys Volleyball | Ridgefield | Home - NCHS Gymnasium [Directions] | L 0-3 | ||
| Mon., 5/5 | JV Boys Volleyball | Ridgefield | Home - NCHS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 5/5 | FR Girls Lacrosse | Trumbull | Away - Varsity Grass Field [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 5/5 | V Girls Outdoor Track | Danbury, Darien | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | 2@2:20pm | |
| Mon., 5/5 | V Girls Tennis | Trinity Catholic | Away - Scalzi Park | W 7-0 | 2:20pm | |
| Tue., 5/6 | V Boys Golf | Stamford | Home - Country Club of New Canaan [Directions] | New Canaan 165 Stamford 200 | ||
| Tue., 5/6 | JV Boys Golf | Greenwich | Home - Country Club of New Canaan [Directions] | NC 191 Greenwich 181 | ||
| Tue., 5/6 | V Boys Lacrosse | Fairfield Ludlowe | Home - Dunning Stadium [Directions] | W 12-5 | ||
| Tue., 5/6 | JV Boys Lacrosse | Fairfield Ludlowe | Home - Dunning Stadium [Directions] | W 9-5 | ||
| Tue., 5/6 | V Boys Outdoor Track | Danbury, Darien | Home - NCHS Track Field [Directions] | 4:00 p.m. | ||
| Tue., 5/6 | V Boys Tennis | Fairfield Warde | Home - NCHS Tennis Courts [Directions] | L 2-5 | ||
| Tue., 5/6 | JV Boys Tennis | Fairfield Warde | Away - FWHS Knapps Courts [Directions] | 4:00 p.m. | 3:00pm | |
| Tue., 5/6 | V Girls Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | NC 233 Ridgefield 188 | 1:30pm | |
| Tue., 5/6 | V Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | W 16-3 | 2:30pm Var & JV ride together | |
| Tue., 5/6 | JV Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | 2:30pm Var & JV ride together | |
| Tue., 5/6 | V Softball | Staples | Away - Wakeman Field C [Directions] | W 4-3 | 2:30pm Var & JV ride together | |
| Tue., 5/6 | JV Softball | Staples | Away - Staples HS - Softball Field [Directions] | 4:00 p.m. | 2:30pm Var & JV ride together | |
| Tue., 5/6 | V Girls Tennis | Fairfield Warde | Away - FWHS Blake Courts [Directions] | L 2-5 | 2:20pm Var & JV ride together | |
| Tue., 5/6 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods Middle School Courts [Directions] | 4:00 p.m. | 2:20pm Var & JV ride together | |
| Wed., 5/7 | V Baseball | Bridgeport Central | Home - Mead Park [Directions] | W 9-3 | ||
| Wed., 5/7 | JV Baseball | Bridgeport Central | Home - Waveny Park - Coppo Field [Directions] | W 9-3 | ||
| Wed., 5/7 | V Boys Golf | Fairfield Warde | Home - Country Club of New Canaan [Directions] | New Canaan 163 Fairfield Warde 175 | ||
| Wed., 5/7 | JV Boys Golf | Staples | Away [Directions] | NC 171 Staples 160 | 2:05pm | |
| Wed., 5/7 | FR Boys Lacrosse | Greenwich | Away - GHS Field 7 [Directions] | 4:30 p.m. | 2:45pm | |
| Wed., 5/7 | JV Boys Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:30 p.m. | 4:00pm | |
| Wed., 5/7 | V Boys Volleyball | Bassick | Away [Directions] | W 3-0 | 2:15pm Var & JV ride togethe | |
| Wed., 5/7 | JV Boys Volleyball | Bassick | Away [Directions] | 5:30 p.m. | 2:15pm Var & JV ride togethe | |
| Wed., 5/7 | FR Girls Lacrosse | Greenwich | Home - NCHS Water Tower Turf Field [Directions] | 4:30 p.m. | ||
| Wed., 5/7 | V Softball | Bridgeport Central | Away - Central H.S. Varsity Softball Field [Directions] | W 14-0 | 2:30pm Var & JV ride together | |
| Wed., 5/7 | JV Softball | Bridgeport Central | Away - Central H.S. Junior Varsity Softball Field [Directions] | 4:00 p.m. | 2:30pm Var & JV ride together | |
| Wed., 5/7 | V Girls Tennis | Brien McMahon | Home - NCHS Tennis Courts [Directions] | W 6-1 | ||
| Wed., 5/7 | JV Girls Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 5/8 | FR Baseball | New Canaan Country Day | Away | Cancelled | 2:15pm | |
| Thu., 5/8 | V Boys Lacrosse | Trinity Catholic | Home - Dunning Stadium [Directions] | W 20-0 | Senior Night | |
| Thu., 5/8 | JV Boys Lacrosse | Bridgeport Central | Home - NCHS Water Tower Turf Field [Directions] | W 6-0 | ||
| Thu., 5/8 | V Girls Lacrosse | Trumbull | Home - Dunning Stadium [Directions] | W 16-3 | ||
| Fri., 5/9 | JV Baseball | Trinity Catholic | Away - Barrett Field @ Belltown Park | Cancelled | 2:15pm Var & JV ride together | |
| Fri., 5/9 | FR Baseball | Trinity Catholic | Home - Waveny Park - Coppo Field [Directions] | Cancelled | ||
| Fri., 5/9 | FR Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 5:00 p.m. | 3:30pm | |
| Fri., 5/9 | FR Girls Lacrosse | Ridgefield | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Sat., 5/10 | V Baseball | Trinity Catholic | Home - Mead Park [Directions] | W 3-1 | ||
| Sat., 5/10 | V Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 12-4 | 10:00am | |
| Sat., 5/10 | JV Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 12-4 | 8:30am | |
| Sat., 5/10 | V Girls Lacrosse | Longmeadow (MA) | Away | L 9-16 | 8:30am - Both JV & Var to ride same bus | |
| Sat., 5/10 | JV Girls Lacrosse | Longmeadow (MA) | Away | 11:30 p.m. | 8:30am Both JV & Var to ride same bus | |
| Mon., 5/12 | V Boys Golf | Wilton | Home - Country Club of New Canaan [Directions] | New Canaan 159 Wilton 167 | ||
| Mon., 5/12 | JV Boys Golf | Wilton | Away - Rolling Hills [Directions] | NC 177 Wilton 209 Darien 182 | 2:05pm | |
| Mon., 5/12 | FR Boys Lacrosse | Joel Barlow | Home - Saxe Middle School Field [Directions] | 4:30 p.m. | ||
| Mon., 5/12 | V Boys Tennis | Darien | Away - DHS Tennis Courts [Directions] | W 6-1 | 2:20pm | |
| Mon., 5/12 | JV Boys Tennis | Darien | Away - Cherry Lawn Park [Directions] | 4:00 p.m. | 3:00pm | |
| Mon., 5/12 | V Boys Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | W 3-1 | 2:15pm Var & JV ride togethe | |
| Mon., 5/12 | JV Boys Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 5:30 p.m. | 2:15pm Var & JV ride togethe | |
| Mon., 5/12 | V Girls Golf | Trumbull | Home - Country Club of New Canaan [Directions] | NC 242 Trumbull 214 | ||
| Mon., 5/12 | V Girls Outdoor Track | Wilton, Bassick | Away - Fujitani Field - Turf [Directions] | 4:00 p.m. | 2@2:20pm | |
| Mon., 5/12 | V Girls Tennis | Darien | Home - NCHS Tennis Courts [Directions] | L 1-6 | ||
| Mon., 5/12 | JV Girls Tennis | Darien | Home - New Canaan Field Club [Directions] | 3:30 p.m. | ||
| Tue., 5/13 | V Baseball | St. Joseph | Away - St. Joseph High School [Directions] | L 3-6 | 2:15pm Var & JV ride together | |
| Tue., 5/13 | JV Baseball | St. Joseph | Away - Madison Middle School, Trumbull [Directions] | W 4-2 | 2:15pm Var & JV ride together | |
| Tue., 5/13 | V Boys Golf | Staples | Home - Country Club of New Canaan [Directions] | New Canaan 160 Staples 161 | ||
| Tue., 5/13 | V Boys Lacrosse | Joel Barlow | Home - Dunning Stadium [Directions] | W 14-3 | ||
| Tue., 5/13 | JV Boys Lacrosse | Joel Barlow | Home - Saxe Middle School Field [Directions] | W 10-8 | ||
| Tue., 5/13 | V Boys Outdoor Track | Wilton, Bassick | Home - NCHS Track Field [Directions] | 4:00 p.m. | ||
| Tue., 5/13 | V Boys Tennis | Westhill | Home [Directions] | L 2-5 | ||
| Tue., 5/13 | JV Boys Tennis | Greenwich | Away - Central Middle School [Directions] | 4:30 p.m. | 3:00pm | |
| Tue., 5/13 | V Girls Golf | Staples | Away - Longshore [Directions] | NC 220 Staples 182 | 1:30pm | |
| Tue., 5/13 | V Girls Lacrosse | Fox Lane (NY) | Away | W 10-3 | 2:30pm | |
| Tue., 5/13 | FR Girls Lacrosse | Joel Barlow | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 5/13 | V Softball | Trinity Catholic | Home - Waveny Park - Orchard Field [Directions] | L 5-7 | ||
| Tue., 5/13 | JV Softball | St. Joseph | Home - Waveny Park - Orchard Field [Directions] | Cancelled | ||
| Tue., 5/13 | V Girls Tennis | Westhill | Away - Westhill Tennis Courts [Directions] | W 7-0 | 2:20pm | |
| Tue., 5/13 | JV Girls Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 5/14 | V Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | W 6-2 | 2:15pm Var & JV ride together | |
| Wed., 5/14 | JV Baseball | Darien | Away - DHS Baseball JV Field [Directions] | L 7-6 | 2:15pm Var & JV ride together | |
| Wed., 5/14 | FR Baseball | Darien | Home - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Wed., 5/14 | V Boys Golf | Bassick, Bridgeport Central, Harding | Home - Country Club of New Canaan [Directions] | New Canaan 160 Harding 267 Central DQ Bassick DQ | ||
| Wed., 5/14 | FR Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | 4:00pm | |
| Wed., 5/14 | V Boys Volleyball | Trumbull | Home - NCHS Gymnasium [Directions] | W 3-1 | ||
| Wed., 5/14 | JV Boys Volleyball | Trumbull | Home - NCHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 5/14 | V Softball | Darien | Home - Waveny Park - Orchard Field [Directions] | W 2-1 | ||
| Wed., 5/14 | JV Softball | Darien | Home - Waveny Park - Orchard Field [Directions] | Cancelled | ||
| Thu., 5/15 | FR Baseball | Greenwich Country Day | Away | 4:15 p.m. | 2:30pm Rides w/FR Girls LAX | |
| Thu., 5/15 | V Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | Greenwich 144 New Canaan 167 | 2:05pm | |
| Thu., 5/15 | JV Boys Golf | Staples | Home - Country Club of New Canaan [Directions] | NC 176 Staples 167 | ||
| Thu., 5/15 | V Boys Lacrosse | Don Bosco (NJ) | Home - Dunning Stadium [Directions] | W 7-2 | ||
| Thu., 5/15 | V Boys Tennis | Danbury | Home - NCHS Tennis Courts [Directions] | W 7-0 | ||
| Thu., 5/15 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | W 3-2 | 2:30pm | |
| Thu., 5/15 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | 2:30pm | |
| Thu., 5/15 | V Girls Lacrosse | Newtown | Home - Dunning Stadium [Directions] | W 18-8 | ||
| Thu., 5/15 | JV Girls Lacrosse | Newtown | Home - NCHS Water Tower Turf Field [Directions] | Cancelled | ||
| Thu., 5/15 | FR Girls Lacrosse | Greenwich Country Day | Away | 4:15 p.m. | 2:30pm Rides w/Fr Baseball | |
| Thu., 5/15 | V Girls Outdoor Track | Freshman/Sophomore Meet | Away - Darien | 4:00 p.m. | 2:20pm | |
| Thu., 5/15 | V Girls Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | W 7-0 | 2:20pm - 2 Vans | |
| Fri., 5/16 | JV Girls Lacrosse | Trumbull | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Sat., 5/17 | V Boys Lacrosse | Fairfield Prep | Home - Dunning Stadium [Directions] | W 12-4 | ||
| Sat., 5/17 | JV Boys Lacrosse | Fairfield Prep | Home - Dunning Stadium [Directions] | 12:00 p.m. | ||
| Sat., 5/17 | FR Boys Lacrosse | Fairfield Prep | Away - Fairfield University [Directions] | Cancelled | 8:15am | |
| Sat., 5/17 | V Softball | St. Joseph | Home - Waveny Park - Orchard Field [Directions] | L 2-16 | ||
| Mon., 5/19 | V Baseball | Stamford | Home - Mead Park [Directions] | W 13-6 | ||
| Mon., 5/19 | JV Baseball | Stamford | Home - Waveny Park - Coppo Field [Directions] | W 3-0 | ||
| Mon., 5/19 | FR Baseball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 5/19 | V Boys Tennis | Trumbull | Away - THS Tennis Courts [Directions] | W 5-2 | 2:20pm | |
| Mon., 5/19 | V Boys Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | W 3-0 | 2:15pm | |
| Mon., 5/19 | JV Boys Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | Cancelled | ||
| Mon., 5/19 | V Girls Lacrosse | Ridgefield | Home - Dunning Stadium [Directions] | W 15-4 | ||
| Mon., 5/19 | JV Girls Lacrosse | Ridgefield | Home - Dunning Stadium [Directions] | 4:30 p.m. | ||
| Mon., 5/19 | FR Girls Lacrosse | Wilton | Away - Allen's Field #2 [Directions] | 4:00 p.m. | 3:00pm | |
| Mon., 5/19 | V Girls Outdoor Track | Greenwich, Fairfield Ludlowe | Away - Cardinal Stadium [Directions] | 4:00 p.m. | 2@2:20pm | |
| Mon., 5/19 | V Softball | Stamford | Away - Stamford High School [Directions] | L 1-4 | 2:30pm Var & JV ride together | |
| Mon., 5/19 | JV Softball | Stamford | Away - Cummings Park [Directions] | 4:00 p.m. | 2:30pm Var & JV ride together | |
| Mon., 5/19 | V Girls Tennis | Trumbull | Home - NCHS Tennis Courts [Directions] | W 5-2 | ||
| Tue., 5/20 | JV Boys Golf | Darien | Home - Country Club of New Canaan [Directions] | NC 191 Darien 176 Greenwich 183 | ||
| Tue., 5/20 | V Boys Outdoor Track | Fairfield Ludlowe, Greenwich | Away - Taft Field [Directions] | 4:00 p.m. | 2@2:15pm | |
| Tue., 5/20 | V Boys Tennis | St. Lukes | Away | W 6-1 | 2:15pm | |
| Tue., 5/20 | JV Boys Tennis | Greenwich | Home - NCHS Tennis Courts [Directions] | 4:30 p.m. | ||
| Tue., 5/20 | V Girls Golf | Wilton | Home - Country Club of New Canaan [Directions] | NC 233 Wilton 247 | ||
| Tue., 5/20 | V Girls Lacrosse | St. Joseph | Home - Dunning Stadium [Directions] | W 13-1 | Senior Day | |
| Tue., 5/20 | JV Girls Lacrosse | St. Joseph | Home - Dunning Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/20 | FR Girls Lacrosse | Joel Barlow | Away - Joel Barlow High School [Directions] | Cancelled | 3:15pm | |
| Wed., 5/21 | V Baseball | Trumbull | Home - Mead Park [Directions] | W 7-4 | ||
| Wed., 5/21 | JV Baseball | Trumbull | Home - Waveny Park - Coppo Field [Directions] | L 6-1 | ||
| Wed., 5/21 | FR Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 5/21 | V Boys Golf | Darien | Away - Wee Burn CC [Directions] | New Canaan 160 Darien 161 | 2:15pm | |
| Wed., 5/21 | FR Boys Lacrosse | Norwalk | Away - Nathan Hale Middle School [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 5/21 | V Boys Volleyball | Greenwich | Home - NCHS Gymnasium [Directions] | W 3-1 | ||
| Wed., 5/21 | JV Boys Volleyball | Greenwich | Home - NCHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 5/21 | V Girls Golf | Danbury | Home - Country Club of New Canaan [Directions] | NC 240 Danbury 192 | ||
| Wed., 5/21 | JV Girls Golf | Darien | Home - Country Club of New Canaan [Directions] | 3:15 p.m. | ||
| Wed., 5/21 | V Softball | Trumbull | Away - Varsity Softball Field [Directions] | W 11-10 | 2:15pm Var & JV ride together | |
| Wed., 5/21 | JV Softball | Trumbull | Away - JV Softball Field [Directions] | 4:00 p.m. | 2:15pm Var & JV ride together | |
| Wed., 5/21 | V Girls Tennis | Darien | Away - DHS Tennis Courts [Directions] | L 0-7 | 2:20pm | |
| Thu., 5/22 | V Boys Golf | The Chappa | Away | TBA | ||
| Thu., 5/22 | JV Boys Golf | Darien | Away [Directions] | NC 182 Darien 162 Wilton 206 | 2:15pm | Woodway Country Club |
| Thu., 5/22 | FR Boys Lacrosse | Darien | Away - DHS Turf #2 [Directions] | 4:45 p.m. | 3:15pm | |
| Thu., 5/22 | FR Girls Lacrosse | Darien | Home - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 5/22 | JV Girls Tennis | Greenwich | Home - New Canaan Field Club [Directions] | Cancelled | ||
| Fri., 5/23 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | L 1-3 | 2:15pm Var & JV ride together | |
| Fri., 5/23 | JV Baseball | Fairfield Ludlowe | Away - Tunxis Hill Park [Directions] | L 4-3 (8 inn) | 2:15pm Var & JV ride together | |
| Fri., 5/23 | FR Baseball | Fairfield Ludlowe | Home - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Fri., 5/23 | V Boys Lacrosse | Staples | Home - Dunning Stadium [Directions] | W 9-8 | ||
| Fri., 5/23 | V Boys Tennis | Ridgefield | Away - Hardscrabble Club - 22 Sutton Place Brewster NY [Directions] | L 2-4 | 1:20pm | |
| Fri., 5/23 | V Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | L 0-3 | 2:15pm Var & JV ride togethe | |
| Fri., 5/23 | JV Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | 2:15pm Var & JV ride togethe | |
| Fri., 5/23 | V Girls Lacrosse | Fairfield Warde | Home - Dunning Stadium [Directions] | W 13-6 | ||
| Fri., 5/23 | JV Softball | Fairfield Ludlowe | Home - Waveny Park - Orchard Field [Directions] | Cancelled | ||
| Sat., 5/24 | V Softball | Fairfield Ludlowe | Home - Waveny Park - Orchard Field [Directions] | L 4-6(9) | ||
| Tue., 5/27 | V Baseball | Trumbull | Home - Mead Park [Directions] | L 7-3 | ||
| Tue., 5/27 | V Boys Golf | Ridgefield | Home - Country Club of New Canaan [Directions] | Ridgefield 151 New Canaan 154 | ||
| Tue., 5/27 | V Boys Golf | Holahan | Away | TBA | ||
| Tue., 5/27 | V Boys Lacrosse | Darien | Away - Brien McMahon [Directions] | L 12-11 (OT) | 3:15pm | |
| Tue., 5/27 | V Boys Outdoor Track | FCIAC's | Away - Danbury HS [Directions] | 2:00 p.m. | 12:00pm Both Boys & Girls will ride the same bus | |
| Tue., 5/27 | V Girls Golf | Fairfield Ludlowe | Home - Country Club of New Canaan [Directions] | NC 235 Ludlowe 226 | ||
| Tue., 5/27 | V Girls Outdoor Track | FCIAC's | Away - Danbury HS | 2:00 p.m. | 12:00pm Both Boys & Girls Will ride the same bus | |
| Tue., 5/27 | V Softball | St. Joseph | Away - St. Joseph High School [Directions] | L 0-11 | 2:15pm | |
| Wed., 5/28 | V Boys Golf | Trumbull | Home - Country Club of New Canaan [Directions] | New Canaan 157 Trumbull 174 | ||
| Wed., 5/28 | FR Boys Lacrosse | Fairfield Prep | Away - Lessing Field, Fairfield University [Directions] | Cancelled | 2:15pm | |
| Wed., 5/28 | V Boys Volleyball | Ridgefield | Away - Fairfield Ludlowe [Directions] | L 1-3 | 4:00pm | |
| Wed., 5/28 | V Girls Golf | Darien, Fairfield Ludlowe, Danbury | Away - Fairchild Wheeler [Directions] | Cancelled | ||
| Wed., 5/28 | JV Girls Golf | JV FCIAC's | Away - Par 3 Fairfield - Old Dam Road | 3:00 p.m. | 2:05pm | |
| Wed., 5/28 | V Girls Lacrosse | Wilton | Home - Dunning Stadium [Directions] | L 5-11 | ||
| Thu., 5/29 | V Boys Outdoor Track | Freshman Track meet | Away - Danbury | 3:30 p.m. | 2:15pm | |
| Sat., 5/31 | V Boys Tennis | CIAC First Round | Away - Hall High School [Directions] | 8:30 a.m. | 6:15am | |
| Sat., 5/31 | V Girls Tennis | Cheshire | Away - Cheshire HS [Directions] | W 6-1 | 7:30am | |
| Sun., 6/1 | V Boys Tennis | CIAC First/Second Round - Rain date | Away - Hall High School [Directions] | Cancelled | 10:30am | |
| Mon., 6/2 | V Baseball | Wethersfield | Home - Mead Park [Directions] | 3:30 p.m. | ||
| Mon., 6/2 | V Boys Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 2:30 p.m. | 11:45am | |
| Mon., 6/2 | V Boys Tennis | Hall | Away [Directions] | 1:00 p.m. | 11:00am | |
| Mon., 6/2 | V Girls Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 2:30 p.m. | 11:45am | |
| Mon., 6/2 | V Softball | Stamford | Away [Directions] | L 2-7 | 2:15pm | |
| Mon., 6/2 | V Girls Tennis | Amity | Away - Amity High School [Directions] | L 1-6 | 1:00pm | |
| Tue., 6/3 | V Baseball | Cheney Tech | Away [Directions] | 3:30 p.m. | 12:00pm | |
| Tue., 6/3 | V Boys Tennis | CIAC Semi Finals | Away - Yale - Cullman Heyman Tennis Center | 3:30 p.m. | 2:15pm | |
| Tue., 6/3 | V Boys Volleyball | Enfield | Home - NCHS Gymnasium [Directions] | W 3-0 | ||
| Tue., 6/3 | V Boys Volleyball | Enfield | Home - NCHS Gymnasium [Directions] | 6:00 p.m. | ||
| Tue., 6/3 | V Girls Lacrosse | Branford | Home - Dunning Stadium [Directions] | W 14-2 | ||
| Wed., 6/4 | V Boys Lacrosse | RHAM | Home - Dunning Stadium [Directions] | W 21-2 | ||
| Wed., 6/4 | V Boys Tennis | CIAC Finals | Away | 3:30 p.m. | 2:15pm | |
| Wed., 6/4 | V Girls Golf | FCIAC's | Away - Fairchild Wheeler | 9:00 a.m. | ||
| Thu., 6/5 | V Girls Lacrosse | Daniel Hand | Away - DHHS Turf Field [Directions] | 5:00 p.m. | 2:15pm | |
| Fri., 6/6 | V Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | L 3-1 | 2:30pm | |
| Sat., 6/7 | V Boys Lacrosse | New Fairfield | Home - Dunning Stadium [Directions] | W 16-1 | ||
| Mon., 6/9 | V Boys Outdoor Track | CIAC Open Championship | Away - Middletown [Directions] | 1:30 p.m. | ||
| Mon., 6/9 | V Girls Outdoor Track | CIAC Open Championship | Away - Middletown [Directions] | 1:30 p.m. | 11:45am | |
| Tue., 6/10 | V Girls Golf | CIAC Tournament | Away - Orange Hills | 8:00 a.m. | ||
| Tue., 6/10 | V Girls Lacrosse | Avon | Away - Sheehan High School [Directions] | 5:00 p.m. | 2:15pm | |
| Wed., 6/11 | V Boys Lacrosse | Joel Barlow | Away - Fairfield Ludlowe High School [Directions] | W 15-1 | 4:15pm | |
| Sat., 6/14 | V Boys Lacrosse | Darien | Away - Brien McMahon [Directions] | 4:00 p.m. | 2:00pm | |
| Sat., 6/14 | V Boys Outdoor Track | New England Championship | Away - Norwell (MA) HS | TBA | ||
| Sat., 6/14 | V Girls Lacrosse | Wilton | Away - Bunnell High School [Directions] | 11:00 a.m. | 8:30am | |
| Sat., 6/14 | V Girls Outdoor Track | New England Championship | Away - Norwell (MA) HS | TBA | ||
| Tue., 6/17 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - USCG Academy [Directions] | 11:00 a.m. | ||
| Tue., 6/17 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - USCG Academy | 11:30 a.m. | ||
| Wed., 6/18 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willowbrook Park - New Britain [Directions] | 11:00 a.m. | ||
| Wed., 6/18 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - USCG Academy [Directions] | 11:00 a.m. | ||