| Brien McMahon 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 671 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 8/22 | V Boys Golf | Danbury | Away - Richter Park Golf Course [Directions] | 2:45 p.m. | ||
| Wed., 8/23 | V Football | Trumbull (Scrim.) | Away - Trumbull HS-McDougall Stadium [Directions] | 3:30 p.m. | ||
| Wed., 8/23 | V Boys Golf | Greenwich | Home - Oak Hills Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 8/24 | V Boys Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 8/24 | JV Boys Golf | St. Joseph | Away - Tashua Knolls Golf Course-Tashua Glen [Directions] | 3:15 p.m. | ||
| Sat., 8/26 | V Football | Bullard/Kolbe, Hillhouse, Platt Tech (Scrim.) | Away - Kennedy Stadium (Bridgeport) [Directions] | 10:00 a.m. | ||
| Mon., 8/28 | V Boys Soccer | Greenwich Country Day (Scrim.) | Away - Greenwich Country Day School-Offit Field | 4:00 p.m. | ||
| Tue., 8/29 | V Girls Soccer | Notre Dame-Fairfield (Scrim.) | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | ||
| Wed., 8/30 | V Boys Golf | Fairfield Warde | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Wed., 8/30 | JV Boys Golf | Fairfield Warde | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Wed., 8/30 | V Boys Soccer | Westhill (Scrim.) | Away - Westhill HS-Front Turf [Directions] | 5:15 p.m. | ||
| Thu., 8/31 | V Boys Golf | New Canaan | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Thu., 8/31 | JV Boys Golf | New Canaan | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Thu., 8/31 | V Girls Soccer | St. Lukes (Scrim.) | Away - St. Lukes-Class of 2015 Field | 4:00 p.m. | ||
| Fri., 9/1 | V Football | Stamford (Scrim.) | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:30 p.m. | ||
| Fri., 9/1 | FR Football | Stamford (Scrim.) | Away - Stamford HS-Boyle Stadium [Directions] | 5:00 p.m. | ||
| Fri., 9/1 | V Boys Soccer | Brookfield (Scrim.) | Away - Brookfield HS-BHS Back Turf [Directions] | 6:00 p.m. | ||
| Sat., 9/2 | V Girls Soccer | TBA | Home - Brien McMahon HS-Pride Field [Directions] | 9:00 a.m. | ||
| Sat., 9/2 | V Girls Soccer | Bunnell | Away - Brien McMahon HS-Pride Field [Directions] | 12:20 p.m. | ||
| Tue., 9/5 | V Girls Volleyball | Stratford (Scrim.) | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 9/5 | JV Girls Volleyball | Stratford (Scrim.) | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 9/6 | V Boys Golf | Wilton | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Wed., 9/6 | JV Boys Golf | Wilton | Home - Brien McMahon HS-Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Thu., 9/7 | FR Football | Platt Tech | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:00 p.m. | ||
| Thu., 9/7 | V Boys Golf | Darien | Home - Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Thu., 9/7 | JV Boys Golf | Darien | Home - Brien McMahon HS-Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Thu., 9/7 | V Boys Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 5:15 p.m. | L 2-1 | |
| Thu., 9/7 | JV Boys Soccer | Greenwich | Away - Greenwich HS-Field 3 [Directions] | 5:15 p.m. | ||
| Thu., 9/7 | V Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 6:30 p.m. | L 0-6 | |
| Thu., 9/7 | JV Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Thu., 9/7 | V Girls Soccer | Greenwich | Home - Brien McMahon HS-Pride Field [Directions] | 6:15 p.m. | L 0-2 | |
| Thu., 9/7 | JV Girls Soccer | Greenwich | Home - Brien McMahon HS-Pride Field [Directions] | Canceled | Cancelled | |
| Fri., 9/8 | V Football | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 7:00 p.m. | W 27-12 | |
| Fri., 9/8 | V Girls Volleyball | Weston | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | W 3-1 | |
| Sat., 9/9 | JV Football | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | 11:00 a.m. | ||
| Sat., 9/9 | V Boys Soccer | Avon | Home - Farmington Sports Arena-Field 3 [Directions] | 10:00 a.m. | W 3-2 | |
| Sat., 9/9 | FR Boys Soccer | Greenwich | Home - Brien McMahon HS-Pride Field [Directions] | 9:00 a.m. | ||
| Sat., 9/9 | V Girls Volleyball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 2:00 p.m. | W 3-2 | |
| Mon., 9/11 | JV Girls Soccer | Stamford | Away - Rippowam MS-Upper Soccer/Footballl Field [Directions] | Postponed | ||
| Mon., 9/11 | V Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 6:30 p.m. | W 3-0 | |
| Mon., 9/11 | JV Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:00 p.m. | ||
| Tue., 9/12 | V Boys Cross Country | Danbury, Bridgeport Central, New Canaan | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Boys Soccer | Stamford | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | L 3-2 | |
| Tue., 9/12 | JV Boys Soccer | Stamford | Home - Brien McMahon HS-Pride Field [Directions] | 5:45 p.m. | ||
| Tue., 9/12 | FR Boys Soccer | Stamford | Away - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Girls Cross Country | Danbury, TBA, New Canaan | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 4:00 p.m. | L 2-6 | |
| Tue., 9/12 | JV Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:30 p.m. | ||
| Tue., 9/12 | V Girls Soccer | Stamford | Away - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 9/13 | V Girls Soccer | Staples | Home - Brien McMahon HS-Pride Field [Directions] | 4:15 p.m. | L 0-1 | |
| Wed., 9/13 | JV Girls Soccer | Staples | Home - Brien McMahon HS-Pride Field [Directions] | 5:45 p.m. | ||
| Thu., 9/14 | FR Football | Fairfield Warde | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Thu., 9/14 | V Boys Golf | Staples | Away - Longshore Golf Course [Directions] | 3:15 p.m. | ||
| Thu., 9/14 | V Boys Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | 4:00 p.m. | L 1-0 | |
| Thu., 9/14 | JV Boys Soccer | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Thu., 9/14 | FR Boys Soccer | Staples | Home - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | ||
| Thu., 9/14 | V Field Hockey | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:00 p.m. | L 2-5 | |
| Thu., 9/14 | V Girls Swimming and Diving | New Canaan | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Fri., 9/15 | V Football | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 3:30 p.m. | L 14-21 | |
| Sat., 9/16 | V Field Hockey | New Fairfield | Home - Brien McMahon HS-Casagrande Field [Directions] | 11:00 a.m. | W 1-0 | |
| Sat., 9/16 | JV Field Hockey | New Fairfield | Home - Brien McMahon HS-Casagrande Field [Directions] | 9:30 a.m. | ||
| Mon., 9/18 | JV Football | Darien | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:30 p.m. | ||
| Mon., 9/18 | V Boys Soccer | Trumbull | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | W 2-0 | |
| Mon., 9/18 | JV Boys Soccer | Trumbull | Home - Brien McMahon HS-Pride Field [Directions] | 5:45 p.m. | ||
| Mon., 9/18 | V Girls Soccer | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 5:45 p.m. | T 2-2 | |
| Mon., 9/18 | JV Girls Soccer | Trumbull | Away - Trumbull HS-JV Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Boys Cross Country | Westhill, Darien, Greenwich | Away - Scofield Magnet MS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | Westhill, Darien, Greenwich | Away - Scofield Magnet MS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Field Hockey | Stamford | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 9/19 | JV Field Hockey | Stamford | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Tue., 9/19 | V Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:30 p.m. | L 1-3 | |
| Tue., 9/19 | JV Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 9/20 | FR Football | Westhill | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:30 p.m. | ||
| Wed., 9/20 | V Boys Golf | Ridgefield | Home - Oak Hills Golf Course [Directions] | 3:10 p.m. | ||
| Wed., 9/20 | FR Boys Soccer | Trumbull | Away - Trumbull HS-JV Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 9/20 | V Field Hockey | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | L 0-10 | |
| Wed., 9/20 | JV Field Hockey | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 5:30 p.m. | ||
| Wed., 9/20 | V Girls Soccer | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 9/20 | JV Girls Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Wed., 9/20 | V Girls Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | 4:00 p.m. | ||
| Wed., 9/20 | V Girls Volleyball | West Haven | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:15 p.m. | W 3-0 | |
| Wed., 9/20 | JV Girls Volleyball | West Haven | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 9/21 | V Boys Soccer | Danbury | Home - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | W 2-1 | |
| Thu., 9/21 | JV Boys Soccer | Danbury | Home - Brien McMahon HS-Pride Field [Directions] | 6:45 p.m. | ||
| Thu., 9/21 | FR Boys Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 9/22 | V Football | Manchester | Home - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | L 27-41 | |
| Fri., 9/22 | V Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:30 p.m. | L 0-3 | |
| Fri., 9/22 | JV Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 9/23 | V Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 10:00 a.m. | T 0-0 | |
| Sat., 9/23 | JV Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-RLMS [Directions] | Postponed | ||
| Sat., 9/23 | FR Boys Soccer | Fairfield Ludlowe | Home - Brien McMahon HS-Pride Field [Directions] | Postponed | ||
| Sat., 9/23 | V Girls Soccer | Fairfield Ludlowe | Home - Brien McMahon HS-Pride Field [Directions] | 9:30 a.m. | L 1-3 | |
| Sat., 9/23 | JV Girls Soccer | Fairfield Ludlowe | Home - Brien McMahon HS-Pride Field [Directions] | Postponed | ||
| Sat., 9/23 | FR Girls Volleyball | Greenwich | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 9:30 a.m. | ||
| Tue., 9/26 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | 2:50 p.m. | ||
| Tue., 9/26 | JV Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | 2:50 p.m. | ||
| Tue., 9/26 | V Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | L 1-9 | |
| Tue., 9/26 | JV Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 5:30 p.m. | ||
| Tue., 9/26 | V Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 4:00 p.m. | L 1-3 | |
| Tue., 9/26 | JV Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 9/27 | V Boys Cross Country | Ridgefield, Norwalk, St. Joseph | Away - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | V Boys Golf | Stamford | Away - Stamford High-Sterling Farms Golf Course [Directions] | 3:00 p.m. | ||
| Wed., 9/27 | JV Boys Soccer | Westhill | Away - Westhill HS-Front Turf [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | V Girls Cross Country | Ridgefield, Norwalk, St. Joseph | Away - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | V Girls Soccer | Westhill | Home - Brien McMahon HS-Pride Field [Directions] | 7:00 p.m. | W 6-0 | |
| Wed., 9/27 | JV Girls Soccer | Westhill | Home - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | ||
| Wed., 9/27 | V Girls Swimming and Diving | Westhill/Stamford | Away - Westhill HS-Westhill Pool [Directions] | 3:30 p.m. | ||
| Wed., 9/27 | V Girls Volleyball | Stamford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | W 3-2 | |
| Wed., 9/27 | JV Girls Volleyball | Stamford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 9/28 | FR Football | Stamford | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Thu., 9/28 | V Boys Golf | 2023 CIAC Fall Classic | Away - [CIAC] SMSA | 2:30 p.m. | ||
| Thu., 9/28 | V Boys Soccer | Westhill | Away - Westhill HS-Westhill Front Turf Field [Directions] | 4:00 p.m. | L 1-0 | |
| Thu., 9/28 | FR Boys Soccer | Westhill | Home - Brien McMahon HS-Pride Field [Directions] | 5:30 p.m. | ||
| Thu., 9/28 | FR Girls Volleyball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 9/29 | V Football | Bridgeport Central | Home - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | W 47-6 | |
| Fri., 9/29 | JV Girls Soccer | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | Rainout | ||
| Fri., 9/29 | V Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:30 p.m. | ||
| Fri., 9/29 | JV Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/30 | JV Football | Greenwich | Away - Greenwich HS-Field 7 [Directions] | 12:30 p.m. | ||
| Sat., 9/30 | JV Football | Bridgeport Central | Away - Bridgeport Central-Kennedy Stadium Turf [Directions] | Canceled | Cancelled | |
| Sat., 9/30 | V Boys Soccer | Ridgefield | Home - Brien McMahon HS-Pride Field [Directions] | 11:00 a.m. | W 3-1 | |
| Sat., 9/30 | JV Boys Soccer | Ridgefield | Home - Brien McMahon HS-Pride Field [Directions] | Postponed | ||
| Sat., 9/30 | FR Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 10:00 a.m. | ||
| Sat., 9/30 | V Field Hockey | Staples | Home - Brien McMahon HS-Casagrande Field [Directions] | 11:00 a.m. | L 0-10 | |
| Sat., 9/30 | JV Field Hockey | Staples | Home - Brien McMahon HS-Casagrande Field [Directions] | 9:00 a.m. | ||
| Sat., 9/30 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 10:00 a.m. | T 0-0 | |
| Sat., 9/30 | V Girls Swimming and Diving | Staples | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 9:30 a.m. | ||
| Sat., 9/30 | FR Girls Volleyball | Staples | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 9:00 a.m. | ||
| Tue., 10/3 | V Field Hockey | Fairfield Warde | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | W 1-0 | |
| Tue., 10/3 | JV Field Hockey | Fairfield Warde | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Tue., 10/3 | V Girls Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 3-0 | |
| Tue., 10/3 | JV Girls Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Trumbull | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | JV Girls Volleyball | Trumbull | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 10/3 | FR Girls Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/4 | V Boys Golf | Westhill | Away - EG Brennan Golf Course-E Gaynor Brennan Golf Course [Directions] | 3:15 p.m. | ||
| Wed., 10/4 | V Boys Soccer | Norwalk | Home - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | W 4-2 | |
| Wed., 10/4 | JV Boys Soccer | Norwalk | Home - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | ||
| Wed., 10/4 | FR Boys Soccer | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Wed., 10/4 | V Girls Swimming and Diving | Ridgefield | Away - Barlow Mountain Pool [Directions] | 4:00 p.m. | ||
| Thu., 10/5 | FR Football | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:30 p.m. | ||
| Thu., 10/5 | V Field Hockey | Trumbull | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | L 0-4 | |
| Thu., 10/5 | JV Field Hockey | Trumbull | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Thu., 10/5 | V Girls Soccer | New Canaan | Home - Brien McMahon HS-Pride Field [Directions] | 4:15 p.m. | L 1-2 | |
| Thu., 10/5 | JV Girls Soccer | New Canaan | Home - Brien McMahon HS-Pride Field [Directions] | 6:00 p.m. | ||
| Thu., 10/5 | V Girls Volleyball | Danbury | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/5 | JV Girls Volleyball | Danbury | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 10/5 | FR Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/6 | V Boys Soccer | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 4:00 p.m. | W 2-1 | |
| Fri., 10/6 | JV Boys Soccer | New Canaan | Away - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Fri., 10/6 | FR Boys Soccer | New Canaan | Home - Brien McMahon HS-Pride Field [Directions] | 5:30 p.m. | ||
| Fri., 10/6 | V Girls Swimming and Diving | Danbury | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Sat., 10/7 | JV Field Hockey | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 12:00 p.m. | ||
| Sat., 10/7 | V Girls Soccer | New Fairfield | Away - New Fairfield HS-Stadium Field [Directions] | 10:00 a.m. | W 2-0 | |
| Sat., 10/7 | FR Girls Volleyball | Fairfield Ludlowe | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 9:30 a.m. | ||
| Mon., 10/9 | V Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 4:00 p.m. | L 0-6 | |
| Mon., 10/9 | JV Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Mon., 10/9 | V Girls Soccer | Bridgeport Central | Away - Bridgeport Central-Kennedy Stadium Turf [Directions] | 4:00 p.m. | W 6-0 | |
| Mon., 10/9 | V Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 12:30 p.m. | ||
| Mon., 10/9 | JV Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 11:00 a.m. | ||
| Mon., 10/9 | FR Girls Volleyball | Westhill | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 10:00 a.m. | ||
| Tue., 10/10 | V Boys Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Bridgeport Central | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | W 4-0 | |
| Tue., 10/10 | JV Boys Soccer | Bridgeport Central | Home - Brien McMahon HS-Pride Field [Directions] | 5:45 p.m. | ||
| Wed., 10/11 | V Boys Cross Country | Wilton, Stamford, Staples | Away - Allen's Meadow-XC Course [Directions] | 4:00 p.m. | ||
| Wed., 10/11 | V Boys Golf | Norwalk | Home - Shorehaven Golf Club [Directions] | 3:30 p.m. | ||
| Wed., 10/11 | V Girls Cross Country | Wilton, Stamford, Staples | Away - Allen's Meadow-XC Course [Directions] | 4:00 p.m. | ||
| Wed., 10/11 | V Girls Swimming and Diving | Trumbull | Away - University of Bridgeport-Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/11 | V Girls Volleyball | Ridgefield | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 10/11 | JV Girls Volleyball | Ridgefield | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/11 | FR Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/12 | V Boys Soccer | St. Joseph | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | W 2-1 | |
| Thu., 10/12 | V Field Hockey | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 4:00 p.m. | L 0-1 | |
| Thu., 10/12 | JV Field Hockey | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 5:30 p.m. | ||
| Thu., 10/12 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 4:00 p.m. | L 1-3 | |
| Thu., 10/12 | JV Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Grass Field [Directions] | 4:00 p.m. | ||
| Thu., 10/12 | V Girls Volleyball | Norwalk | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 10/12 | JV Girls Volleyball | Norwalk | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/13 | V Football | Westhill | Home - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | W 41-6 | |
| Fri., 10/13 | FR Girls Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 10/16 | JV Football | Westhill | Away - Rippowan MS-Rippowam Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 10/16 | JV Boys Golf | Darien | Home - Brien McMahon HS-Oak Hills Golf Course [Directions] | 3:30 p.m. | ||
| Mon., 10/16 | V Boys Soccer | Wilton | Home - Brien McMahon HS-Pride Field [Directions] | 6:30 p.m. | W 4-0 | |
| Mon., 10/16 | JV Boys Soccer | Wilton | Home - Brien McMahon HS-Pride Field [Directions] | 4:15 p.m. | ||
| Mon., 10/16 | V Field Hockey | Wilton | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | L 0-6 | |
| Mon., 10/16 | JV Field Hockey | Wilton | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Mon., 10/16 | V Girls Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | W 1-0 | |
| Mon., 10/16 | JV Girls Soccer | Wilton | Away - Allen's Meadow-Field 2 [Directions] | 4:15 p.m. | ||
| Mon., 10/16 | V Girls Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 10/16 | JV Girls Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/16 | FR Girls Volleyball | New Canaan | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 10/17 | FR Boys Soccer | Wilton | Away - Allen's Meadow-Field #1 [Directions] | 5:00 p.m. | ||
| Wed., 10/18 | V Boys Cross Country | FCIAC Championship | Away - Waveny Park | 2:15 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Not Listed-Waveny Park | ||||||
| Wed., 10/18 | FR Football | Trumbull | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:30 p.m. | ||
| Wed., 10/18 | V Girls Cross Country | FCIAC Championship | Away - Waveny Park | 2:15 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Not Listed-Waveny Park | ||||||
| Wed., 10/18 | V Girls Soccer | Fairfield Warde | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 10/18 | JV Girls Soccer | Fairfield Warde | Home - Brien McMahon HS-Pride Field [Directions] | 6:00 p.m. | ||
| Wed., 10/18 | V Girls Volleyball | Bridgeport Central | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 10/18 | JV Girls Volleyball | Bridgeport Central | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 10/19 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde HS-Varsity Grass Soccer Field [Directions] | 4:00 p.m. | L 3-1 | |
| Thu., 10/19 | JV Boys Soccer | Fairfield Warde | Away - Fairfield Warde HS-Grass Utility Field [Directions] | 4:00 p.m. | ||
| Thu., 10/19 | FR Boys Soccer | Fairfield Warde | Home - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | ||
| Thu., 10/19 | V Field Hockey | New Canaan | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | L 1-7 | |
| Thu., 10/19 | JV Field Hockey | New Canaan | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Fri., 10/20 | V Football | Fairfield Warde | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:30 p.m. | W 49-7 | |
| Fri., 10/20 | V Girls Volleyball | St. Joseph | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/21 | JV Football | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 10:30 a.m. | ||
| Sat., 10/21 | V Field Hockey | Hamden | Home - Brien McMahon HS-Casagrande Field [Directions] | 9:30 a.m. | L 1-3 | |
| Sat., 10/21 | JV Field Hockey | Hamden | Home - Brien McMahon HS-Casagrande Field [Directions] | 11:00 a.m. | ||
| Sat., 10/21 | JV Girls Volleyball | EH JV Tourney | Away - East Haven HS-Gym | 8:00 a.m. | ||
| Sat., 10/21 | JV Girls Volleyball | St. Joseph | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 9:30 a.m. | ||
| Sat., 10/21 | FR Girls Volleyball | St. Joseph | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 11:00 a.m. | ||
| Mon., 10/23 | V Girls Soccer | Darien | Home - Brien McMahon HS-Pride Field [Directions] | 6:15 p.m. | T 1-1 | |
| Mon., 10/23 | JV Girls Soccer | Darien | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | ||
| Mon., 10/23 | V Girls Volleyball | Wilton | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:00 p.m. | ||
| Mon., 10/23 | JV Girls Volleyball | Wilton | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | ||
| Mon., 10/23 | FR Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:30 p.m. | ||
| Tue., 10/24 | V Boys Golf | CIAC Division I Fall Championship | Away - Stanley GC | 8:30 a.m. | ||
| Tue., 10/24 | V Boys Soccer | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 6:30 p.m. | T 2-2 | |
| Tue., 10/24 | JV Boys Soccer | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 10/24 | FR Boys Soccer | Darien | Home - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | ||
| Wed., 10/25 | V Field Hockey | St. Joseph | Home - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | L 1-2 | |
| Wed., 10/25 | JV Field Hockey | St. Joseph | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Wed., 10/25 | V Girls Swimming and Diving | Darien | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 6:00 p.m. | ||
| Wed., 10/25 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 6:00 p.m. | ||
| Wed., 10/25 | JV Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 4:30 p.m. | ||
| Wed., 10/25 | FR Girls Volleyball | Fairfield Warde | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 10/26 | FR Football | Danbury | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Fri., 10/27 | V Football | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 6:00 p.m. | L 32-35 | |
| Fri., 10/27 | V Boys Soccer | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 5:00 p.m. | ||
| Fri., 10/27 | V Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 10/27 | JV Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/27 | FR Girls Volleyball | Darien | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/28 | JV Football | Fairfield Ludlowe | Home - Brien McMahon HS-Casagrande Field [Directions] | 10:30 a.m. | ||
| Sat., 10/28 | JV Girls Swimming and Diving | Greenwich, Danbury, Darien, Fairfield Ludlowe, New Canaan, Ridgefield, St. Joseph, Staples, Trumbull, Westhill/Stamford, Wilton | Away - Greenwich HS-Pool | 9:30 a.m. | ||
| Sat., 10/28 | JV Girls Volleyball | Fairfield Warde, Darien, Fairfield Ludlowe, Greenwich Country Day, Greenwich, Shelton, Stamford, Trumbull, Weston | Away - Fairfield Warde HS-Large Gym | 9:00 a.m. | ||
| Tue., 10/31 | V Boys Cross Country | CIAC Class LL Championship | Away - Wickham Park | 3:15 p.m. | ||
| Tue., 10/31 | V Girls Cross Country | CIAC Class LL Championship | Away - Wickham Park | 2:30 p.m. | ||
| Wed., 11/1 | V Girls Soccer | Joel Barlow (Scrim.) | Home - Brien McMahon HS-Casagrande Field [Directions] | Canceled | Cancelled | |
| Wed., 11/1 | V Girls Swimming and Diving | Greenwich, Danbury, Darien, Fairfield Ludlowe, Fairfield Warde, New Canaan, Ridgefield, St. Joseph, Staples, Trumbull, Westhill/Stamford, Wilton | Away - Greenwich HS-Pool | 5:30 p.m. | ||
| Thu., 11/2 | FR Football | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | Canceled | Cancelled | |
| Thu., 11/2 | V Boys Soccer | Westhill (Scrim.) | Home - Brien McMahon HS-Casagrande Field [Directions] | Canceled | Cancelled | |
| Thu., 11/2 | V Girls Soccer | New Canaan (Scrim.) | Away - New Canaan HS-WTT #1 [Directions] | Canceled | Cancelled | |
| Fri., 11/3 | V Football | Wilton | Home - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | L 6-31 | |
| Sat., 11/4 | JV Football | Wilton | Away - Wilton HS-Fuijitani Field -Turf [Directions] | 10:00 a.m. | ||
| Sat., 11/4 | V Girls Swimming and Diving | Greenwich, Danbury, Darien, Fairfield Ludlowe, Fairfield Warde, New Canaan, Ridgefield, St. Joseph, Staples, Trumbull, Westhill/Stamford, Wilton | Away - Greenwich HS-Pool | 3:30 p.m. | ||
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Mon., 11/6 | V Girls Soccer | Hall | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Tue., 11/7 | V Boys Soccer | South Windsor | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Tue., 11/7 | V Girls Volleyball | Conard | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 11/9 | FR Football | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 6:00 p.m. | ||
| Thu., 11/9 | V Boys Soccer | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 6:00 p.m. | ||
| Thu., 11/9 | V Girls Swimming and Diving | CIAC Class LL Diving Championship | Away - Sheehan | 5:30 p.m. | ||
| Thu., 11/9 | V Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:30 p.m. | L 0-3 | |
| Fri., 11/10 | V Football | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 7:00 p.m. | L 6-42 | |
| Sat., 11/11 | JV Football | New Canaan | Home - Brien McMahon HS-Casagrande Field [Directions] | 10:30 a.m. | ||
| Sat., 11/11 | V Girls Swimming and Diving | CIAC Class LL Qualifying Meet | Away - Cornerstone Pool | 4:30 p.m. | ||
| Tue., 11/14 | V Girls Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan | 6:00 p.m. | ||
| Thu., 11/16 | JV Football | Norwalk | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Thu., 11/16 | V Girls Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sun., 11/19 | V Girls Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Thu., 11/23 | V Football | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 10:00 a.m. | W 52-20 | |
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Wed., 11/29 | V Girls Ice Hockey | Fairfield Ludlowe/Warde (Scrim.) | Away - Sacred Heart University-Martire Arena [Directions] | 5:15 p.m. | W 15-3 | |
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Tue., 12/5 | V Girls Basketball | Abbott Tech (Scrim.) | Away - Abbott V-T School-Daniel A. Garamella Memorial Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 12/5 | V Girls Basketball | TBA | Away - TBA | 4:30 p.m. | Cancelled | |
| Wed., 12/6 | V Girls Ice Hockey | New Canaan | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | L 8-2 | |
| Thu., 12/7 | V Girls Basketball | Kolbe Cathedral (Scrim.) | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 12/7 | JV Girls Basketball | Kolbe Cathedral (Scrim.) | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Sat., 12/9 | V Girls Ice Hockey | Southington Coop | Away - Newington-Red Rink [Directions] | 7:00 p.m. | L 6-1 | |
| Mon., 12/11 | V Boys Basketball | Platt Tech (Scrim.) | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:00 p.m. | ||
| Mon., 12/11 | V Girls Basketball | Guilford | Away - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 37-35 | |
| Mon., 12/11 | JV Girls Basketball | Guilford | Away - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Tue., 12/12 | V Boys Basketball | Ansonia (Scrim.) | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 12/13 | V Wrestling | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 6:30 p.m. | ||
| Wed., 12/13 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | W 6-2 | |
| Fri., 12/15 | V Boys Basketball | Stratford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | L 55-53 | |
| Fri., 12/15 | JV Boys Basketball | Stratford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/15 | V Girls Ice Hockey | Darien | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | L 4-0 | |
| Sat., 12/16 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Home - Sono Ice House-Main Rink [Directions] | 8:00 p.m. | L 5-2 | |
| Sat., 12/16 | V Boys Indoor Track | Wilton, Darien, Fairfield Warde, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 12:30 p.m. | ||
| Sat., 12/16 | V Wrestling | Ludlowe Invitational | Away - Fairfield Ludlowe HS-Main Gym | 9:00 a.m. | ||
| Sat., 12/16 | V Girls Indoor Track | Wilton, Darien, Fairfield Warde, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 12:30 p.m. | ||
| Sun., 12/17 | JV Girls Ice Hockey | Trumbull/St. Joseph, Fairfield Ludlowe/Warde, Greenwich, Ridgefield/Danbury/Immaculate (Scrim.) | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 2:00 p.m. | ||
| Mon., 12/18 | V Girls Basketball | Harding | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | W 59-37 | |
| Mon., 12/18 | JV Girls Basketball | Harding | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 12/19 | V Boys Basketball | Weston | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | L 51-71 | |
| Tue., 12/19 | JV Boys Basketball | Weston | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 12/19 | FR Boys Basketball | Weston | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 12/20 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:00 p.m. | L 8-2 | |
| Wed., 12/20 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:30 p.m. | L 6-2 | |
| Thu., 12/21 | V Boys Swimming and Diving | Trumbull | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Thu., 12/21 | V Wrestling | Staples | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 12/22 | V Boys Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | 7:00 p.m. | W 58-44 | |
| Fri., 12/22 | JV Boys Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 12/22 | FR Boys Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/22 | V Girls Basketball | Fairfield Warde | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | L 53-40 | |
| Fri., 12/22 | JV Girls Basketball | Fairfield Warde | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 12/22 | V Girls Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | 5:15 p.m. | W 9-2 | |
| Sat., 12/23 | V Boys Ice Hockey | Milford Coop | Home - Sono Ice House-Main Rink [Directions] | 5:30 p.m. | L 6-3 | |
| Wed., 12/27 | V Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | L 61-71 | |
| Wed., 12/27 | V Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 12/27 | V Girls Basketball | Joel Barlow | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 12:00 p.m. | L 41-29 | |
| Wed., 12/27 | JV Girls Basketball | Joel Barlow | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 10:30 a.m. | ||
| Wed., 12/27 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 12:00 p.m. | W 8-7 | |
| Thu., 12/28 | V Boys Basketball | Amistad | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | W 56-53 | |
| Thu., 12/28 | V Boys Ice Hockey | New Milford | Away - Canterbury School-O'Neill Arena [Directions] | 7:00 p.m. | L 7-1 | |
| Fri., 12/29 | JV Wrestling | Trumbull, Darien, Fairfield Warde, Greenwich, Masuk, TBA, New Canaan, New Fairfield, New Milford, Newtown, Ridgefield, Simsbury, Stamford, Staples, Xavier | Away - Trumbull HS-THS Main Gym | 9:00 a.m. | ||
| Fri., 12/29 | V Girls Ice Hockey | Woodstock Academy Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 3:30 p.m. | W 5-2 | |
| Sat., 12/30 | V Wrestling | Fairfield Warde, Darien, Norwalk | Away - Fairfield Warde HS-Small Gym [Directions] | 10:00 a.m. | ||
| Wed., 1/3 | V Wrestling | Westhill | Away - Westhill HS-New Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/3 | V Girls Basketball | Darien | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | W 44-35 | |
| Wed., 1/3 | JV Girls Basketball | Darien | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/3 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | 5:30 p.m. | L 5-2 | |
| Fri., 1/5 | V Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 7:00 p.m. | W 61-60 | |
| Fri., 1/5 | JV Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/5 | FR Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/5 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | ||
| Fri., 1/5 | V Girls Basketball | Greenwich | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | W 42-38 | |
| Fri., 1/5 | JV Girls Basketball | Greenwich | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 1/6 | FR Boys Basketball | Stratford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 1/6 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Conners - Stamford-Ice Rink [Directions] | 12:30 p.m. | L 7-3 | |
| Sat., 1/6 | V Boys Indoor Track | Staples, Greenwich, Stamford, Westhill | Away - Staples HS-Field House [Directions] | 1:00 p.m. | ||
| Sat., 1/6 | V Girls Indoor Track | Staples, Greenwich, Stamford, Westhill | Away - Staples HS-Field House [Directions] | 1:00 p.m. | ||
| Mon., 1/8 | V Boys Ice Hockey | Trumbull | Home - Sono Ice House-Main Rink [Directions] | 8:20 p.m. | W 5-3 | |
| Tue., 1/9 | V Boys Basketball | Stamford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | L 64-47 | |
| Tue., 1/9 | JV Boys Basketball | Stamford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 1/9 | FR Boys Basketball | Stamford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/9 | V Girls Basketball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | L 64-37 | |
| Tue., 1/9 | JV Girls Basketball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/10 | V Boys Swimming and Diving | Staples | Away - Staples HS-Staples High School Pool [Directions] | 3:30 p.m. | ||
| Wed., 1/10 | V Wrestling | Trumbull | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 1/11 | JV Girls Ice Hockey | Greenwich Academy | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | ||
| Fri., 1/12 | V Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 7:00 p.m. | L 67-52 | |
| Fri., 1/12 | JV Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/12 | FR Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/12 | V Girls Basketball | Staples | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | L 52-29 | |
| Fri., 1/12 | JV Girls Basketball | Staples | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 1/13 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Sono Ice House-Main Rink [Directions] | 8:00 p.m. | L 3-2 | |
| Sat., 1/13 | V Boys Indoor Track | Wilton, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk, Ridgefield, Trumbull | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Sat., 1/13 | V Girls Indoor Track | Wilton, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk, Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Mon., 1/15 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 9:00 a.m. | W 4-3 | |
| Tue., 1/16 | JV Boys Basketball | Trumbull | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | Postponed | ||
| Tue., 1/16 | FR Boys Basketball | Trumbull | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | Postponed | ||
| Wed., 1/17 | V Boys Basketball | Trumbull | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | L 42-64 | |
| Wed., 1/17 | V Boys Ice Hockey | Staples | Home - Sono Ice House-Main Rink [Directions] | 8:50 p.m. | L 7-3 | |
| Wed., 1/17 | V Boys Swimming and Diving | Westhill/Stamford | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Wed., 1/17 | V Wrestling | Greenwich | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 1/17 | V Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 6:30 p.m. | L 43-26 | |
| Wed., 1/17 | JV Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 5:00 p.m. | ||
| Fri., 1/19 | V Boys Basketball | Danbury | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | L 44-56 | |
| Fri., 1/19 | JV Boys Basketball | Danbury | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/19 | V Boys Swimming and Diving | Ridgefield | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 6:00 p.m. | L 58-36 | |
| Fri., 1/19 | JV Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:30 p.m. | ||
| Fri., 1/19 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | W 6-3 | |
| Sat., 1/20 | FR Boys Basketball | Danbury | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 9:30 a.m. | ||
| Sat., 1/20 | V Boys Ice Hockey | Northeastern Shamrocks | Away - Bolton Ice Palace-Ice Rink [Directions] | 7:20 p.m. | W 8-6 | |
| Sat., 1/20 | V Boys Indoor Track | Wilton, Bridgeport Central, Danbury, Greenwich, New Canaan, St. Joseph, Stamford | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Sat., 1/20 | V Wrestling | Conard, Fairfield Ludlowe, New Fairfield, South Windsor, Westhill | Away - Conard HS-Main Gym | 9:00 a.m. | ||
| Sat., 1/20 | V Girls Indoor Track | Wilton, Bridgeport Central, Danbury, Greenwich, New Canaan, St. Joseph, Stamford | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Tue., 1/23 | V Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 7:00 p.m. | L 37-64 | |
| Tue., 1/23 | JV Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/23 | FR Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/23 | V Girls Basketball | Fairfield Ludlowe | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | L 63-44 | |
| Tue., 1/23 | JV Girls Basketball | Fairfield Ludlowe | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/24 | V Boys Ice Hockey | Wilton | Home - Sono Ice House-Main Rink [Directions] | 8:50 p.m. | W 6-5 | |
| Wed., 1/24 | V Boys Swimming and Diving | New Canaan | Away - New Canaan YMCA-Pool [Directions] | 3:30 p.m. | ||
| Wed., 1/24 | V Wrestling | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 7:00 p.m. | ||
| Fri., 1/26 | V Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 7:00 p.m. | W 44-32 | |
| Fri., 1/26 | JV Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/26 | FR Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/26 | V Boys Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:30 p.m. | ||
| Fri., 1/26 | V Girls Basketball | Westhill | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | W 67-17 | |
| Fri., 1/26 | JV Girls Basketball | Westhill | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/26 | V Girls Ice Hockey | Daniel Hand Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | W 5-3 | |
| Sat., 1/27 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 6:00 p.m. | L 6-2 | |
| Sat., 1/27 | V Boys Indoor Track | FCIAC West Divisionals | Away - Staples HS-Field House | 10:00 a.m. | ||
| Sat., 1/27 | JV Wrestling | Norwalk, Darien, Fairfield Prep, Fairfield Ludlowe, Fairfield Warde, Greenwich, New Canaan, New Milford, St. Joseph, Stamford, Staples, Trumbull, Westhill, Weston, Wilton | Away - Norwalk HS-Tom Scarso Gymnasium | 8:00 a.m. | ||
| Sat., 1/27 | JV Girls Ice Hockey | Choate Rosemary Hall | Away - Choate Rosemary Hall-Ice Rink | 2:30 p.m. | ||
| Sat., 1/27 | V Girls Indoor Track | FCIAC West Divisionals | Away - Staples HS-Field House | 10:00 a.m. | ||
| Mon., 1/29 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | 4:00 p.m. | L 4-3 | |
| Tue., 1/30 | V Boys Basketball | Ridgefield | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | L 52-75 | |
| Tue., 1/30 | JV Boys Basketball | Ridgefield | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | FR Boys Basketball | Ridgefield | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/30 | V Girls Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | L 52-44 | |
| Tue., 1/30 | JV Girls Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/31 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | L 3-2 | |
| Wed., 1/31 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 4:00 p.m. | ||
| Wed., 1/31 | V Wrestling | Danbury, Norwalk | Away - Danbury HS-New gym [Directions] | 5:00 p.m. | ||
| Wed., 1/31 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | L 7-3 | |
| Fri., 2/2 | V Boys Basketball | Norwalk | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | L 61-69 | |
| Fri., 2/2 | V Girls Basketball | Norwalk | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:15 p.m. | L 62-35 | |
| Sat., 2/3 | JV Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/3 | FR Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 8:30 a.m. | ||
| Sat., 2/3 | V Boys Ice Hockey | Westhill/Stamford | Home - Sono Ice House-Main Rink [Directions] | 8:50 p.m. | L 11-4 | |
| Sat., 2/3 | JV Girls Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 11:30 a.m. | ||
| Sat., 2/3 | V Competitive Cheerleading | FCIAC Cheer Championship | Away - Trumbull HS-THS Main Gym | 10:00 a.m. | ||
| Mon., 2/5 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Sacred Heart University-Martire Arena [Directions] | 5:15 p.m. | W 9-7 | |
| Tue., 2/6 | V Boys Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 7:00 p.m. | W 43-37 | |
| Tue., 2/6 | JV Boys Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/6 | FR Boys Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/6 | V Girls Basketball | New Canaan | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | L 41-25 | |
| Tue., 2/6 | JV Girls Basketball | New Canaan | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/7 | V Boys Swimming and Diving | Danbury | Home - Norwalk HS-Pat Spinola Natatorium [Directions] | 6:00 p.m. | ||
| Wed., 2/7 | V Wrestling | Stamford | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 2/7 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 3:45 p.m. | L 3-1 | |
| Thu., 2/8 | V Boys Indoor Track | CIAC LL Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Thu., 2/8 | V Girls Indoor Track | CIAC LL Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Bridgeport Central | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | W 51-43 | |
| Fri., 2/9 | JV Boys Basketball | Bridgeport Central | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/9 | FR Boys Basketball | Bridgeport Central | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 2/9 | V Wrestling | New Canaan, Bridgeport Central, Danbury, Darien, FCIAC, Fairfield Ludlowe, Fairfield Warde, Greenwich, Norwalk, Ridgefield, St. Joseph, Stamford, Staples, Trumbull, Westhill, Wilton | Away - New Canaan HS-Main Gym | 4:30 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Bridgeport Central | Away - Bridgeport Central-Barry McLeod Court [Directions] | 7:00 p.m. | W 36-43 | |
| Fri., 2/9 | JV Girls Basketball | Bridgeport Central | Away - Bridgeport Central-Barry McLeod Court [Directions] | 5:30 p.m. | ||
| Fri., 2/9 | V Girls Ice Hockey | Southington Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | L 6-4 | |
| Sat., 2/10 | V Boys Ice Hockey | Trumbull | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 7:30 p.m. | L 2-0 | |
| Sat., 2/10 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:15 p.m. | L 4-2 | |
| Mon., 2/12 | V Boys Basketball | St. Joseph | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | L 52-65 | |
| Mon., 2/12 | JV Boys Basketball | St. Joseph | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 2/12 | FR Boys Basketball | St. Joseph | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 2/12 | V Boys Ice Hockey | Wilton | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 3:00 p.m. | L 4-3 | |
| Mon., 2/12 | V Girls Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 7:00 p.m. | L 48-29 | |
| Mon., 2/12 | JV Girls Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/14 | V Boys Basketball | Wilton | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 7:00 p.m. | L 61-64 | |
| Wed., 2/14 | JV Boys Basketball | Wilton | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/14 | FR Boys Basketball | Wilton | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/14 | V Girls Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 6:00 p.m. | L 48-28 | |
| Wed., 2/14 | JV Girls Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:30 p.m. | ||
| Thu., 2/15 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Cromwell-Lower Rink [Directions] | 4:30 p.m. | L 9-3 | |
| Fri., 2/16 | V Wrestling | CIAC LL Divisional Championship | Away - Trumbull | TBA | ||
| Fri., 2/16 | V Girls Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | 6:00 p.m. | W 69-35 | |
| Fri., 2/16 | JV Girls Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 2/16 | V Girls Ice Hockey | Masuk Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | W 5-2 | |
| Sat., 2/17 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Sono Ice House-Main Rink [Directions] | 7:10 p.m. | W 6-2 | |
| Sat., 2/17 | V Boys Indoor Track | CIAC State Open Divisional Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/17 | JV Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks-Rink 1 [Directions] | 6:20 p.m. | ||
| Sat., 2/17 | V Girls Indoor Track | CIAC State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 7:00 p.m. | ||
| Mon., 2/19 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 5:30 p.m. | ||
| Mon., 2/19 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/19 | V Boys Ice Hockey | Tri-Town | Home - Sono Ice House-Main Rink [Directions] | 8:20 p.m. | W 4-3 | |
| Mon., 2/19 | V Girls Basketball | Bassick | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 12:00 p.m. | W 49-47 | |
| Mon., 2/19 | JV Girls Basketball | Bassick | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 10:30 a.m. | ||
| Tue., 2/20 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Red Rink [Directions] | 4:30 p.m. | L 7-0 | |
| Wed., 2/21 | V Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 7:00 p.m. | ||
| Wed., 2/21 | JV Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/21 | FR Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/21 | V Boys Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | 4:15 p.m. | ||
| Wed., 2/21 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 6:00 p.m. | ||
| Fri., 2/23 | V Wrestling | CIAC State Open & Girls Championship | Away - Floyd Little Athletic Center | TBA | ||
| Sun., 2/25 | V Boys Ice Hockey | Rocky Hill Coop | Home - Sono Ice House-Main Rink [Directions] | 7:00 p.m. | L 7-0 | |
| Mon., 2/26 | V Boys Ice Hockey | Housatonic Coop | Away - South Kent School-Ice Rink [Directions] | 3:50 p.m. | W 6-2 | |
| Mon., 2/26 | V Girls Basketball | New London | Away - New London HS-Conway Gym [Directions] | 6:00 p.m. | L 31-71 | |
| Mon., 3/4 | V Boys Ice Hockey | CIAC Div III First Round | Away - Higher Seed | TBA | ||
| Thu., 3/7 | V Boys Ice Hockey | CIAC Div III Quarterfinal | Away - Site TBA | TBA | ||
| Sat., 3/9 | V Boys Swimming and Diving | CIAC Class LL Qualifying Meet | Away - Cornerstone Pool | 4:30 p.m. | ||
| Mon., 3/11 | V Boys Ice Hockey | CIAC Div III Semifinal | Away - Site TBA | TBA | ||
| Tue., 3/12 | V Boys Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan | 6:00 p.m. | ||
| Thu., 3/14 | V Boys Ice Hockey | CIAC Div III Final | Away - Site TBA | TBA | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/16 | V Boys Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Thu., 3/21 | V Softball | Darien (Scrim.) | Home - Brien McMahon HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Fri., 3/22 | V Baseball | Fairfield Ludlowe (Scrim.) | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | ||
| Fri., 3/22 | V Girls Lacrosse | Weston (Scrim.) | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | ||
| Sat., 3/23 | V Baseball | Fairfield Ludlowe (Scrim.) | Home - Brien McMahon HS-Pride Field [Directions] | 10:00 a.m. | Cancelled | |
| Sat., 3/23 | V Baseball | Westhill (Scrim.) | Away - Brien McMahon HS-Pride Field [Directions] | 2:00 p.m. | Cancelled | |
| Sat., 3/23 | JV Girls Lacrosse | Weston (Scrim.) | Away - Weston HS-WHS Lower Turf Field [Directions] | Postponed | ||
| Mon., 3/25 | V Baseball | Westhill (Scrim.) | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | ||
| Mon., 3/25 | V Boys Lacrosse | Greens Farms Academy (Scrim.) | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:15 p.m. | ||
| Mon., 3/25 | V Softball | Joel Barlow (Scrim.) | Home - Brien McMahon HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 3/26 | V Baseball | Immaculate (Scrim.) | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | Cancelled | |
| Tue., 3/26 | V Softball | Bunnell (Scrim.) | Home - Brien McMahon HS-Softball Diamond [Directions] | 5:00 p.m. | ||
| Wed., 3/27 | V Boys Lacrosse | Guilford (Scrim.) | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | ||
| Thu., 3/28 | V Baseball | Kolbe Cathedral (Scrim.) | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | Cancelled | |
| Sat., 3/30 | V Baseball | Norwalk | Home - Brien McMahon HS-Pride Field [Directions] | 12:00 p.m. | L 10-5 | |
| Sat., 3/30 | V Boys Lacrosse | Bethel | Home - Brien McMahon HS-Casagrande Field [Directions] | 12:00 p.m. | L 6-4 | |
| Sat., 3/30 | JV Boys Lacrosse | Bethel | Home - Brien McMahon HS-Casagrande Field [Directions] | 10:00 a.m. | ||
| Sat., 3/30 | V Softball | West Haven | Home - Brien McMahon HS-Softball Diamond [Directions] | 11:00 a.m. | ||
| Mon., 4/1 | V Baseball | Masuk | Away - Masuk HS-John Giampaolo Baseball Field @ Masuk HS [Directions] | 4:00 p.m. | L 5-4 | |
| Tue., 4/2 | V Boys Lacrosse | Horace Greeley (NY) | Away - Horace Greeley HS-Championship Turf Field. | 6:00 p.m. | L 17-4 | |
| Tue., 4/2 | V Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | 6:00 p.m. | ||
| Tue., 4/2 | JV Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | 4:00 p.m. | ||
| Thu., 4/4 | V Boys Lacrosse | Stamford | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | L 9-5 | |
| Thu., 4/4 | JV Boys Lacrosse | Stamford | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Thu., 4/4 | V Girls Lacrosse | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | 6:00 p.m. | ||
| Thu., 4/4 | JV Girls Lacrosse | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | ||
| Fri., 4/5 | V Softball | Bethel | Home - Brien McMahon HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Sat., 4/6 | V Baseball | Hillhouse/Career | Away - Bowen Field-Baseball Field [Directions] | 11:00 a.m. | W 19-2 | |
| Sat., 4/6 | V Boys Lacrosse | Westhill | Home - Brien McMahon HS-Casagrande Field [Directions] | 10:30 a.m. | L 8-7 | |
| Sat., 4/6 | JV Boys Lacrosse | Westhill | Home - Brien McMahon HS-Casagrande Field [Directions] | 12:00 p.m. | ||
| Sat., 4/6 | V Girls Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 12:00 p.m. | ||
| Sat., 4/6 | JV Girls Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 1:30 p.m. | ||
| Sat., 4/6 | V Softball | Daniel Hand | Away - Polson MS, Madison-DHHS SB Turf [Directions] | 1:00 p.m. | ||
| Mon., 4/8 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | 4:00 p.m. | L 2-0 | |
| Mon., 4/8 | JV Baseball | Fairfield Ludlowe | Away - Owen Fish Park-Owen Fish [Directions] | 4:00 p.m. | ||
| Mon., 4/8 | V Boys Tennis | Greenwich | Away - Greenwich HS-Tennis Courts [Directions] | 5:00 p.m. | L 0-7 [Detailed Results] | |
| Mon., 4/8 | JV Boys Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:15 p.m. | ||
| Mon., 4/8 | V Softball | Westhill | Home - Brien McMahon HS-Softball Diamond [Directions] | 5:00 p.m. | ||
| Mon., 4/8 | V Girls Tennis | Greenwich | Home - Brien McMahon HS-Tennis Courts [Directions] | 5:00 p.m. | ||
| Tue., 4/9 | V Boys Lacrosse | Wilton | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | L 16-2 | |
| Tue., 4/9 | JV Boys Lacrosse | Wilton | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:30 p.m. | ||
| Tue., 4/9 | V Boys Outdoor Track | Staples | Away - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/9 | V Boys Tennis | Stamford | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | W 6-1 [Detailed Results] | |
| Tue., 4/9 | V Girls Outdoor Track | Staples | Away - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/9 | V Girls Tennis | Stamford | Away - Stamford HS-SHS Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Baseball | Stamford | Away - Stamford HS-Cubeta Stadium [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 4/10 | JV Baseball | Stamford | Away - Belltown Park-Barrett Field, Belltown Park [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Boys Outdoor Track | Danbury | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Girls Outdoor Track | Danbury | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Thu., 4/11 | V Boys Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 4:30 p.m. | W 17 - 2 | |
| Thu., 4/11 | JV Boys Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 6:00 p.m. | ||
| Thu., 4/11 | V Girls Lacrosse | Danbury | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Thu., 4/11 | JV Girls Lacrosse | Danbury | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Thu., 4/11 | V Softball | Bridgeport Central | Away - Bridgeport Central HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 4/11 | JV Softball | Bridgeport Central | Away - Bridgeport Central HS-Softball Diamond 2 [Directions] | 4:00 p.m. | ||
| Fri., 4/12 | V Baseball | Greenwich | Home - Brien McMahon HS-Pride Field [Directions] | 4:30 p.m. | L 8-3 | |
| Sat., 4/13 | V Boys Lacrosse | Notre Dame-West Haven | Home - Brien McMahon HS-Casagrande Field [Directions] | 10:30 a.m. | L 0 - 15 | |
| Sat., 4/13 | JV Boys Lacrosse | Notre Dame-West Haven | Home - Brien McMahon HS-Casagrande Field [Directions] | 12:00 p.m. | ||
| Sat., 4/13 | V Girls Lacrosse | Hamden | Away - Hamden HS-HHS Turf #1 [Directions] | 11:00 a.m. | ||
| Sat., 4/13 | JV Girls Lacrosse | Hamden | Away - Hamden HS-HHS Turf #1 [Directions] | Postponed | ||
| Mon., 4/15 | V Baseball | Stamford | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | L 1-0 | |
| Mon., 4/15 | JV Baseball | Stamford | Home - Roton MS [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | V Boys Tennis | Trumbull | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Mon., 4/15 | V Softball | Stamford | Home - Brien McMahon HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | JV Softball | Stamford | Home - Brookside Elementary School [Directions] | 4:30 p.m. | ||
| Mon., 4/15 | V Girls Tennis | Trumbull | Away - Trumbull HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/16 | JV Baseball | Greenwich | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | ||
| Tue., 4/16 | V Boys Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 6:00 p.m. | L 18 - 3 | |
| Tue., 4/16 | JV Boys Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | ||
| Tue., 4/16 | V Boys Tennis | Danbury | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | W 5-2 [Detailed Results] | |
| Tue., 4/16 | V Girls Lacrosse | Fairfield Ludlowe | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Tue., 4/16 | JV Girls Lacrosse | Fairfield Ludlowe | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Tue., 4/16 | V Softball | Greenwich | Away - Greenwich HS-Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/16 | JV Softball | Greenwich | Away - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Tue., 4/16 | V Girls Tennis | Danbury | Away - Danbury HS-DHS Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 4/17 | V Baseball | Staples | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | L 22-6 | |
| Wed., 4/17 | JV Baseball | Staples | Home - Roton MS [Directions] | 4:00 p.m. | ||
| Wed., 4/17 | FR Baseball | Staples | Away - Staples HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Wed., 4/17 | V Boys Tennis | Staples | Away - Staples HS-Staples Tennis Courts [Directions] | 1:00 p.m. | L 1-6 [Detailed Results] | |
| Wed., 4/17 | V Softball | Staples | Away - Staples HS-Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 4/17 | V Girls Tennis | Staples | Home - Brien McMahon HS-Tennis Courts [Directions] | 10:00 a.m. | ||
| Thu., 4/18 | JV Softball | Staples | Away - Staples HS-Staples Softball Field [Directions] | Postponed | ||
| Fri., 4/19 | V Baseball | Trumbull | Away - Trumbull HS-Varsity Baseball Field [Directions] | 4:00 p.m. | L 2-1 | |
| Fri., 4/19 | JV Baseball | Trumbull | Away - Trumbull HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | FR Baseball | Trumbull | Home - Brien McMahon HS-Pride Field [Directions] | Canceled | Cancelled | |
| Fri., 4/19 | V Girls Lacrosse | Lauralton Hall | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Fri., 4/19 | JV Girls Lacrosse | Lauralton Hall | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Fri., 4/19 | V Softball | Trumbull | Home - Brien McMahon HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | JV Softball | Trumbull | Home - Brookside Elementary School [Directions] | Canceled | Cancelled | |
| Mon., 4/22 | V Baseball | Danbury | Away - Danbury HS-V Baseball Field [Directions] | 4:00 p.m. | W 10-5 | |
| Mon., 4/22 | JV Baseball | Danbury | Away - Danbury HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/22 | FR Baseball | Danbury | Home - Brien McMahon HS-Pride Field [Directions] | Canceled | Cancelled | |
| Mon., 4/22 | V Boys Tennis | Westhill | Away - Westhill HS-Westhill Tennis Courts [Directions] | 4:00 p.m. | L 1-6 [Detailed Results] | |
| Mon., 4/22 | V Softball | Danbury | Home - Brien McMahon HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 4/22 | JV Softball | Danbury | Home - Brookside Elementary School [Directions] | 4:30 p.m. | ||
| Mon., 4/22 | V Girls Tennis | Westhill | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Boys Lacrosse | Kennedy Catholic-Somers (NY) | Away - John F Kennedy Catholic HS | 6:00 p.m. | ||
| Tue., 4/23 | V Boys Outdoor Track | Fairfield Ludlowe | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Boys Tennis | Ridgefield | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | L 2-5 [Detailed Results] | |
| Tue., 4/23 | V Girls Outdoor Track | Fairfield Ludlowe | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Girls Tennis | Ridgefield | Away - Ridgefield HS-RHS Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | V Baseball | Fairfield Ludlowe | Home - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | W 5-2 | |
| Wed., 4/24 | JV Baseball | Fairfield Ludlowe | Home - Roton MS [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Wed., 4/24 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Tennis Courts [Directions] | 4:00 p.m. | L 1-6 [Detailed Results] | |
| Wed., 4/24 | JV Boys Volleyball | Wilton | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 4/24 | V Softball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Sturges Park [Directions] | 4:15 p.m. | ||
| Wed., 4/24 | JV Softball | Fairfield Ludlowe | Away - Tom Hayden Field [Directions] | Postponed | ||
| Wed., 4/24 | V Girls Tennis | Fairfield Ludlowe | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | V Boys Tennis | Norwalk | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | W 5-2 [Detailed Results] | |
| Thu., 4/25 | JV Boys Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:45 p.m. | ||
| Thu., 4/25 | V Girls Lacrosse | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | JV Girls Lacrosse | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 5:30 p.m. | ||
| Thu., 4/25 | V Girls Tennis | Norwalk | Away - Grassroots Tennis and Education-Grassroots Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | V Baseball | Westhill | Home - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | W 4-3 | |
| Fri., 4/26 | JV Baseball | Westhill | Home - Roton MS [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | V Softball | Westhill | Away - Westhill HS-Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | JV Softball | Westhill | Away - TBA [Directions] | Postponed | ||
| Sat., 4/27 | V Girls Lacrosse | Stamford | Home - Brien McMahon HS-Casagrande Field [Directions] | 10:30 a.m. | ||
| Sat., 4/27 | JV Girls Lacrosse | Stamford | Home - Brien McMahon HS-Casagrande Field [Directions] | 12:00 p.m. | ||
| Sat., 4/27 | JV Softball | Wilton | Away - Wilton HS-Varsity Softball Field [Directions] | 9:00 a.m. | ||
| Mon., 4/29 | V Baseball | Ridgefield | Away - Governor Field [Directions] | 4:00 p.m. | W 6-3 | |
| Mon., 4/29 | JV Baseball | Ridgefield | Away - East Ridge MS-Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/29 | FR Baseball | Ridgefield | Home - Brien McMahon HS-Pride Field [Directions] | Canceled | Cancelled | |
| Mon., 4/29 | V Boys Tennis | New Canaan | Away - New Canaan HS-NCHS Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Mon., 4/29 | V Girls Lacrosse | Ridgefield | Home - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | ||
| Mon., 4/29 | JV Girls Lacrosse | Ridgefield | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Mon., 4/29 | V Softball | Ridgefield | Home - Brien McMahon HS-Softball Diamond [Directions] | 4:30 p.m. | ||
| Mon., 4/29 | V Girls Tennis | New Canaan | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Boys Lacrosse | St. Joseph | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Tue., 4/30 | JV Boys Lacrosse | St. Joseph | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:45 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Harding, Bassick, Bridgeport Central | Away - Warren Harding HS-Lewis Field [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Bridgeport Central | Away - Bridgeport Central HS-Harding High School [Directions] | 4:30 p.m. | ||
| Tue., 4/30 | V Boys Tennis | Bridgeport Central | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 4/30 | V Girls Outdoor Track | Harding, Bassick, Bridgeport Central | Away - Warren Harding HS-Lewis Field [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Bridgeport Central | Away - Bridgeport Central HS-Harding High School [Directions] | 4:30 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Bridgeport Central | Away - Bridgeport Central HS-Central High School Tennis Courts [Directions] | 5:00 p.m. | ||
| Wed., 5/1 | V Baseball | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 6:00 p.m. | W 6-3 | |
| Wed., 5/1 | JV Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | FR Baseball | Norwalk | Home - Brien McMahon HS-Pride Field [Directions] | Canceled | Cancelled | |
| Wed., 5/1 | JV Boys Volleyball | Harding | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 5/1 | V Softball | Norwalk | Home - Brien McMahon HS-Softball Diamond [Directions] | 6:30 p.m. | ||
| Wed., 5/1 | JV Softball | Norwalk | Home - Brookside Elementary School [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Baseball | New Canaan | Home - Brien McMahon HS-Pride Field [Directions] | 6:00 p.m. | ||
| Thu., 5/2 | JV Baseball | New Canaan | Home - Roton MS [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Boys Tennis | St. Joseph | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 5/2 | V Girls Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 7:00 p.m. | ||
| Thu., 5/2 | JV Girls Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 5:30 p.m. | ||
| Thu., 5/2 | V Softball | New Canaan | Away - Waveny Park-Orchard Field [Directions] | 6:30 p.m. | ||
| Thu., 5/2 | JV Softball | New Canaan | Away - Waveny Park-Orchard Field [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Girls Tennis | St. Joseph | Away - St. Joseph HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Sat., 5/4 | V Boys Lacrosse | Norwalk | Home - Brien McMahon HS-Casagrande Field [Directions] | 3:00 p.m. | ||
| Sat., 5/4 | JV Boys Lacrosse | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 10:00 a.m. | ||
| Sat., 5/4 | V Girls Lacrosse | Norwalk | Home - Brien McMahon HS-Casagrande Field [Directions] | 1:00 p.m. | ||
| Sat., 5/4 | JV Girls Lacrosse | Norwalk | Home - Brien McMahon HS-Casagrande Field [Directions] | Postponed | ||
| Mon., 5/6 | V Baseball | Bridgeport Central | Away - Bridgeport Central HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | FR Baseball | Bridgeport Central | Home - Brien McMahon HS-Pride Field [Directions] | Canceled | Cancelled | |
| Mon., 5/6 | V Boys Tennis | Wilton | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | JV Boys Volleyball | Wilton | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:15 p.m. | ||
| Mon., 5/6 | V Softball | Bridgeport Central | Home - Brien McMahon HS-Softball Diamond [Directions] | 4:30 p.m. | ||
| Mon., 5/6 | JV Softball | Bridgeport Central | Home - Brookside Elementary School [Directions] | 4:30 p.m. | ||
| Mon., 5/6 | V Girls Tennis | Wilton | Away - Wilton HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Boys Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Tue., 5/7 | JV Boys Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Westhill | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Boys Tennis | Fairfield Warde | Away - Fairfield Warde HS-Blake Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | JV Boys Volleyball | Bunnell | Home - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Westhill | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Girls Tennis | Fairfield Warde | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 5/8 | V Baseball | St. Joseph | Away - St. Joseph HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 5/8 | JV Baseball | St. Joseph | Away - Unity Park-Field 1 [Directions] | 4:00 p.m. | ||
| Wed., 5/8 | FR Baseball | St. Joseph | Home - Brien McMahon HS-Pride Field [Directions] | Canceled | Cancelled | |
| Wed., 5/8 | V Softball | St. Joseph | Home - Brien McMahon HS-Softball Diamond [Directions] | 6:30 p.m. | ||
| Wed., 5/8 | JV Softball | St. Joseph | Home - Brookside Elementary School [Directions] | 4:30 p.m. | ||
| Thu., 5/9 | V Boys Lacrosse | Fairfield Warde | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Thu., 5/9 | JV Boys Lacrosse | Fairfield Warde | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:45 p.m. | ||
| Thu., 5/9 | V Boys Tennis | Darien | Away - Darien HS-DHS Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/9 | JV Boys Volleyball | Stamford | Away - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 5/9 | V Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:00 p.m. | ||
| Thu., 5/9 | JV Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 5:30 p.m. | ||
| Thu., 5/9 | V Softball | Wilton | Home - Brien McMahon HS-Softball Diamond [Directions] | 6:00 p.m. | ||
| Thu., 5/9 | JV Softball | Wilton | Home - Brookside Elementary School [Directions] | 4:30 p.m. | ||
| Thu., 5/9 | V Girls Tennis | Darien | Home - Brien McMahon HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | JV Baseball | Wilton | Away - Wilton HS-JV Baseball Field [Directions] | 5:30 p.m. | ||
| Sat., 5/11 | V Baseball | Wilton | Away - Wilton HS-Varsity Baseball Field [Directions] | 12:00 p.m. | ||
| Sat., 5/11 | V Boys Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 7:00 p.m. | ||
| Sat., 5/11 | JV Boys Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 5:00 p.m. | ||
| Mon., 5/13 | V Baseball | Fairfield Warde | Home - Brien McMahon HS-Pride Field [Directions] | 6:30 p.m. | ||
| Mon., 5/13 | JV Baseball | Fairfield Warde | Home - Roton MS [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | FR Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Mon., 5/13 | V Boys Outdoor Track | Bassick, Norwalk | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | JV Boys Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:30 p.m. | ||
| Mon., 5/13 | V Girls Outdoor Track | Bassick, Norwalk | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Softball | Fairfield Warde | Away - Fairfield Warde HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | JV Softball | Fairfield Warde | Away - Melville Park [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Boys Lacrosse | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 7:00 p.m. | ||
| Tue., 5/14 | JV Boys Lacrosse | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Girls Lacrosse | Trumbull | Home - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Tue., 5/14 | JV Girls Lacrosse | Trumbull | Home - Brien McMahon HS-Casagrande Field [Directions] | 4:45 p.m. | ||
| Wed., 5/15 | V Baseball | Darien | Home - Brien McMahon HS-Pride Field [Directions] | 6:00 p.m. | ||
| Wed., 5/15 | JV Baseball | Darien | Home - Roton MS [Directions] | 4:00 p.m. | ||
| Wed., 5/15 | FR Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | Canceled | Cancelled | |
| Wed., 5/15 | JV Boys Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:15 p.m. | ||
| Wed., 5/15 | V Softball | Darien | Away - Darien HS-DHS Softball - Varsity Field [Directions] | 4:00 p.m. | ||
| Thu., 5/16 | JV Boys Volleyball | Bridgeport Central | Away - Bridgeport Central HS-The Barry McLeod Court [Directions] | 6:00 p.m. | ||
| Fri., 5/17 | V Girls Lacrosse | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 4:30 p.m. | ||
| Fri., 5/17 | JV Girls Lacrosse | Southington | Away - Southington HS-8 SubVLacrosse/Soccer [Directions] | 6:15 p.m. | ||