| Stamford 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 255 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/23 | V Football | Joint Practice at Westhill High School | Away - Not Listed-Westhill HS | 3:30 p.m. | ||
| Tue., 8/29 | V Football | Joint practice/scrimmage at Bunnell | Away - Not Listed-Bunnell HS | 4:00 p.m. | ||
| Tue., 8/29 | V Boys Soccer | New Canaan (Scrim.) | Away - Saxe MS-Field 1 [Directions] | 4:30 p.m. | W 3-0 | |
| Tue., 8/29 | JV Boys Soccer | New Canaan (Scrim.) | Away - Saxe MS-Field 2 [Directions] | 4:30 p.m. | ||
| Tue., 8/29 | V Field Hockey | Immaculate (Scrim.) | Away - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | ||
| Wed., 8/30 | V Girls Soccer | New Milford (Scrim.) | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 6:00 p.m. | ||
| Thu., 8/31 | V Boys Soccer | Wilton (Scrim.) | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:30 p.m. | W 2-1 | |
| Thu., 8/31 | V Girls Volleyball | New Rochelle (NY) (Scrim.) | Home - Stamford HS-Kuczo Gymnasium [Directions] | 3:00 p.m. | ||
| Fri., 9/1 | V Football | Brien McMahon (Scrim.) | Away - Brien McMahon HS-Casagrande Field [Directions] | 5:30 p.m. | ||
| Fri., 9/1 | FR Football | Brien McMahon (Scrim.) | Home - Stamford HS-Boyle Stadium [Directions] | 5:00 p.m. | ||
| Sat., 9/2 | V Field Hockey | Norwalk Play Day | Away - Not Listed-Norwalk HS | TBA | ||
| Sat., 9/2 | V Girls Volleyball | Joel Barlow (Scrim.) | Home - Stamford HS-Kuczo Gymnasium [Directions] | 9:30 a.m. | ||
| Tue., 9/5 | V Boys Soccer | Bethel (Scrim.) | Away - Bethel HS-MS Turf Soccer Field [Directions] | 5:30 p.m. | T 1-1 | |
| Tue., 9/5 | JV Boys Soccer | Bethel (Scrim.) | Away - Bethel HS-Rockwell Field [Directions] | 5:30 p.m. | ||
| Tue., 9/5 | V Girls Volleyball | Westhill (Scrim.) | Home - Stamford HS-Kuczo Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 9/6 | V Field Hockey | Shelton (Scrim.) | Away - Shelton HS-Finn Stadium [Directions] | 5:30 p.m. | ||
| Wed., 9/6 | JV Field Hockey | Shelton (Scrim.) | Away - Shelton HS-Finn Stadium [Directions] | 7:00 p.m. | ||
| Wed., 9/6 | V Girls Volleyball | Greenwich (Scrim.) | Away - Greenwich HS-Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 9/8 | V Football | Norwich Free Academy | Home - Stamford HS-Boyle Stadium [Directions] | 5:00 p.m. | W 42-27 | |
| Fri., 9/8 | JV Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Grass Field [Directions] | 4:30 p.m. | ||
| Fri., 9/8 | V Girls Swimming and Diving | Fairfield Ludlowe | Home - Westhill HS-Westhill Pool [Directions] | 3:30 p.m. | ||
| Fri., 9/8 | V Girls Volleyball | Norwalk | Home - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Sat., 9/9 | V Boys Cross Country | Wilton Invitational | Away - Not Listed-Wilton HS | 9:00 a.m. | ||
| Sat., 9/9 | JV Football | Brien McMahon | Home - Stamford HS-Boyle Stadium [Directions] | 11:00 a.m. | L 42-0 | |
| Sat., 9/9 | FR Football | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 12:00 p.m. | L 37-19 | |
| Sat., 9/9 | V Boys Soccer | East Hartford | Home - Farmington Sports Arena-Field 3 [Directions] | 3:00 p.m. | T 1-1 | |
| Sat., 9/9 | V Girls Cross Country | Wilton Invitational | Away - Not Listed-White Oak, PA | 9:00 a.m. | ||
| Sat., 9/9 | V Girls Soccer | Harding | Away - Warren Harding HS-Lewis Field [Directions] | 10:30 a.m. | W 8-0 | |
| Sat., 9/9 | V Girls Volleyball | Brien McMahon | Home - Stamford HS-Kuczo Gymnasium [Directions] | 2:00 p.m. | L 2-3 | |
| Mon., 9/11 | V Field Hockey | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 7:00 p.m. | L 0-3 | |
| Mon., 9/11 | JV Field Hockey | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 5:30 p.m. | ||
| Mon., 9/11 | JV Girls Soccer | Brien McMahon | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | Postponed | ||
| Tue., 9/12 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 4:00 p.m. | W 3-2 | |
| Tue., 9/12 | JV Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 5:45 p.m. | ||
| Tue., 9/12 | FR Boys Soccer | Brien McMahon | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Girls Soccer | Brien McMahon | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 1-2 | |
| Wed., 9/13 | V Boys Cross Country | Westhill, Fairfield Warde, Norwalk | Away - Scofield Magnet MS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | V Boys Soccer | Bridgeport Central | Away - Bridgeport Central-Kennedy Stadium Turf [Directions] | 6:15 p.m. | W 5-2 | |
| Wed., 9/13 | JV Boys Soccer | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium [Directions] | 4:30 p.m. | ||
| Wed., 9/13 | V Girls Cross Country | Westhill, Fairfield Warde, Norwalk | Away - Scofield Magnet MS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | V Girls Soccer | Bridgeport Central | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:30 p.m. | W 8-0 | |
| Wed., 9/13 | V Girls Swimming and Diving | Trumbull | Home - Westhill HS-Westhill Pool [Directions] | 3:30 p.m. | ||
| Thu., 9/14 | V Football | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 6:00 p.m. | L 14-28 | |
| Thu., 9/14 | V Field Hockey | Fairfield Warde | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | W 1-0 | |
| Thu., 9/14 | JV Field Hockey | Fairfield Warde | Home - Stamford HS-Boyle Stadium [Directions] | 5:30 p.m. | ||
| Mon., 9/18 | V Girls Soccer | Darien | Away - Darien HS-[CIAC] Willow Brook Park [Directions] | 4:00 p.m. | L 0-4 | |
| Mon., 9/18 | JV Girls Soccer | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 9/18 | V Girls Volleyball | Harding | Away - Warren Harding HS-Gym [Directions] | 6:15 p.m. | W 3-0 | |
| Mon., 9/18 | JV Girls Volleyball | Harding | Away - Warren Harding HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 9/19 | V Boys Cross Country | Trumbull, Bridgeport Central, Ridgefield | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Boys Soccer | Darien | Away - Darien HS-[CIAC] Willow Brook Park [Directions] | 4:00 p.m. | W 2-1 | |
| Tue., 9/19 | JV Boys Soccer | Darien | Home - Trinity Catholic-Alumni Field [Directions] | 4:30 p.m. | ||
| Tue., 9/19 | FR Boys Soccer | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | Trumbull, Bridgeport Central, Ridgefield | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | L 1-3 | |
| Tue., 9/19 | JV Field Hockey | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 6:30 p.m. | ||
| Wed., 9/20 | V Girls Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | 4:30 p.m. | L 1-5 | |
| Wed., 9/20 | JV Girls Soccer | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 4:30 p.m. | ||
| Wed., 9/20 | V Girls Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:40 p.m. | ||
| Wed., 9/20 | V Girls Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 9/20 | JV Girls Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/21 | FR Football | Simsbury | Home - Stamford HS-Boyle Stadium [Directions] | 5:00 p.m. | W 27-2 | |
| Thu., 9/21 | V Boys Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | 4:00 p.m. | T 1-1 | |
| Thu., 9/21 | JV Boys Soccer | Staples | Home - Trinity Catholic-Alumni Field [Directions] | 4:30 p.m. | ||
| Thu., 9/21 | FR Boys Soccer | Staples | Away - Staples HS-Wakeman Field E (grass) [Directions] | 4:30 p.m. | ||
| Fri., 9/22 | V Football | Simsbury | Away - Holden Field-Turf [Directions] | 6:30 p.m. | W 27-7 | |
| Fri., 9/22 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:00 p.m. | L 0-4 | |
| Fri., 9/22 | JV Girls Soccer | Ridgefield | Away - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 9/22 | V Girls Volleyball | St. Joseph | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | L 0-3 | |
| Fri., 9/22 | JV Girls Volleyball | St. Joseph | Home - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 9/22 | FR Girls Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 4:30 p.m. | ||
| Sat., 9/23 | JV Football | Simsbury | Home - Stamford HS-Boyle Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/23 | V Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 11:00 a.m. | T 0-0 | |
| Sat., 9/23 | JV Boys Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 11:00 a.m. | ||
| Sat., 9/23 | FR Boys Soccer | Ridgefield | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 10:00 a.m. | ||
| Sat., 9/23 | V Field Hockey | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 12:00 p.m. | L 1-2 | |
| Sat., 9/23 | JV Field Hockey | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 1:30 p.m. | ||
| Tue., 9/26 | V Boys Soccer | New Canaan | Home - West Beach Field [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 9/26 | JV Boys Soccer | New Canaan | Home - Trinity Catholic-Gaglio Field [Directions] | 4:30 p.m. | ||
| Wed., 9/27 | V Boys Cross Country | Danbury, Darien, Fairfield Ludlowe | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | V Girls Cross Country | Danbury, Darien, Fairfield Ludlowe | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | V Field Hockey | Westhill | Home - Stamford HS-Boyle Stadium [Directions] | 6:15 p.m. | W 1-0 | |
| Wed., 9/27 | JV Field Hockey | Westhill | Home - Stamford HS-Boyle Stadium [Directions] | 5:00 p.m. | ||
| Wed., 9/27 | V Girls Soccer | Danbury | Home - West Beach Field [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 9/27 | JV Girls Soccer | Danbury | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:15 p.m. | ||
| Wed., 9/27 | V Girls Swimming and Diving | Norwalk/McMahon | Home - Westhill HS-Westhill Pool [Directions] | 3:30 p.m. | ||
| Wed., 9/27 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 4:00 p.m. | L 2-3 | |
| Wed., 9/27 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 9/28 | FR Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 5:00 p.m. | L 27-7 | |
| Thu., 9/28 | V Boys Soccer | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 6:30 p.m. | L 2-1 | |
| Thu., 9/28 | JV Boys Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 6:30 p.m. | ||
| Thu., 9/28 | FR Boys Soccer | Danbury | Home - Trinity Catholic-Gaglio Field [Directions] | 4:30 p.m. | ||
| Thu., 9/28 | V Girls Volleyball | Bridgeport Central | Away - Bridgeport Central-Barry McLeod Court [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 9/28 | JV Girls Volleyball | Bridgeport Central | Away - Bridgeport Central-Barry McLeod Court [Directions] | 4:00 p.m. | ||
| Thu., 9/28 | FR Girls Volleyball | Brien McMahon | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 9/29 | JV Field Hockey | Ridgefield | Home - Stamford HS-Boyle Stadium [Directions] | Postponed | ||
| Fri., 9/29 | JV Girls Soccer | New Canaan | Away - New Canaan HS-WTT #2 [Directions] | Postponed | ||
| Fri., 9/29 | V Girls Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | 4:00 p.m. | ||
| Sat., 9/30 | V Football | St. Joseph | Home - Stamford HS-Boyle Stadium [Directions] | 12:00 p.m. | L 16-17 | |
| Sat., 9/30 | FR Boys Soccer | New Canaan | Away - Saxe MS-Field 1 [Directions] | Postponed | ||
| Sat., 9/30 | V Field Hockey | Ridgefield | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | L 0-4 | |
| Sat., 9/30 | V Girls Volleyball | Weston | Away - Weston HS-Gym (New) [Directions] | 10:30 a.m. | W 3-1 | |
| Sat., 9/30 | JV Girls Volleyball | Weston | Away - Weston HS-Gym (New) [Directions] | 12:00 p.m. | ||
| Sat., 9/30 | FR Girls Volleyball | Weston | Away - Weston HS-Gym (Old) [Directions] | 10:30 a.m. | ||
| Mon., 10/2 | JV Football | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 4:30 p.m. | L 21-8 | |
| Tue., 10/3 | V Boys Cross Country | New Canaan, Greenwich, St. Joseph | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | FR Boys Soccer | Westhill | Away - Trinity Catholic-Gaglio Field [Directions] | 4:30 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | New Canaan, Greenwich, St. Joseph | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Field Hockey | Danbury | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | W 1-0 | |
| Tue., 10/3 | JV Field Hockey | Danbury | Home - Stamford HS-Boyle Stadium [Directions] | 5:30 p.m. | ||
| Tue., 10/3 | V Girls Soccer | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 4:00 p.m. | W 3-1 | |
| Tue., 10/3 | JV Girls Soccer | Westhill | Away - Rippowan MS-Rippowam Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Darien | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | L 0-3 | |
| Tue., 10/3 | JV Girls Volleyball | Darien | Home - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 10/3 | FR Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/4 | V Boys Soccer | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 4:00 p.m. | L 4-1 | |
| Wed., 10/4 | JV Boys Soccer | Westhill | Home - West Beach Field [Directions] | 4:00 p.m. | ||
| Thu., 10/5 | V Field Hockey | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 4:30 p.m. | L 0-4 | |
| Thu., 10/5 | JV Field Hockey | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 6:00 p.m. | ||
| Thu., 10/5 | V Girls Soccer | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 5:30 p.m. | T 0-0 | |
| Thu., 10/5 | JV Girls Soccer | Trumbull | Away - Trumbull HS-JV Grass Field [Directions] | 4:30 p.m. | ||
| Thu., 10/5 | V Girls Swimming and Diving | Staples | Away - Staples HS-Staples High School Pool [Directions] | 4:30 p.m. | ||
| Thu., 10/5 | V Girls Volleyball | Staples | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | L 0-3 | |
| Thu., 10/5 | JV Girls Volleyball | Staples | Home - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 10/5 | FR Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:30 p.m. | ||
| Fri., 10/6 | V Boys Soccer | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 5:30 p.m. | L 2-1 | |
| Fri., 10/6 | JV Boys Soccer | Trumbull | Away - Trumbull HS-JV Grass Field [Directions] | 4:30 p.m. | ||
| Fri., 10/6 | FR Boys Soccer | Trumbull | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Fri., 10/6 | V Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/6 | JV Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/7 | V Boys Cross Country | Wickham Invitational | Away - Not Listed-Wickham Park | Canceled | Cancelled | |
| Sat., 10/7 | V Girls Cross Country | Wickham Invitational | Away - Not Listed-Wickham Park | Canceled | Cancelled | |
| Sat., 10/7 | V Girls Soccer | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 1:00 p.m. | L 0-3 | |
| Sat., 10/7 | FR Girls Volleyball | Ridgefield | Home - Stamford HS-Kuczo Gymnasium [Directions] | 10:00 a.m. | ||
| Mon., 10/9 | V Field Hockey | Wilton | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | L 0-4 | |
| Mon., 10/9 | JV Field Hockey | Wilton | Home - Stamford HS-Boyle Stadium [Directions] | 5:30 p.m. | ||
| Mon., 10/9 | V Girls Soccer | Greenwich | Away - Greenwich HS-Field 3 [Directions] | 4:30 p.m. | L 0-1 | |
| Mon., 10/9 | JV Girls Soccer | Greenwich | Away - Greenwich HS-Cos Cob Park, Benvenuto Field [Directions] | 4:30 p.m. | ||
| Mon., 10/9 | V Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 12:00 p.m. | W 3-1 | |
| Mon., 10/9 | JV Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 1:30 p.m. | ||
| Mon., 10/9 | FR Girls Volleyball | Danbury | Away - Danbury HS-New Gym [Directions] | 12:00 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 4:30 p.m. | T 0-0 | |
| Tue., 10/10 | JV Boys Soccer | Greenwich | Home - Trinity Catholic-Alumni Field [Directions] | 4:30 p.m. | ||
| Tue., 10/10 | FR Boys Soccer | Greenwich | Away - Greenwich HS-Cos Cob Park, Benvenuto Field [Directions] | 4:30 p.m. | ||
| Wed., 10/11 | V Boys Cross Country | Wilton, Brien McMahon, Staples | Away - Allen's Meadow-XC Course [Directions] | 4:00 p.m. | ||
| Wed., 10/11 | V Girls Cross Country | Wilton, Brien McMahon, Staples | Away - Allen's Meadow-XC Course [Directions] | 4:00 p.m. | ||
| Wed., 10/11 | V Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 7:00 p.m. | L 0-4 | |
| Wed., 10/11 | JV Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 5:00 p.m. | ||
| Wed., 10/11 | V Girls Swimming and Diving | St. Joseph | Home - Westhill HS-Westhill Pool [Directions] | 3:30 p.m. | ||
| Wed., 10/11 | V Girls Volleyball | New Canaan | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 10/11 | JV Girls Volleyball | New Canaan | Home - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/11 | FR Girls Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/12 | FR Football | Fairfield Ludlowe | Home - Stamford HS-Boyle Stadium [Directions] | 5:00 p.m. | L 34-16 | |
| Thu., 10/12 | V Girls Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 7:00 p.m. | L 5-0 | |
| Thu., 10/12 | JV Girls Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-RLMS [Directions] | 4:00 p.m. | ||
| Fri., 10/13 | V Boys Soccer | Fairfield Ludlowe | Home - West Beach Field [Directions] | 4:00 p.m. | L 2-1 | |
| Fri., 10/13 | FR Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-RLMS [Directions] | 4:30 p.m. | ||
| Fri., 10/13 | V Field Hockey | Darien | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | L 0-6 | |
| Fri., 10/13 | JV Field Hockey | Darien | Home - Stamford HS-Boyle Stadium [Directions] | 5:30 p.m. | ||
| Fri., 10/13 | V Girls Volleyball | Westhill | Home - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/13 | JV Girls Volleyball | Westhill | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/13 | FR Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/14 | V Football | Bridgeport Central | Away - Bridgeport Central-Kennedy Stadium Turf [Directions] | 11:00 a.m. | W 58-6 | |
| Sat., 10/14 | JV Boys Soccer | Fairfield Ludlowe | Home - TBA [Directions] | Postponed | ||
| Mon., 10/16 | V Girls Soccer | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 6:30 p.m. | L 1-2 | |
| Mon., 10/16 | JV Girls Soccer | Fairfield Warde | Away - Fairfield Warde HS-Grass Utility Field [Directions] | 4:30 p.m. | ||
| Mon., 10/16 | V Girls Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 10/16 | JV Girls Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 4:30 p.m. | ||
| Mon., 10/16 | FR Girls Volleyball | Trumbull | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 10/17 | V Boys Soccer | Fairfield Warde | Home - West Beach Field [Directions] | 4:00 p.m. | W 4-0 | |
| Tue., 10/17 | JV Boys Soccer | Fairfield Warde | Home - Trinity Catholic-Gaglio Field [Directions] | 4:30 p.m. | ||
| Tue., 10/17 | FR Boys Soccer | Fairfield Warde | Away - Fairfield Warde HS-Ward HS Grass #1 [Directions] | 4:30 p.m. | ||
| Tue., 10/17 | V Field Hockey | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 6:00 p.m. | OT-L 0-1 | |
| Tue., 10/17 | JV Field Hockey | Greenwich | Away - Greenwich HS-Field 3 [Directions] | 4:00 p.m. | ||
| Tue., 10/17 | V Girls Swimming and Diving | Fairfield Warde | Away - Fairfield University-Pool [Directions] | 4:00 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 | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 5:00 p.m. | L 28-26 | |
| 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 | Norwalk | Home - West Beach Field [Directions] | 4:15 p.m. | W 3-0 | |
| Wed., 10/18 | JV Girls Soccer | Norwalk | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | Canceled | Cancelled | |
| Wed., 10/18 | V Girls Volleyball | Greenwich | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | L 0-3 | |
| Wed., 10/18 | JV Girls Volleyball | Greenwich | Home - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/18 | FR Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/19 | V Boys Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | W 3-0 | |
| Thu., 10/19 | JV Boys Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 5:00 p.m. | ||
| Thu., 10/19 | FR Boys Soccer | Norwalk | Home - Trinity Catholic-Gaglio Field [Directions] | 4:30 p.m. | ||
| Thu., 10/19 | V Field Hockey | Staples | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | L 0-4 | |
| Thu., 10/19 | JV Field Hockey | Staples | Home - Stamford HS-Boyle Stadium [Directions] | 5:30 p.m. | ||
| Fri., 10/20 | V Football | Staples | Away - Staples HS-Staples Stadium [Directions] | 7:00 p.m. | L 10-21 | |
| Fri., 10/20 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 4:30 p.m. | L 0-5 | |
| Fri., 10/20 | JV Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Grass Field [Directions] | Postponed | ||
| Fri., 10/20 | V Girls Volleyball | Fairfield Ludlowe | Home - Stamford HS-Kuczo Gymnasium [Directions] | 5:30 p.m. | L 2-3 | |
| Fri., 10/20 | JV Girls Volleyball | Fairfield Ludlowe | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/20 | FR Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 4:30 p.m. | ||
| Sat., 10/21 | V Boys Soccer | St. Joseph | Home - Westhill HS-Westhill Front Turf Field [Directions] | 2:00 p.m. | W 4-0 | |
| Sat., 10/21 | V Field Hockey | New Fairfield | Home - Stamford HS-Boyle Stadium [Directions] | 11:00 a.m. | T 1-1 | |
| Sat., 10/21 | JV Field Hockey | New Fairfield | Home - Stamford HS-Boyle Stadium [Directions] | 12:30 p.m. | ||
| Mon., 10/23 | V Girls Soccer | Wilton | Home - West Beach Field [Directions] | 4:00 p.m. | W 2-1 | |
| Mon., 10/23 | JV Girls Soccer | Wilton | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:30 p.m. | ||
| Mon., 10/23 | V Girls Swimming and Diving | Danbury | Away - WCSU O'Neill Center Pool [Directions] | 3:45 p.m. | ||
| Mon., 10/23 | V Girls Volleyball | Fairfield Warde | Home - Stamford HS-Kuczo Gymnasium [Directions] | 6:00 p.m. | L 0-3 | Senior Knight |
| Mon., 10/23 | JV Girls Volleyball | Fairfield Warde | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 10/23 | FR Girls Volleyball | Fairfield Warde | Home - Stamford HS-SHS Aux Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/24 | V Boys Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | W 5-0 | |
| Tue., 10/24 | JV Boys Soccer | Wilton | Away - Allen's Meadow-Field 2 [Directions] | 4:30 p.m. | ||
| Tue., 10/24 | FR Boys Soccer | Wilton | Home - Trinity Catholic-Gaglio Field [Directions] | 4:30 p.m. | ||
| Tue., 10/24 | V Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 0-2 | |
| Tue., 10/24 | JV Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 5:30 p.m. | ||
| Wed., 10/25 | V Girls Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 10/25 | JV Girls Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/25 | FR Girls Volleyball | Norwalk | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/26 | FR Football | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 4:30 p.m. | L 21-12 | |
| Thu., 10/26 | V Field Hockey | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 4:30 p.m. | W 3-0 | |
| Thu., 10/26 | JV Field Hockey | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 6:00 p.m. | ||
| Fri., 10/27 | V Boys Soccer | Fairfield Ludlowe | Home - West Beach Field [Directions] | 3:15 p.m. | W 1-1 (4-2 PKs) | |
| Fri., 10/27 | V Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:45 p.m. | W 3-2 | |
| Fri., 10/27 | JV Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:30 p.m. | ||
| Fri., 10/27 | FR Girls Volleyball | Wilton | Home - Stamford HS-Kuczo Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/28 | V Football | Trumbull | Home - Stamford HS-Boyle Stadium [Directions] | 1:00 p.m. | W 34-14 | PINK OUT |
| Sat., 10/28 | JV Girls Swimming and Diving | Greenwich, Danbury, Darien, Fairfield Ludlowe, New Canaan, Norwalk/McMahon, Ridgefield, St. Joseph, Staples, Trumbull, Wilton | Away - Greenwich HS-Pool | 9:30 a.m. | ||
| Sat., 10/28 | JV Girls Volleyball | Fairfield Warde, Brien McMahon, Darien, Fairfield Ludlowe, Greenwich Country Day, Greenwich, Shelton, Trumbull, Weston | Away - Fairfield Warde HS-Large Gym | 9:00 a.m. | ||
| Mon., 10/30 | JV Football | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 6:00 p.m. | L 35-12 | |
| Mon., 10/30 | V Boys Soccer | Staples | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 5:00 p.m. | W 2-1 | |
| 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 Swimming and Diving | Greenwich, Danbury, Darien, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk/McMahon, Ridgefield, St. Joseph, Staples, Trumbull, Wilton | Away - Greenwich HS-Pool | 5:30 p.m. | ||
| Thu., 11/2 | FR Football | Fairfield Warde | Home - Stamford HS-Boyle Stadium [Directions] | 5:00 p.m. | W 13-12 | |
| Thu., 11/2 | V Boys Soccer | Trumbull | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 3-2 (ET) | |
| Fri., 11/3 | V Football | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:30 p.m. | W 37-7 | |
| Sat., 11/4 | V Girls Swimming and Diving | Greenwich, Danbury, Darien, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk/McMahon, Ridgefield, St. Joseph, Staples, Trumbull, 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 | JV Football | Ridgefield | Home - Stamford HS-Boyle Stadium [Directions] | Canceled | Cancelled | |
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Mon., 11/6 | V Girls Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | ||
| Tue., 11/7 | V Boys Soccer | New Milford | Home - Trinity Catholic-Gaglio Field [Directions] | 5:00 p.m. | W 4-0 | Cannot enter the field until 4:30. Game is on main stadium field |
| Tue., 11/7 | V Girls Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 6:00 p.m. | ||
| Thu., 11/9 | FR Football | Westhill | Home - Stamford HS-Boyle Stadium [Directions] | 5:00 p.m. | W 47-8 | |
| Thu., 11/9 | V Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | W 4-1 | |
| Thu., 11/9 | V Girls Swimming and Diving | CIAC Class LL Diving Championship | Away - Sheehan | 5:30 p.m. | ||
| Sat., 11/11 | V Football | Danbury | Home - Stamford HS-Boyle Stadium [Directions] | 1:00 p.m. | W 44-7 | |
| Sat., 11/11 | V Boys Soccer | Westhill | Home - On The Road-Darien HS Stadium [Directions] | 10:00 a.m. | W 2-0 | Game will be played at Darien HS Stadium |
| Sat., 11/11 | V Girls Swimming and Diving | CIAC Class LL Qualifying Meet | Away - Cornerstone Pool | 4:30 p.m. | ||
| Mon., 11/13 | JV Football | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 5:00 p.m. | L 40-0 | |
| Tue., 11/14 | V Girls Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan | 6:00 p.m. | ||
| Wed., 11/15 | V Boys Soccer | Greenwich | Away - Norwalk HS - Ray Barry Field-Stadium [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 11/16 | V Girls Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 11/18 | JV Football | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 11:00 a.m. | L 16-2 | |
| Sat., 11/18 | V Boys Soccer | Hall | Away - Trinity Health Stadium-Dillon Stadium [Directions] | 6:15 p.m. | L 1-0 | |
| Sun., 11/19 | V Girls Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Thu., 11/23 | V Football | Westhill | Home - Stamford HS-Boyle Stadium [Directions] | 10:00 a.m. | W 35-6 | |
| Tue., 11/28 | V Football | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 6:30 p.m. | L 21-47 | |
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Sat., 1/27 | V Boys Cross Country | FCIAC West Divisional | Away - Not Listed-Staples HS | 10:00 a.m. | ||