| 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 393 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | FR Football | Sheehan | Home - Trinity Catholic Alumni Field | TBA | Cancelled | |
| TBA | V Boys Golf | Westhill, Stamford | Away - Woodway [Directions] | 1:00 p.m. | 167-177-201 | |
| Tue., 8/27 | V Girls Soccer | King and Low-Heywood Thomas (Scrim.) | Away | 3:15 p.m. | ||
| Thu., 8/29 | V Boys Soccer | Darien (Scrim.) | Away - DHS Turf #2 [Directions] | 4:00 p.m. | ||
| Thu., 8/29 | V Girls Soccer | St. Lukes (Scrim.) | Away | 4:00 p.m. | ||
| Sat., 8/31 | V Football | New Canaan (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Tue., 9/3 | V Girls Soccer | Blind Brook (NY) (Scrim.) | Away | 4:00 p.m. | ||
| Wed., 9/4 | V Football | Norwalk (Scrim.) | Away - Testa Field, NHS [Directions] | 6:00 p.m. | ||
| Fri., 9/6 | V Boys Soccer | St. Lukes (Scrim.) | Home - Trinity Catholic Soccer Field | 4:00 p.m. | ||
| Tue., 9/10 | V Boys Cross Country | New Canaan, Norwalk, Harding, Bridgeport Central | Away - Trumbull High School [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Boys Soccer | Stamford | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 4-0 | |
| Tue., 9/10 | V Girls Cross Country | Bridgeport Central, Harding, New Canaan, Norwalk | Away - Trumbull High School [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Volleyball | Westhill | Home - Walsh Court | 5:30 p.m. | L 3-0 | |
| Tue., 9/10 | JV Girls Volleyball | Westhill | Home - Walsh Court | 4:00 p.m. | ||
| Wed., 9/11 | V Girls Soccer | St. Joseph | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 6-1 | |
| Thu., 9/12 | V Boys Soccer | Bridgeport Central | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 7-0 | |
| Thu., 9/12 | V Girls Volleyball | Bassick | Away [Directions] | 4:00 p.m. | W 3-0 | |
| Thu., 9/12 | JV Girls Volleyball | Bassick | Away [Directions] | 5:30 p.m. | ||
| Fri., 9/13 | V Football | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 4:30 p.m. | L 26-63 | |
| Fri., 9/13 | V Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 3:00 p.m. | L 7-0 | |
| Fri., 9/13 | V Girls Volleyball | Jonathan Law | Away - Jonathan Law New Gym [Directions] | 5:30 p.m. | L 3-0 | |
| Fri., 9/13 | JV Girls Volleyball | Jonathan Law | Away - Jonathan Law New Gym [Directions] | 3:45 p.m. | ||
| Mon., 9/16 | V Boys Soccer | Trumbull | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 5-0 | |
| Mon., 9/16 | V Girls Volleyball | Bridgeport Central | Home - Walsh Court | 5:30 p.m. | W 3-0 | |
| Mon., 9/16 | JV Girls Volleyball | Bridgeport Central | Home - Walsh Court | 4:00 p.m. | ||
| Tue., 9/17 | V Boys Cross Country | Brien McMahon, Staples, Bassick, Wilton | Away - Waveny Park-New Canaan [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Girls Cross Country | Bassick, Brien McMahon, Staples, Wilton | Away [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Girls Soccer | Fairfield Warde | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 7-0 | |
| Wed., 9/18 | V Boys Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | 6:00 p.m. | L 5-0 | |
| Wed., 9/18 | V Girls Volleyball | Wilton | Home - Walsh Court | 5:30 p.m. | W 3-2 | |
| Wed., 9/18 | JV Girls Volleyball | Wilton | Home - Walsh Court | 4:00 p.m. | ||
| Thu., 9/19 | FR Football | Westhill | Home - Trinity Catholic Alumni Field | 4:00 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Greenwich | Away - Cardinal Stadium [Directions] | 4:00 p.m. | L 8-0 | |
| Fri., 9/20 | V Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 4:15 p.m. | L 7-0 | |
| Fri., 9/20 | V Girls Soccer | Norwalk | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 3-0 | |
| Fri., 9/20 | V Girls Volleyball | Darien | Away [Directions] | 4:00 p.m. | L 3-0 | |
| Fri., 9/20 | JV Girls Volleyball | Darien | Away [Directions] | 5:30 p.m. | ||
| Sat., 9/21 | V Football | Westhill | Away - Westhill Football Field [Directions] | 2:00 p.m. | L 8-14 | |
| Mon., 9/23 | JV Football | Westhill | Away - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Mon., 9/23 | V Boys Soccer | New Canaan | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 3-1 | |
| Tue., 9/24 | V Boys Cross Country | Fairfield Ludlowe, Westhill, Greenwich, New Canaan | Away [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | Fairfield Ludlowe, Westhill, Greenwich, New Canaan | Away [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 4:15 p.m. | L 7-0 | |
| Wed., 9/25 | V Girls Volleyball | Trumbull | Home - Walsh Court | 5:30 p.m. | L 3-0 | |
| Wed., 9/25 | JV Girls Volleyball | Trumbull | Home - Walsh Court | 4:00 p.m. | ||
| Thu., 9/26 | FR Football | Fairfield Warde | Home - Trinity Catholic Alumni Field | 4:00 p.m. | ||
| Thu., 9/26 | V Girls Soccer | New Canaan | Away - Connor Field [Directions] | 4:00 p.m. | L 8-0 | |
| Fri., 9/27 | V Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 7:00 p.m. | L 7-13 | |
| Fri., 9/27 | V Boys Soccer | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | 4:00 p.m. | L 4-2 | |
| Fri., 9/27 | V Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | L 3-1 | |
| Fri., 9/27 | JV Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:30 p.m. | ||
| Sat., 9/28 | JV Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 10:00 a.m. | ||
| Mon., 9/30 | V Girls Volleyball | Stamford | Home - Walsh Court | 5:30 p.m. | L 3-0 | |
| Mon., 9/30 | JV Girls Volleyball | Stamford | Home - Walsh Court | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Cross Country | New Canaan, Fairfield Warde, Darien, Stamford | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Soccer | Staples | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 5-0 | |
| Tue., 10/1 | V Girls Cross Country | New Canaan, Fairfield Warde, Darien, Stamford | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Girls Soccer | Trumbull | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 7-0 | |
| Wed., 10/2 | V Girls Volleyball | Ridgefield | Home - Walsh Court | 4:00 p.m. | L 3-0 | |
| Wed., 10/2 | JV Girls Volleyball | Ridgefield | Home - Walsh Court | 5:30 p.m. | ||
| Thu., 10/3 | FR Football | Greenwich | Away - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | V Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | 7:15 p.m. | L 5-0 | |
| Fri., 10/4 | V Girls Soccer | Darien | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 8-0 | |
| Fri., 10/4 | V Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 5:30 p.m. | L 1-3 | |
| Fri., 10/4 | JV Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | V Football | Greenwich | Home - Trinity Catholic Alumni Field | 2:00 p.m. | L 14-42 | |
| Mon., 10/7 | JV Football | Greenwich | Home - Trinity Catholic Alumni Field | 4:00 p.m. | Cancelled | |
| Mon., 10/7 | V Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | 5:30 p.m. | L 3-0 | |
| Mon., 10/7 | JV Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Boys Cross Country | New Canaan, St. Joseph, Danbury, Ridgefield | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Boys Soccer | Greenwich | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 4-0 | |
| Tue., 10/8 | V Girls Cross Country | New Canaan, St. Joseph, Danbury, Ridgefield | Away - Waveny Park [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | L 6-1 | |
| Wed., 10/9 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | 4:00 p.m. | L 3-0 | |
| Wed., 10/9 | V Girls Volleyball | New Canaan | Home - Walsh Court | 5:30 p.m. | L 3-0 | |
| Wed., 10/9 | JV Girls Volleyball | New Canaan | Home - Walsh Court | 4:00 p.m. | ||
| Thu., 10/10 | V Girls Soccer | Danbury | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 7-0 | |
| Fri., 10/11 | V Boys Soccer | Wilton | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | L 0-3 | |
| Fri., 10/11 | V Girls Volleyball | Greenwich | Home - Walsh Court | 5:30 p.m. | L 0-3 | |
| Fri., 10/11 | JV Girls Volleyball | Greenwich | Home - Walsh Court | 4:00 p.m. | ||
| Sat., 10/12 | V Football | Foran | Home - Trinity Catholic Alumni Field | 1:00 p.m. | L 14-42 | |
| Tue., 10/15 | V Boys Soccer | Bassick | Home - Trinity Catholic Soccer Field | 4:00 p.m. | W 2-0 | |
| Tue., 10/15 | V Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Tue., 10/15 | JV Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/16 | V Girls Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | 6:00 p.m. | L 6-0 | |
| Wed., 10/16 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 10/16 | JV Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | FR Football | Darien | Home - Trinity Catholic Alumni Field | 4:00 p.m. | ||
| Thu., 10/17 | V Boys Soccer | Darien | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 1-0 | |
| Fri., 10/18 | V Girls Soccer | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | L 6-0 | |
| Fri., 10/18 | V Girls Volleyball | Staples | Home - Walsh Court | 5:30 p.m. | L 3-0 | |
| Fri., 10/18 | JV Girls Volleyball | Staples | Home - Walsh Court | 4:00 p.m. | ||
| Sat., 10/19 | V Football | Darien | Away [Directions] | 1:30 p.m. | L 29-56 | |
| Mon., 10/21 | JV Football | Darien | Away - DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 6:00 p.m. | L 10-4 | |
| Mon., 10/21 | V Girls Soccer | Wilton | Away - Wilton High School [Directions] | 4:00 p.m. | L 8-1 | |
| Mon., 10/21 | V Girls Volleyball | Danbury | Home - Walsh Court | 5:30 p.m. | L 0-3 | |
| Mon., 10/21 | JV Girls Volleyball | Danbury | Home - Walsh Court | 4:00 p.m. | ||
| Tue., 10/22 | V Girls Soccer | Bridgeport Central | Home - Trinity Catholic Soccer Field | 4:00 p.m. | L 4-3 | |
| Wed., 10/23 | V Boys Soccer | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | L 5-0 | |
| Wed., 10/23 | V Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | L 3-0 | |
| Wed., 10/23 | JV Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:45 p.m. | ||
| Thu., 10/24 | FR Football | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | V Girls Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | 4:00 p.m. | L 8-0 | |
| Fri., 10/25 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/25 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | ||
| Sat., 10/26 | V Football | St. Joseph | Home - Trinity Catholic Alumni Field | 2:30 p.m. | L 7-53 | |
| Mon., 10/28 | JV Football | St. Joseph | Home - Trinity Catholic Alumni Field | 4:00 p.m. | ||
| Thu., 10/31 | FR Football | Stamford | Away - Boyle Stadium [Directions] | 4:00 p.m. | ||
| Fri., 11/1 | V Football | Stamford | Away - Stamford High School [Directions] | 6:00 p.m. | L 15-21 | |
| Mon., 11/4 | JV Football | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | ||
| Wed., 11/6 | SO Football | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | ||
| Thu., 11/7 | FR Football | Bassick | Away [Directions] | 4:00 p.m. | Cancelled | |
| Sat., 11/9 | V Football | Bassick | Home - Trinity Catholic Alumni Field | 1:00 p.m. | L 7-13 | |
| Mon., 11/11 | JV Football | Bassick | Home - Trinity Catholic Alumni Field | 11:00 a.m. | ||
| Thu., 11/14 | FR Football | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 3:30 p.m. | ||
| Fri., 11/15 | V Football | New Canaan | Away - Dunning Stadium [Directions] | 7:00 p.m. | L 3-52 | |
| Mon., 11/18 | JV Football | Wilton | Away - Fujitani Field - Turf [Directions] | 4:00 p.m. | ||
| Thu., 11/21 | FR Football | Wilton | Away - Fujitani Field- Turf [Directions] | 4:00 p.m. | ||
| Thu., 11/28 | V Football | Wilton | Home - Trinity Catholic Alumni Field | 10:00 a.m. | L 7-26 | |
| Tue., 12/3 | V Girls Basketball | Convent of Sacred Heart (Scrim.) | Away | 5:00 p.m. | ||
| Sat., 12/7 | V Boys Basketball | Shelton (Scrim.) | Home - Walsh Court | 2:30 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Immaculate (Scrim.) | Away - Immaculate High School [Directions] | 1:00 p.m. | ||
| Mon., 12/9 | V Boys Basketball | Stamford Academy (Scrim.) | Home - Walsh Court | 4:30 p.m. | ||
| Mon., 12/9 | V Girls Basketball | Weston (Scrim.) | Away - WHS Gymnasium [Directions] | 3:15 p.m. | ||
| Wed., 12/11 | V Boys Basketball | Greenwich (Scrim.) | Away - GHS Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 12/11 | V Girls Basketball | Greenwich | Home - Walsh Court | 5:45 p.m. | L 68-32 | |
| Wed., 12/11 | JV Girls Basketball | Greenwich | Home - Walsh Court | 4:00 p.m. | ||
| Fri., 12/13 | V Boys Basketball | Newtown (Scrim.) | Home - Walsh Court | 4:15 p.m. | ||
| Fri., 12/13 | V Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:45 p.m. | L 52-26 | |
| Fri., 12/13 | JV Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 12/16 | V Boys Basketball | Kolbe Cathedral (Scrim.) | Home - Walsh Court | 4:15 p.m. | ||
| Wed., 12/18 | V Boys Basketball | Bassick | Home - Walsh Court | 7:00 p.m. | L 63-57 | |
| Wed., 12/18 | JV Boys Basketball | Bassick | Home - Walsh Court | 5:15 p.m. | ||
| Wed., 12/18 | FR Boys Basketball | Bassick | Home - Walsh Court | 4:00 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavilion [Directions] | 6:00 p.m. | W 4-2 | |
| Wed., 12/18 | V Girls Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 3:30 p.m. | W 55-21 | |
| Wed., 12/18 | JV Girls Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 12/20 | V Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 7:00 p.m. | L 60-57 | |
| Fri., 12/20 | JV Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/20 | FR Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/20 | V Girls Basketball | Trumbull | Home - Walsh Court | 5:45 p.m. | L 55-15 | |
| Fri., 12/20 | JV Girls Basketball | Trumbull | Home - Walsh Court | 4:00 p.m. | ||
| Fri., 12/27 | V Boys Basketball | St. Francis Prep (NY) | Away - St. Joseph High School | 6:00 p.m. | L 60-42 | |
| Fri., 12/27 | V Girls Basketball | Pomperaug | Away - Plainville High School [Directions] | 3:00 p.m. | L 68-22 | |
| Sat., 12/28 | V Boys Basketball | Moore Catholic (NY) | Away - St. Joseph High School | 6:00 p.m. | W 60-30 | |
| Sat., 12/28 | V Boys Ice Hockey | Conard | Home - Terry Conners Ice Rink | 7:00 p.m. | W 5-2 | |
| Sat., 12/28 | V Girls Basketball | Plainville | Away - Wood Gymnasium [Directions] | 3:00 p.m. | L 30-51 | |
| Mon., 12/30 | V Boys Basketball | St. Lukes (Scrim.) | Home - Walsh Court | 1:00 p.m. | ||
| Mon., 12/30 | V Boys Ice Hockey | Watertown-Pomperaug | Home - Terry Conners Ice Rink | 8:00 p.m. | W 8-0 | |
| Sat., 1/4 | V Boys Ice Hockey | Amity | Home - Terry Conners Ice Rink | 6:50 p.m. | W 3-2 | |
| Tue., 1/7 | V Boys Basketball | Wilton | Home - Walsh Court | 7:00 p.m. | L 59-56 | |
| Tue., 1/7 | JV Boys Basketball | Wilton | Home - Walsh Court | 5:15 p.m. | ||
| Tue., 1/7 | FR Boys Basketball | Wilton | Home - Walsh Court | 4:00 p.m. | ||
| Tue., 1/7 | V Girls Basketball | Wilton | Away - Wilton Field House [Directions] | 7:00 p.m. | L 65-32 | |
| Tue., 1/7 | JV Girls Basketball | Wilton | Away - Wilton Field House [Directions] | 5:15 p.m. | ||
| Wed., 1/8 | V Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 7:00 p.m. | L 68-55 | |
| Wed., 1/8 | JV Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:15 p.m. | Cancelled | |
| Wed., 1/8 | FR Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | Cancelled | |
| Wed., 1/8 | V Boys Ice Hockey | Norwalk | Home - Terry Conners Ice Rink | 8:30 p.m. | W 10-3 | |
| Wed., 1/8 | V Girls Basketball | Bridgeport Central | Home - Walsh Court | 5:45 p.m. | L 59-54 | |
| Wed., 1/8 | JV Girls Basketball | Bridgeport Central | Home - Walsh Court | 4:00 p.m. | ||
| Fri., 1/10 | V Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 7:00 p.m. | L 59-54 | |
| Fri., 1/10 | JV Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/10 | V Boys Ice Hockey | Greenwich | Home - Terry Conners Ice Rink | 8:40 p.m. | W 2-1 | |
| Fri., 1/10 | V Girls Basketball | Fairfield Ludlowe | Home - Walsh Court | 5:45 p.m. | L 69-34 | |
| Fri., 1/10 | JV Girls Basketball | Fairfield Ludlowe | Home - Walsh Court | 4:00 p.m. | ||
| Tue., 1/14 | V Boys Basketball | Staples | Home - Walsh Court | 7:00 p.m. | W 63-50 | |
| Tue., 1/14 | JV Boys Basketball | Staples | Home - Walsh Court | 5:15 p.m. | ||
| Tue., 1/14 | FR Boys Basketball | Staples | Home - Walsh Court | 4:00 p.m. | ||
| Tue., 1/14 | V Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | L 36-47 | |
| Tue., 1/14 | JV Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/15 | V Boys Ice Hockey | Westhill/Stamford | Home - Terry Conners Ice Rink | 6:50 p.m. | W 6-2 | |
| Thu., 1/16 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:00 p.m. | W 46-42 | |
| Thu., 1/16 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | Cancelled | |
| Fri., 1/17 | V Boys Basketball | Brien McMahon | Home - Walsh Court | 7:00 p.m. | W 54-52 | |
| Fri., 1/17 | JV Boys Basketball | Brien McMahon | Home - Walsh Court | 5:15 p.m. | ||
| Fri., 1/17 | FR Boys Basketball | Brien McMahon | Home - Walsh Court | 4:00 p.m. | ||
| Sat., 1/18 | V Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 8:50 p.m. | W 7-1 | |
| Thu., 1/23 | V Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 7:00 p.m. | W 55-54 | |
| Thu., 1/23 | JV Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/23 | FR Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/23 | V Girls Basketball | Darien | Home - Walsh Court | 5:45 p.m. | L 68-33 | |
| Thu., 1/23 | JV Girls Basketball | Darien | Home - Walsh Court | 4:00 p.m. | ||
| Fri., 1/24 | V Boys Basketball | Stamford | Home - Walsh Court | 7:00 p.m. | W 66-52 | |
| Fri., 1/24 | JV Boys Basketball | Stamford | Home - Walsh Court | 5:15 p.m. | ||
| Fri., 1/24 | FR Boys Basketball | Stamford | Home - Walsh Court | 4:00 p.m. | ||
| Fri., 1/24 | V Girls Basketball | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | L 29-69 | |
| Fri., 1/24 | JV Girls Basketball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | ||
| Sat., 1/25 | V Boys Ice Hockey | Darien | Home - Terry Conners Ice Rink | 3:10 p.m. | L 3-0 | |
| Tue., 1/28 | V Boys Basketball | Canary Islands National Team | Home - Walsh Court | 4:15 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion [Directions] | 4:00 p.m. | T 1-1 | |
| Fri., 1/31 | V Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 7:00 p.m. | W 81-46 | |
| Fri., 1/31 | JV Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:15 p.m. | ||
| Fri., 1/31 | FR Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | ||
| Fri., 1/31 | V Girls Basketball | Danbury | Home - Walsh Court | 5:45 p.m. | L 65-27 | |
| Fri., 1/31 | JV Girls Basketball | Danbury | Home - Walsh Court | 4:00 p.m. | ||
| Sat., 2/1 | V Boys Ice Hockey | New Canaan | Home - Terry Conners Ice Rink | 6:20 p.m. | L 4-1 | |
| Tue., 2/4 | V Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 7:00 p.m. | L 58-53 | |
| Tue., 2/4 | JV Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | FR Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/4 | V Girls Basketball | Norwalk | Home - Walsh Court | 5:45 p.m. | L 55-47 | |
| Tue., 2/4 | JV Girls Basketball | Norwalk | Home - Walsh Court | 4:00 p.m. | ||
| Fri., 2/7 | V Boys Basketball | New Canaan | Home - Walsh Court | 7:00 p.m. | W 61-48 | |
| Fri., 2/7 | JV Boys Basketball | New Canaan | Home - Walsh Court | 5:15 p.m. | ||
| Fri., 2/7 | FR Boys Basketball | New Canaan | Home - Walsh Court | 4:00 p.m. | ||
| Fri., 2/7 | V Boys Ice Hockey | Ridgefield | Away - Brewster Ice Rink [Directions] | 3:45 p.m. | L 5-1 | |
| Fri., 2/7 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | L 50-43 | |
| Fri., 2/7 | JV Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 2/8 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | 7:15 p.m. | W 3-1 | |
| Mon., 2/10 | V Boys Ice Hockey | Daniel Hand | Home - Terry Conners Ice Rink | 4:00 p.m. | W 3-1 | |
| Tue., 2/11 | V Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 7:00 p.m. | L 57-52 | |
| Tue., 2/11 | JV Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/11 | FR Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/11 | V Girls Basketball | Ridgefield | Home - Walsh Court | 5:45 p.m. | L 54-28 | |
| Tue., 2/11 | JV Girls Basketball | Ridgefield | Home - Walsh Court | 4:00 p.m. | ||
| Wed., 2/12 | V Boys Ice Hockey | Stamford | Home - Terry Conners Ice Rink | 5:20 p.m. | W 5-1 | |
| Fri., 2/14 | JV Boys Basketball | St. Joseph | Home - Walsh Court | 5:15 p.m. | Cancelled | |
| Fri., 2/14 | FR Boys Basketball | St. Joseph | Home - Walsh Court | 4:00 p.m. | Cancelled | |
| Fri., 2/14 | JV Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 5:15 p.m. | Cancelled | |
| Sat., 2/15 | V Boys Basketball | St. Joseph | Home - Walsh Court | 12:00 p.m. | L 73-67 | |
| Sat., 2/15 | V Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 12:00 p.m. | L 54-23 | |
| Mon., 2/17 | V Boys Basketball | Harding | Home - Walsh Court | 7:00 p.m. | W 78-62 | |
| Mon., 2/17 | JV Boys Basketball | Harding | Home - Walsh Court | 5:15 p.m. | ||
| Mon., 2/17 | FR Boys Basketball | Harding | Home - Walsh Court | 4:00 p.m. | ||
| Mon., 2/17 | V Boys Ice Hockey | North Branford | Home - Terry Conners Ice Rink | 2:00 p.m. | L 4-2 | |
| Mon., 2/17 | V Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:30 p.m. | W 62-57 | |
| Mon., 2/17 | JV Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/19 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 7:00 p.m. | W 83-58 | |
| Wed., 2/19 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/19 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 3:45 p.m. | ||
| Wed., 2/19 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Terry Conners Ice Rink | 8:30 p.m. | W 1-0 | |
| Wed., 2/19 | V Girls Basketball | Fairfield Warde | Home - Walsh Court | 5:45 p.m. | L 78-45 | |
| Wed., 2/19 | JV Girls Basketball | Fairfield Warde | Home - Walsh Court | 4:00 p.m. | ||
| Sat., 2/22 | V Boys Ice Hockey | East Haven Coop | Away - DiLungo Rink [Directions] | 12:00 p.m. | L 5-1 | |
| Mon., 2/24 | V Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 7:00 p.m. | L 59-58 | |
| Mon., 2/24 | JV Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/24 | FR Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/25 | V Boys Ice Hockey | Trumbull | Home - Terry Conners Ice Rink | 6:20 p.m. | W 6-1 | |
| Wed., 2/26 | V Boys Basketball | Westhill | Home - Walsh Court | 7:00 p.m. | L 67-63 | |
| Wed., 2/26 | JV Boys Basketball | Westhill | Home - Walsh Court | 5:15 p.m. | ||
| Wed., 2/26 | FR Boys Basketball | Westhill | Home - Walsh Court | 4:00 p.m. | ||
| Wed., 2/26 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavilion [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 3/1 | V Boys Ice Hockey | Greenwich | Home - Terry Conners Ice Rink | 2:20 p.m. | W 2-0 | |
| Tue., 3/4 | V Boys Basketball | Darien (Scrim.) | Home - Walsh Court | 3:00 p.m. | ||
| Wed., 3/5 | V Boys Ice Hockey | Darien | Away - Terry Conners Ice Rink [Directions] | 8:00 p.m. | L 3-1 | |
| Thu., 3/6 | V Boys Basketball | Wilton (Scrim.) | Home - Walsh Court | 4:00 p.m. | ||
| Mon., 3/10 | V Boys Basketball | Windsor | Away - Windsor HS [Directions] | 7:00 p.m. | L 74-50 | |
| Tue., 3/11 | V Boys Ice Hockey | Milford Coop | Home - Terry Conners Ice Rink | 7:30 p.m. | ||
| Sat., 3/29 | V Softball | Kolbe Cathedral (Scrim.) | Away - Tba [Directions] | 11:00 a.m. | ||
| Wed., 4/2 | V Baseball | Fairfield Warde (Scrim.) | Away - Tunxis Hill Park [Directions] | 3:45 p.m. | ||
| Wed., 4/2 | V Softball | Bethel (Scrim.) | Away - Kasack Field at Johnson School [Directions] | 3:45 p.m. | ||
| Thu., 4/3 | V Baseball | Greenwich (Scrim.) | Away - GHS Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 4/3 | V Softball | Weston (Scrim.) | Away - Hurlbutt El. School, Weston [Directions] | 4:15 p.m. | ||
| Sat., 4/5 | V Baseball | Shelton (Scrim.) | Away - Shelton High School Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 4/5 | V Boys Lacrosse | King and Low-Heywood Thomas (Scrim.) | Away | 11:00 a.m. | ||
| Mon., 4/7 | V Baseball | Norwalk (Scrim.) | Away - City Hall Field [Directions] | 3:30 p.m. | ||
| Wed., 4/9 | V Baseball | Stratford | Home - Trinity Catholic's Lione Field | 4:00 p.m. | W 4-2 | |
| Wed., 4/9 | V Boys Golf | Darien | Away - CC of Darien [Directions] | 3:15 p.m. | 167-193 | |
| Wed., 4/9 | V Boys Lacrosse | Darien | Away - DHS Stadium Field [Directions] | 4:00 p.m. | L 22-0 | |
| Wed., 4/9 | V Boys Tennis | Stamford | Away [Directions] | 4:00 p.m. | L 7-0 | |
| Wed., 4/9 | V Girls Tennis | Stamford | Home - Scalzi Park | 4:00 p.m. | L 6-1 | |
| Thu., 4/10 | V Baseball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | L 9-1 | |
| Thu., 4/10 | V Boys Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:15 p.m. | 170-181 | |
| Thu., 4/10 | V Boys Tennis | Bridgeport Central | Home - Scalzi Park | 4:00 p.m. | W 5-2 | |
| Thu., 4/10 | V Softball | Joel Barlow | Home - Trinity Catholic's Smith Field | 4:00 p.m. | L 13-3 | |
| Thu., 4/10 | V Girls Tennis | Bridgeport Central | Away [Directions] | 4:00 p.m. | W 7-0 | |
| Fri., 4/11 | V Baseball | Bassick | Home - Trinity Catholic's Lione Field | 4:00 p.m. | W 9-1 | |
| Fri., 4/11 | V Softball | Bassick | Away - Went Field [Directions] | 4:00 p.m. | W 18-0 | |
| Sat., 4/12 | V Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 11:00 a.m. | L 20-0 | |
| Sat., 4/12 | V Softball | Morgan | Home - Trinity Catholic's Smith Field | 1:30 p.m. | W 5-4 | |
| Mon., 4/14 | V Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 12:00 p.m. | L 12-0 | |
| Mon., 4/14 | JV Baseball | Trumbull | Away - JV Baseball Field [Directions] | 12:00 p.m. | ||
| Mon., 4/14 | FR Baseball | Trumbull | Home - Trinity Catholic's Lione Field | 12:00 p.m. | ||
| Mon., 4/14 | V Boys Tennis | Staples | Home - Scalzi Park | 3:00 p.m. | L 7-0 | |
| Mon., 4/14 | V Softball | Trumbull | Home - Trinity Catholic's Smith Field | 12:00 p.m. | L 12-0 | |
| Mon., 4/14 | V Girls Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | 3:00 p.m. | L 7-0 | |
| Wed., 4/16 | JV Baseball | Bridgeport Central | Away - Seaside Park Diamond 10 [Directions] | 12:00 p.m. | ||
| Wed., 4/16 | V Boys Lacrosse | Stratford | Away - Penders Field [Directions] | 3:00 p.m. | L 16-3 | |
| Thu., 4/17 | V Baseball | Wilton | Home - Trinity Catholic's Lione Field | 4:00 p.m. | L 9-2 | |
| Thu., 4/17 | JV Baseball | Wilton | Away - Wilton [Directions] | 12:00 p.m. | ||
| Thu., 4/17 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 12:00 p.m. | ||
| Thu., 4/17 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | 1:00 p.m. | W 11-5 | |
| Sat., 4/19 | V Baseball | Bridgeport Central | Away - Central H.S. Baseball Field [Directions] | 12:00 p.m. | W 19-2 | |
| Sat., 4/19 | V Softball | Bridgeport Central | Home - Trinity Catholic's Smith Field | 12:00 p.m. | W 14-5 | |
| Mon., 4/21 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | W 6-3 | |
| Mon., 4/21 | JV Baseball | Fairfield Ludlowe | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Mon., 4/21 | FR Baseball | Fairfield Ludlowe | Home - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Mon., 4/21 | V Boys Golf | Brien McMahon | Home - Sterling Farms | 3:15 p.m. | 161-180 | |
| Mon., 4/21 | V Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | L 12-0 | |
| Mon., 4/21 | V Boys Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | 4:00 p.m. | L 7-0 | |
| Mon., 4/21 | V Softball | Fairfield Ludlowe | Home - Trinity Catholic's Smith Field | 4:00 p.m. | L 11-2 | |
| Mon., 4/21 | V Girls Tennis | Greenwich | Home - Scalzi Park | 4:00 p.m. | L 7-0 | |
| Tue., 4/22 | V Boys Tennis | Fairfield Warde | Away - FWHS Blake Courts [Directions] | 4:00 p.m. | L 7-0 | |
| Tue., 4/22 | V Girls Tennis | Fairfield Warde | Home - Scalzi Park | 4:00 p.m. | L 7-0 | |
| Wed., 4/23 | V Baseball | Staples | Home - Trinity Catholic's Lione Field | 4:00 p.m. | L 13-1 | |
| Wed., 4/23 | JV Baseball | Staples | Home - Barrett Field @ Belltown Park | 4:00 p.m. | ||
| Wed., 4/23 | FR Baseball | Staples | Away - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/23 | V Boys Golf | Fairfield Warde | Away - Brooklawn Country Club [Directions] | 3:15 p.m. | 177-190 | |
| Wed., 4/23 | V Boys Tennis | St. Joseph | Home - Scalzi Park | 4:00 p.m. | L 1-6 | |
| Wed., 4/23 | V Softball | Staples | Away - Wakeman Field [Directions] | 4:00 p.m. | W 6-5 | |
| Thu., 4/24 | V Boys Golf | Wilton | Home - Sterling Farms | 3:15 p.m. | 168-176 | |
| Thu., 4/24 | V Boys Lacrosse | King and Low-Heywood Thomas | Away | 4:15 p.m. | L 16-4 | |
| Thu., 4/24 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | 4:00 p.m. | L 7-0 | |
| Thu., 4/24 | V Girls Tennis | Fairfield Ludlowe | Home - Scalzi Park | 4:00 p.m. | L 7-0 | |
| Fri., 4/25 | V Baseball | Brien McMahon | Home - Trinity Catholic's Lione Field | 4:00 p.m. | W 12-3 | |
| Fri., 4/25 | JV Baseball | Brien McMahon | Home - Rippowam | 4:00 p.m. | ||
| Fri., 4/25 | V Softball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | L 1-0 | |
| Sat., 4/26 | V Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 1:00 p.m. | L 12-1 | |
| Mon., 4/28 | V Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | L 18-6 | |
| Mon., 4/28 | JV Baseball | Darien | Away - DHS Baseball JV Field [Directions] | 4:00 p.m. | ||
| Mon., 4/28 | FR Baseball | Darien | Home - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Mon., 4/28 | V Boys Tennis | Ridgefield | Home - Scalzi Park | 4:00 p.m. | L 7-0 | |
| Mon., 4/28 | V Softball | Darien | Home - Trinity Catholic's Smith Field | 4:00 p.m. | L 12-0 | |
| Mon., 4/28 | V Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 4:00 p.m. | L 7-0 | |
| Tue., 4/29 | V Boys Golf | New Canaan, Staples | Home - Sterling Farms | 3:15 p.m. | 166-168-168 | |
| Tue., 4/29 | V Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | 4:30 p.m. | L 17-0 | |
| Tue., 4/29 | V Boys Tennis | Darien | Home - Scalzi Park | 4:00 p.m. | L 7-0 | |
| Tue., 4/29 | V Girls Tennis | Darien | Away - DHS Tennis Courts [Directions] | 4:00 p.m. | L Forfeit | |
| Thu., 5/1 | V Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 6:00 p.m. | L 14-1 | |
| Mon., 5/5 | V Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | 4:00 p.m. | L 1-0 | |
| Mon., 5/5 | JV Baseball | Danbury | Away - Danbury High School Junior Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/5 | FR Baseball | Danbury | Home - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Mon., 5/5 | V Boys Tennis | New Canaan | Away [Directions] | 4:00 p.m. | L 7-0 | |
| Mon., 5/5 | V Softball | Danbury | Home - Trinity Catholic's Smith Field | 4:00 p.m. | L 6-0 | |
| Mon., 5/5 | V Girls Tennis | New Canaan | Home - Scalzi Park | 4:00 p.m. | L 7-0 | |
| Tue., 5/6 | V Baseball | Stamford | Home - Trinity Catholic's Lione Field | 4:00 p.m. | W 3-0 | |
| Tue., 5/6 | JV Baseball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | ||
| Tue., 5/6 | FR Baseball | Stamford | Away - Barrett Field @ Belltown Park [Directions] | 4:00 p.m. | ||
| Tue., 5/6 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | 3:30 p.m. | 173-177 | |
| Tue., 5/6 | V Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:00 p.m. | L 15-3 | |
| Tue., 5/6 | V Boys Tennis | Norwalk | Home - Scalzi Park | 4:00 p.m. | W 5-2 | |
| Tue., 5/6 | V Softball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | L 3-0 | |
| Tue., 5/6 | V Girls Tennis | Norwalk | Away - Norwalk High Courts [Directions] | 4:00 p.m. | L 5-2 | |
| Wed., 5/7 | V Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | L 10-9 | |
| Wed., 5/7 | JV Baseball | Norwalk | Away - Nathan Hale Middle School [Directions] | 4:00 p.m. | ||
| Wed., 5/7 | FR Baseball | Norwalk | Home - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Wed., 5/7 | V Boys Tennis | Trumbull | Home - Scalzi Park | 4:00 p.m. | L 7-0 | |
| Wed., 5/7 | V Softball | Norwalk | Home - Trinity Catholic's Smith Field | 4:00 p.m. | L 6-3 | |
| Wed., 5/7 | V Girls Tennis | Trumbull | Away - THS Tennis Courts [Directions] | 4:00 p.m. | L 7-0 | |
| Thu., 5/8 | V Boys Golf | Norwalk | Away - Oak Hills G.C. [Directions] | 3:15 p.m. | 165-179 | |
| Thu., 5/8 | V Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 6:30 p.m. | L 0-20 | |
| Fri., 5/9 | JV Baseball | New Canaan | Home - Barrett Field @ Belltown Park | 4:00 p.m. | Cancelled | |
| Fri., 5/9 | FR Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Fri., 5/9 | V Boys Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:00 p.m. | 150-165 | |
| Sat., 5/10 | V Baseball | New Canaan | Away - Mead Park [Directions] | 2:00 p.m. | L 3-1 | |
| Sat., 5/10 | V Boys Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | 1:30 p.m. | L 15-4 | |
| Mon., 5/12 | V Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | 4:00 p.m. | W 4-2 | |
| Mon., 5/12 | JV Baseball | Ridgefield | Away - East Ridge Middle School [Directions] | 4:00 p.m. | ||
| Mon., 5/12 | FR Baseball | Ridgefield | Home - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Mon., 5/12 | V Boys Golf | Bassick, Bridgeport Central, Harding | Away - Fairchild-Wheeler [Directions] | 3:15 p.m. | 161-235-dq-dq | |
| Mon., 5/12 | V Softball | Ridgefield | Home - Trinity Catholic's Smith Field | 4:00 p.m. | W 1-0 | |
| Tue., 5/13 | V Boys Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | 168-179 | |
| Tue., 5/13 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | L 6-1 | |
| Tue., 5/13 | V Softball | New Canaan | Away - Waveny Park - Orchard Field [Directions] | 4:00 p.m. | W 7-5 | |
| Tue., 5/13 | V Girls Tennis | Brien McMahon | Home - Scalzi Park | 4:00 p.m. | L 3-4 | |
| Wed., 5/14 | V Baseball | St. Joseph | Home - Trinity Catholic's Lione Field | 4:00 p.m. | L 5-1 | |
| Wed., 5/14 | JV Baseball | St. Joseph | Home - Rippowam | 4:00 p.m. | ||
| Wed., 5/14 | FR Baseball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Wed., 5/14 | V Boys Golf | St. Joseph | Home - Sterling Farms | 3:15 p.m. | 165-186 | |
| Wed., 5/14 | V Boys Tennis | Westhill | Away - Westhill Tennis Courts [Directions] | 4:00 p.m. | L 7-0 | |
| Wed., 5/14 | V Softball | St. Joseph | Away - St. Joseph High School [Directions] | 4:30 p.m. | L 8-1 | |
| Wed., 5/14 | V Girls Tennis | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | L 5-2 | |
| Thu., 5/15 | V Baseball | Harding | Home - Trinity Catholic's Lione Field | 4:00 p.m. | W 26-3 | |
| Thu., 5/15 | JV Baseball | Harding | Home - Barrett Field @ Belltown Park | 4:00 p.m. | Cancelled | |
| Thu., 5/15 | V Boys Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | 5:00 p.m. | L 0-22 | |
| Thu., 5/15 | V Boys Tennis | Wilton | Home - Scalzi Park | 4:00 p.m. | L 7-0 | |
| Thu., 5/15 | V Softball | Harding | Away - UB Softball Diamond at Seaside Park [Directions] | 4:00 p.m. | W 22-1 | |
| Thu., 5/15 | V Girls Tennis | Wilton | Away - WHS Tennis Courts [Directions] | 4:00 p.m. | L 6-1 | |
| Sat., 5/17 | V Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | L 21-4 | |
| Mon., 5/19 | V Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | W 8-7 | |
| Mon., 5/19 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Mon., 5/19 | FR Baseball | Fairfield Warde | Home - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Mon., 5/19 | V Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 6:00 p.m. | L 13-1 | |
| Mon., 5/19 | V Boys Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | 4:00 p.m. | L 7-0 | |
| Mon., 5/19 | V Softball | Fairfield Warde | Home - Trinity Catholic's Smith Field | 4:00 p.m. | W 2-1 | |
| Mon., 5/19 | V Girls Tennis | Danbury | Home - Scalzi Park | 4:00 p.m. | L 6-1 | |
| Tue., 5/20 | V Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | 158-167 | |
| Tue., 5/20 | V Girls Tennis | Westhill | Home - Scalzi Park | 4:15 p.m. | L 5-2 | |
| Wed., 5/21 | V Baseball | Greenwich | Away - GHS Baseball Field [Directions] | 4:00 p.m. | L 5-2 | |
| Wed., 5/21 | JV Baseball | Greenwich | Away - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Wed., 5/21 | FR Baseball | Greenwich | Home - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Wed., 5/21 | V Softball | Greenwich | Home - Trinity Catholic's Smith Field | 4:00 p.m. | L 3-0 | |
| Fri., 5/23 | V Baseball | Westhill | Home - Trinity Catholic's Lione Field | 2:00 p.m. | W 4-1 | |
| Fri., 5/23 | JV Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 2:00 p.m. | ||
| Fri., 5/23 | FR Baseball | Westhill | Away - Rippowam [Directions] | 4:00 p.m. | ||
| Fri., 5/23 | V Softball | Westhill | Away - Westhill Varsity Softball Field [Directions] | 2:00 p.m. | L 3-1 | |
| Tue., 5/27 | V Softball | Staples (Scrim.) | Home - Trinity Catholic's Smith Field | 3:45 p.m. | ||
| Mon., 6/2 | V Baseball | Putnam | Away - Murphy Park [Directions] | 3:30 p.m. | W 10-1 | |
| Tue., 6/3 | V Baseball | Stafford | Away - Arute Baseball Fields off of Levinthal Run [Directions] | 3:30 p.m. | W 5-0 | |
| Fri., 6/6 | V Baseball | Seymour | Away - French Park [Directions] | 3:30 p.m. | W 8-6 | |
| Tue., 6/10 | V Baseball | Portland | Away - Berlin [Directions] | 3:30 p.m. | L 4-0 | |