| 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 273 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Sat., 8/31 | V Football | ATI (Scrim.) | Home - Trinity Catholic-Gaglio Field | 10:00 a.m. | ||
| Sat., 8/31 | V Boys Soccer | King and Low-Heywood Thomas | Away - King School-King Turf | 11:00 a.m. | ||
| Sat., 8/31 | V Girls Soccer | King and Low-Heywood Thomas (Scrim.) | Away - King School-King Turf | 1:00 p.m. | ||
| Tue., 9/3 | V Girls Volleyball | King and Low-Heywood Thomas (Scrim.) | Away - King School-Upper School Gym | 4:00 p.m. | ||
| Thu., 9/5 | V Football | King and Low-Heywood Thomas | Away - King School-Stadium | 4:00 p.m. | ||
| Thu., 9/5 | V Girls Volleyball | Sacred Heart of Greenwich (Scrim.) | Away - Sacred Heart of Greenwich | 4:00 p.m. | TBA | |
| Sat., 9/7 | V Girls Volleyball | Stamford, Greenwich, Joel Barlow (Scrim.) | Away - Stamford HS-Kuzco Gymnasium [Directions] | 9:00 a.m. | ||
| Mon., 9/9 | V Boys Soccer | St. Lukes (Scrim.) | Away - St. Lukes | 4:30 p.m. | TBA | |
| Tue., 9/10 | V Boys Cross Country | Trumbull, Brien McMahon, Darien | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | Trumbull, Brien McMahon, Darien | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Thu., 9/12 | V Boys Soccer | Notre Dame-Fairfield | Away - Notre Dame - Fairfield-Park Ave Field [Directions] | L 0-1 | ||
| Fri., 9/13 | V Football | Norwalk | Away - Norwalk HS-Testa Field [Directions] | L 30-48 | ||
| Fri., 9/13 | V Boys Soccer | New Canaan | Home - Trinity Catholic-Gaglio Field | L 0-6 | ||
| Fri., 9/13 | V Girls Volleyball | Wright Tech | Home - Trinity Catholic-Gym | W 3-0 | ||
| Sat., 9/14 | V Girls Soccer | New Canaan | Away - Conner Field, New Cannan [Directions] | L 0-6 | ||
| Sat., 9/14 | V Girls Volleyball | Amity, Avon, Darien, East Haven, Fairfield Ludlowe, Glastonbury, Joel Barlow, New Britain, New Canaan, North Haven, Seymour, Simsbury, SMSA, St. Joseph, St. Paul Catholic, Suffield, Trumbull, Woodland | Away - Connecticut Sports Center | 8:30 a.m. | ||
| Mon., 9/16 | V Boys Cross Country | Staples, Danbury, Stamford | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Boys Soccer | St. Joseph | Home - Trinity Catholic-Gaglio Field | L 2-3 | ||
| Mon., 9/16 | V Girls Cross Country | Staples, Danbury, Stamford | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Girls Volleyball | New Canaan | Home - Trinity Catholic-Gym | L 0-3 | ||
| Tue., 9/17 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | L 0-7 | ||
| Wed., 9/18 | V Boys Soccer | Staples | Away - Staples HS-Loeffler Field - Staples HS [Directions] | L 0-6 | ||
| Wed., 9/18 | V Girls Volleyball | St. Joseph | Home - Trinity Catholic-Gym | L 0-3 | ||
| Wed., 9/18 | JV Girls Volleyball | St. Joseph | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Staples | Home - Trinity Catholic-Gaglio Field | L 0-8 | ||
| Fri., 9/20 | V Football | Danbury | Home - Trinity Catholic-Gaglio Field | L 7-38 | ||
| Fri., 9/20 | V Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | L 0-7 | ||
| Fri., 9/20 | V Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | L 0-3 | ||
| Fri., 9/20 | JV Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:30 p.m. | ||
| Sat., 9/21 | V Girls Soccer | Fairfield Ludlowe | Home - Trinity Catholic-Gaglio Field | L 0-7 | ||
| Tue., 9/24 | V Boys Cross Country | Ridgefield, Greenwich, Westhill | Away - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Boys Soccer | Norwalk | Home - Trinity Catholic-Gaglio Field | L 0-8 | ||
| Tue., 9/24 | V Girls Cross Country | Ridgefield, Greenwich, Westhill | Away - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | L 0-3 | ||
| Tue., 9/24 | JV Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 4:30 p.m. | ||
| Thu., 9/26 | V Boys Soccer | Ridgefield | Home - Trinity Catholic-Gaglio Field | L 0-6 | ||
| Thu., 9/26 | V Girls Volleyball | Norwalk | Home - Trinity Catholic-Gym | L 2-3 | ||
| Thu., 9/26 | JV Girls Volleyball | Norwalk | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Fri., 9/27 | V Football | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | L 20-21 | 12:05 PM, Dismiss 12:00 PM | |
| Fri., 9/27 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 0-6 | ||
| Mon., 9/30 | V Girls Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | L 0-9 | ||
| Tue., 10/1 | V Boys Cross Country | Wilton, Norwalk, St. Joseph | Away - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Soccer | Westhill | Away - Westhill HS-Front Turf [Directions] | L 0-5 | ||
| Tue., 10/1 | V Girls Cross Country | Wilton, Norwalk, St. Joseph | Away - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Girls Volleyball | Ridgefield | Home - Trinity Catholic-Gym | L 2-3 | ||
| Tue., 10/1 | JV Girls Volleyball | Ridgefield | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Wed., 10/2 | V Girls Soccer | Westhill | Home - Trinity Catholic-Gaglio Field | L 2-4 | ||
| Wed., 10/2 | V Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | L 0-3 | ||
| Wed., 10/2 | JV Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | V Boys Soccer | Wilton | Home - Trinity Catholic-Gaglio Field | L 0-6 | ||
| Fri., 10/4 | V Girls Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | L 0-6 | ||
| Fri., 10/4 | V Girls Volleyball | Wilton | Home - Trinity Catholic-Gym | W 3-1 | ||
| Fri., 10/4 | JV Girls Volleyball | Wilton | Home - Trinity Catholic-Gym | 6:00 p.m. | ||
| Sat., 10/5 | V Football | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | L 18-34 | ||
| Mon., 10/7 | V Boys Cross Country | Fairfield Ludlowe, Fairfield Warde, New Canaan | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Cross Country | Fairfield Ludlowe, Fairfield Warde, New Canaan | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Soccer | Bridgeport Central | Home - Trinity Catholic-Gaglio Field | W 4-2 | ||
| Tue., 10/8 | V Girls Volleyball | Bridgeport Central | Away - Bridgeport Central HS-Gym [Directions] | W 3-2 | ||
| Tue., 10/8 | JV Girls Volleyball | Bridgeport Central | Away - Bridgeport Central HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/10 | V Boys Soccer | Trumbull | Home - Trinity Catholic-Gaglio Field | L 0-8 | ||
| Fri., 10/11 | V Girls Soccer | Trumbull | Away - Trumbull HS-New Turf Field [Directions] | L 0-9 | ||
| Fri., 10/11 | V Girls Volleyball | Trumbull | Home - Trinity Catholic-Gym | L 1-3 | ||
| Fri., 10/11 | JV Girls Volleyball | Trumbull | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Sat., 10/12 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde HS-Varsity Grass Soccer Field [Directions] | L 0-4 | ||
| Mon., 10/14 | V Girls Soccer | Fairfield Warde | Home - Trinity Catholic-Gaglio Field | L Forfeit | ||
| Tue., 10/15 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | L 0-3 | ||
| Tue., 10/15 | JV Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | V Boys Soccer | Danbury | Home - Trinity Catholic-Gaglio Field | L 0-4 | ||
| Thu., 10/17 | V Girls Volleyball | Harding | Home - Trinity Catholic-Gym | W 3-0 | ||
| Thu., 10/17 | JV Girls Volleyball | Harding | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Fri., 10/18 | V Girls Soccer | Danbury | Away - Mill Ridge Int. School-Turf Field [Directions] | L 0-7 | ||
| Sat., 10/19 | V Football | Darien | Away - Darien HS-DHS Stadium Field [Directions] | L 20-51 | ||
| Sat., 10/19 | V Boys Soccer | Stamford | Away - Stamford HS-SHS Upper Soccer Field [Directions] | L 0-3 | ||
| Mon., 10/21 | V Girls Soccer | Stamford | Home - Trinity Catholic-Gaglio Field | L 0-1 | ||
| Mon., 10/21 | V Girls Volleyball | Danbury | Home - Trinity Catholic-Gym | L 1-3 | ||
| Mon., 10/21 | JV Girls Volleyball | Danbury | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Tue., 10/22 | V Boys Soccer | Brien McMahon | Home - Trinity Catholic-Gaglio Field | L 0-6 | ||
| Wed., 10/23 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | L 0-8 | ||
| Wed., 10/23 | JV Girls Soccer | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | ||
| Wed., 10/23 | V Girls Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | L 0-3 | ||
| Wed., 10/23 | JV Girls Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 10/24 | V Boys Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | L 0-6 | ||
| Fri., 10/25 | V Girls Soccer | Greenwich | Home - Trinity Catholic-Gaglio Field | L 1-7 | ||
| Fri., 10/25 | V Girls Volleyball | Brien McMahon | Home - Trinity Catholic-Gym | L 1-3 | ||
| Fri., 10/25 | JV Girls Volleyball | Brien McMahon | Home - Trinity Catholic-Gym | 4:15 p.m. | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class S Divisional Championship | Away - Wickham Park | 9:50 a.m. | ||
| Sat., 10/26 | V Football | Fairfield Ludlowe | Home - Trinity Catholic-Gaglio Field | L 18-28 | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class S Divisional Championship | Away - Wickham Park | 9:15 a.m. | ||
| Mon., 10/28 | V Boys Soccer | Darien | Away - Darien HS-DHS Center Oval Turf Field [Directions] | L 0-8 | ||
| Tue., 10/29 | V Girls Soccer | Darien | Home - Trinity Catholic-Gaglio Field | L 0-7 | ||
| Tue., 10/29 | V Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | L 0-3 | ||
| Tue., 10/29 | JV Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 10/30 | V Girls Volleyball | Wright Tech | Away - J M Wright Tech School-Thomas R. Good Gymnasium [Directions] | W 3-0 | ||
| Wed., 10/30 | JV Girls Volleyball | Wright Tech | Away - J M Wright Tech School-Thomas R. Good Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | L 0-3 | ||
| Fri., 11/1 | JV Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 5:30 p.m. | ||
| Sat., 11/2 | V Football | Greenwich | Home - Trinity Catholic-Gaglio Field | L 8-49 | ||
| Sat., 11/9 | V Football | Westhill | Home - Trinity Catholic-Gaglio Field | W 28-26 | ||
| Fri., 11/15 | V Football | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium [Directions] | W 21-13 | ||
| Thu., 11/28 | V Football | Wilton | Home - Trinity Catholic-Gaglio Field | L 20-63 | ||
| Thu., 12/12 | V Boys Basketball | Newtown (Scrim.) | Home - Trinity Catholic-Gym | 4:30 p.m. | ||
| Fri., 12/13 | V Girls Basketball | Wright Tech (Scrim.) | Home - Trinity Catholic-Gym | 4:30 p.m. | ||
| Thu., 12/19 | V Boys Basketball | Kolbe Cathedral | Home - Trinity Catholic-Gym | W 71-42 | ||
| Fri., 12/20 | V Girls Basketball | Greenwich | Home - Trinity Catholic-Gym | L 45-57 | ||
| Fri., 12/20 | JV Girls Basketball | Greenwich | Home - Trinity Catholic-Gym | Cancelled | ||
| Sat., 12/21 | V Boys Basketball | Msgr. Scanlan (NY) | Home - Trinity Catholic-Gym | L 52-67 | ||
| Sat., 12/21 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-LIberty Rink [Directions] | L 1-7 | ||
| Mon., 12/23 | V Girls Basketball | Darien | Home - Trinity Catholic-Gym | L 38-47 | ||
| Fri., 12/27 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | W 3-1 | ||
| Fri., 12/27 | V Girls Basketball | Harding | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | W 84-28 | ||
| Sat., 12/28 | V Girls Basketball | Bassick | Home - Bassick HS-Gym | L 62-72 | ||
| Mon., 12/30 | V Boys Basketball | St. Anthonys (NY) | Away - St. Anthony's | L 35-51 | ||
| Mon., 12/30 | V Girls Basketball | Cardinal Spellman (NY) | Away - Cardinal Spellman HS | L 63-50 | ||
| Fri., 1/3 | V Boys Basketball | New Canaan | Home - Trinity Catholic-Gym | W 66-51 | ||
| Fri., 1/3 | JV Boys Basketball | New Canaan | Home - Trinity Catholic-Gym | 5:15 p.m. | ||
| Fri., 1/3 | FR Boys Basketball | New Canaan | Home - Trinity Catholic-Gym | 3:45 p.m. | ||
| Fri., 1/3 | V Girls Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | L 32-50 | ||
| Sat., 1/4 | V Boys Ice Hockey | New Milford | Home - Terry Conners - Stamford-Ice Rink | L 1-6 | ||
| Mon., 1/6 | V Boys Ice Hockey | Northeastern Shamrocks | Home - Terry Conners - Stamford-Ice Rink | W 4-3 | ||
| Tue., 1/7 | V Boys Basketball | St. Joseph | Home - Trinity Catholic-Gym | W 64-47 | ||
| Tue., 1/7 | JV Boys Basketball | St. Joseph | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Tue., 1/7 | FR Boys Basketball | St. Joseph | Home - Trinity Catholic-Gym | 4:00 p.m. | ||
| Tue., 1/7 | V Girls Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | L 28-59 | ||
| Tue., 1/7 | JV Girls Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | Cancelled | ||
| Wed., 1/8 | V Boys Ice Hockey | Sheehan | Away - Choate Rosemary Hall-Ice Rink [Directions] | L 0-4 | ||
| Fri., 1/10 | V Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | L 59-66 | ||
| Fri., 1/10 | JV Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/10 | V Girls Basketball | Staples | Home - Trinity Catholic-Gym | L 42-58 | ||
| Sat., 1/11 | V Boys Ice Hockey | Milford Coop | Home - Terry Conners - Stamford-Ice Rink | W 4-3 | ||
| Tue., 1/14 | V Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | L 60-68 | ||
| Tue., 1/14 | JV Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/14 | FR Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/14 | V Girls Basketball | Fairfield Ludlowe | Home - Trinity Catholic-Gym | L 37-52 | ||
| Tue., 1/14 | JV Girls Basketball | Fairfield Ludlowe | Home - Trinity Catholic-Gym | Cancelled | ||
| Fri., 1/17 | V Boys Basketball | Norwalk | Home - Trinity Catholic-Gym | W 68-39 | ||
| Fri., 1/17 | JV Boys Basketball | Norwalk | Home - Trinity Catholic-Gym | 5:20 p.m. | ||
| Fri., 1/17 | FR Boys Basketball | Norwalk | Home - Trinity Catholic-Gym | 4:00 p.m. | ||
| Fri., 1/17 | V Girls Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | L 46-51 | ||
| Sat., 1/18 | V Boys Basketball | Long Island Lutheran (NY) | Away - Long Island Lutheran | L 47-75 | TBA | |
| Mon., 1/20 | V Boys Ice Hockey | Northeastern Shamrocks | Away - Bolton Ice Palace-Ice Rink [Directions] | W 4-2 | ||
| Tue., 1/21 | V Boys Basketball | Ridgefield | Home - Trinity Catholic-Gym | W 68-39 | ||
| Tue., 1/21 | JV Boys Basketball | Ridgefield | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Tue., 1/21 | FR Boys Basketball | Ridgefield | Home - Trinity Catholic-Gym | 4:00 p.m. | ||
| Tue., 1/21 | V Girls Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | L 34-51 | ||
| Wed., 1/22 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | L 2-6 | ||
| Fri., 1/24 | V Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | W 71-51 | ||
| Fri., 1/24 | JV Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/24 | FR Boys Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/24 | V Girls Basketball | Westhill | Home - Trinity Catholic-Gym | L 43-45 | ||
| Sat., 1/25 | V Boys Ice Hockey | Westhill/Stamford | Home - Terry Conners - Stamford-Ice Rink | L 1-6 | ||
| Mon., 1/27 | V Boys Basketball | Wilton | Home - Trinity Catholic-Gym | W 55-43 | ||
| Mon., 1/27 | JV Boys Basketball | Wilton | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Mon., 1/27 | FR Boys Basketball | Wilton | Home - Trinity Catholic-Gym | 4:00 p.m. | ||
| Mon., 1/27 | V Girls Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | L 43-62 | ||
| Wed., 1/29 | V Boys Ice Hockey | Ridgefield | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 1-4 | ||
| Thu., 1/30 | V Boys Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | W 72-54 | ||
| Thu., 1/30 | JV Boys Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | 5:15 p.m. | ||
| Thu., 1/30 | FR Boys Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | 4:00 p.m. | ||
| Thu., 1/30 | V Girls Basketball | Bridgeport Central | Home - Trinity Catholic-Gym | W 55-20 | ||
| Sat., 2/1 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Terry Conners - Stamford-Ice Rink | L 0-6 | ||
| Mon., 2/3 | V Boys Basketball | Trumbull | Home - Trinity Catholic-Gym | W 71-51 | ||
| Mon., 2/3 | JV Boys Basketball | Trumbull | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Mon., 2/3 | FR Boys Basketball | Trumbull | Home - Trinity Catholic-Gym | 4:00 p.m. | ||
| Mon., 2/3 | V Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | L 32-58 | ||
| Wed., 2/5 | V Boys Ice Hockey | New Canaan | Home - Terry Conners - Stamford-Ice Rink | L 0-11 | ||
| Thu., 2/6 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | W 60-45 | ||
| Thu., 2/6 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/6 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 4:00 p.m. | ||
| Thu., 2/6 | V Girls Basketball | Fairfield Warde | Home - Trinity Catholic-Gym | L 39-65 | ||
| Fri., 2/7 | V Boys Ice Hockey | Greenwich | Home - Terry Conners - Stamford-Ice Rink | L 0-8 | ||
| Sat., 2/8 | V Boys Ice Hockey | Masuk | Home - Terry Conners - Stamford-Ice Rink | L 1-5 | ||
| Wed., 2/12 | V Boys Ice Hockey | Darien | Home - Terry Conners - Stamford-Ice Rink | L 2-10 | ||
| Thu., 2/13 | V Boys Basketball | Danbury | Home - Trinity Catholic-Gym | W 60-44 | ||
| Thu., 2/13 | JV Boys Basketball | Danbury | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Thu., 2/13 | FR Boys Basketball | Danbury | Home - Trinity Catholic-Gym | 4:00 p.m. | ||
| Thu., 2/13 | V Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | L 43-73 | ||
| Fri., 2/14 | V Boys Ice Hockey | St. Joseph | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | L 2-5 | ||
| Sat., 2/15 | V Girls Basketball | Amistad | Home - Trinity Catholic-Gym | L 44-49 | ||
| Mon., 2/17 | V Boys Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | W 81-61 | ||
| Mon., 2/17 | JV Boys Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/17 | FR Boys Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 2/17 | V Girls Basketball | Stamford | Home - Trinity Catholic-Gym | L 42-64 | ||
| Wed., 2/19 | V Boys Basketball | Brien McMahon | Home - Trinity Catholic-Gym | W 75-51 | ||
| Wed., 2/19 | JV Boys Basketball | Brien McMahon | Home - Trinity Catholic-Gym | 5:30 p.m. | ||
| Wed., 2/19 | FR Boys Basketball | Brien McMahon | Home - Trinity Catholic-Gym | 4:00 p.m. | ||
| Wed., 2/19 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | W 60-28 | ||
| Sat., 2/22 | V Boys Ice Hockey | Trumbull | Home - Terry Conners - Stamford-Ice Rink | L 1-6 | ||
| Mon., 2/24 | V Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | W 65-42 | ||
| Mon., 2/24 | JV Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/24 | FR Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/25 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland of Ice-Stadium [Directions] | L 4-5 | ||
| Wed., 2/26 | V Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | W 77-50 | ||
| Wed., 2/26 | JV Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/26 | FR Boys Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 2/29 | V Boys Basketball | Wilton | Home - Fairfield Warde HS-Large Gym | 2:00 p.m. | ||
| Sat., 2/29 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | W 1-0 | ||
| Mon., 3/2 | V Boys Ice Hockey | Wilton | Away - Terry Conners - Stamford-Ice Rink [Directions] | L 1-3 | ||
| Tue., 3/3 | V Boys Basketball | Fairfield Warde | Home - Wilton HS | 6:00 p.m. | ||
| Thu., 3/5 | V Boys Basketball | Ridgefield | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 7:00 p.m. | ||
| Mon., 3/9 | V Boys Basketball | Notre Dame-Fairfield | Home - Trinity Catholic-Gym | 6:30 p.m. | ||
| Mon., 3/9 | V Boys Ice Hockey | Sheehan | Away - Choate Rosemary Hall-Ice Rink [Directions] | 7:30 p.m. | ||
| Wed., 3/11 | V Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | Cancelled | ||
| Mon., 3/30 | V Baseball | Oxford (Scrim.) | Home - Trinity Catholic-Lione | Cancelled | ||
| Tue., 4/7 | V Baseball | Platt Tech | Home - Trinity Catholic-Lione | Cancelled | ||
| Tue., 4/7 | V Boys Tennis | New Canaan | Home - Scalzi Park | Cancelled | ||
| Tue., 4/7 | V Girls Tennis | New Canaan | Away - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Golf | Norwalk | Away - Oak Hills Golf Course [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Tennis | St. Joseph | Home - Scalzi Park | Cancelled | ||
| Wed., 4/8 | V Girls Tennis | St. Joseph | Away - St. Joseph HS-Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/9 | V Baseball | Wilton | Away - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | 12:00 PM | |
| Thu., 4/9 | V Boys Golf | New Canaan | Home - Sterling Farms Golf Course | Cancelled | ||
| Mon., 4/13 | V Baseball | New Canaan | Home - Trinity Catholic-Lione | Cancelled | ||
| Mon., 4/13 | V Boys Tennis | Staples | Away - Staples HS-Staples Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Tennis | Staples | Home - Scalzi Park | Cancelled | ||
| Tue., 4/14 | V Boys Golf | Staples | Away - Staples HS-Longshore Golf Course [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Tennis | Fairfield Ludlowe | Home - Scalzi Park | Cancelled | ||
| Wed., 4/15 | V Baseball | St. Joseph | Home - Trinity Catholic-Lione | Cancelled | ||
| Wed., 4/15 | V Boys Golf | Darien | Away - TBA [Directions] | Cancelled | ||
| Wed., 4/15 | V Boys Tennis | Norwalk | Home - Scalzi Park | Cancelled | ||
| Wed., 4/15 | V Girls Tennis | Norwalk | Away - Norwalk HS-Tennis Courts [Directions] | Cancelled | 12:00 PM | |
| Fri., 4/17 | V Baseball | Staples | Away - Staples HS-Baseball Diamond [Directions] | Cancelled | 12:00 PM | |
| Mon., 4/20 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | Cancelled | 12:00 PM | |
| Mon., 4/20 | V Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | Ridgefield | Home - Scalzi Park | Cancelled | ||
| Mon., 4/20 | V Girls Tennis | Ridgefield | Away - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Golf | St. Joseph | Home - Sterling Farms Golf Course | Cancelled | ||
| Tue., 4/21 | V Boys Tennis | Westhill | Away - Westhill HS-Westhill Tennis Courts [Directions] | Cancelled | 12:00 PM | |
| Tue., 4/21 | V Girls Tennis | Westhill | Home - Scalzi Park | Cancelled | ||
| Wed., 4/22 | V Baseball | Norwalk | Home - Trinity Catholic-Lione | Cancelled | ||
| Wed., 4/22 | V Boys Golf | Trumbull | Home - Sterling Farms Golf Course | Cancelled | ||
| Thu., 4/23 | V Boys Golf | New Canaan | Home - Sterling Farms Golf Course | Cancelled | ||
| Thu., 4/23 | V Boys Tennis | Wilton | Home - Scalzi Park | Cancelled | ||
| Thu., 4/23 | V Girls Tennis | Wilton | Away - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | 12:00 PM | |
| Fri., 4/24 | V Baseball | Ridgefield | Home - Trinity Catholic-Lione | Cancelled | ||
| Mon., 4/27 | V Baseball | Westhill | Away - Westhill HS-Varsity Baseball Field [Directions] | Cancelled | 12:00 PM | |
| Mon., 4/27 | V Boys Golf | Brien McMahon | Home - Sterling Farms Golf Course | Cancelled | ||
| Mon., 4/27 | V Boys Tennis | Bridgeport Central | Away - Bridgeport Central HS-Central High School Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | V Girls Tennis | Bridgeport Central | Home - Scalzi Park | Cancelled | ||
| Tue., 4/28 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | Cancelled | 12:00 PM | |
| Tue., 4/28 | V Boys Tennis | Trumbull | Home - Scalzi Park | Cancelled | ||
| Tue., 4/28 | V Girls Tennis | Trumbull | Away - Trumbull HS-Tennis Courts [Directions] | Cancelled | 12:00 PM | |
| Wed., 4/29 | V Baseball | Wilton | Home - Trinity Catholic-Lione | Cancelled | ||
| Wed., 4/29 | V Boys Golf | Wilton | Home - Sterling Farms Golf Course | Cancelled | ||
| Thu., 4/30 | V Boys Tennis | Fairfield Warde | Away - Fairfield Warde HS-Blake Courts [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Tennis | Fairfield Warde | Home - Scalzi Park | Cancelled | ||
| Fri., 5/1 | V Baseball | Bridgeport Central | Away - Bridgeport Central HS-Baseball Diamond [Directions] | Cancelled | ||
| Mon., 5/4 | V Baseball | Trumbull | Home - Trinity Catholic-Lione | Cancelled | ||
| Tue., 5/5 | V Boys Golf | Ridgefield | Away - Silver Spring Golf Course [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Tennis | Danbury | Home - Scalzi Park | Cancelled | ||
| Tue., 5/5 | V Girls Tennis | Danbury | Away - Danbury HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/6 | V Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Golf | Westhill, Stamford | Away - Woodway Country Club [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Tennis | Stamford | Away - Stamford HS-SHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | V Girls Tennis | Stamford | Home - Scalzi Park | Cancelled | ||
| Mon., 5/11 | V Baseball | Danbury | Home - Trinity Catholic-Lione | Cancelled | ||
| Mon., 5/11 | V Boys Tennis | Brien McMahon | Home - Scalzi Park | Cancelled | ||
| Mon., 5/11 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Tennis | Greenwich | Away - Greenwich HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Girls Tennis | Greenwich | Home - Scalzi Park | Cancelled | ||
| Wed., 5/13 | V Baseball | Stamford | Away - Stamford HS-SHS Baseball Diamond [Directions] | Cancelled | ||
| Thu., 5/14 | V Baseball | Wright Tech | Away - Scalzi Park-Cubeta Stadium [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Tennis | Darien | Away - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Tennis | Darien | Home - Scalzi Park | Cancelled | ||
| Fri., 5/15 | V Baseball | Brien McMahon | Home - Trinity Catholic-Lione | Cancelled | ||
| Mon., 5/18 | V Baseball | Greenwich | Away - Greenwich HS-Baseball Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Golf | Fairfield Warde | Home - Sterling Farms Golf Course | Cancelled | ||
| Tue., 5/19 | V Boys Golf | Danbury | Home - Sterling Farms Golf Course | Cancelled | ||
| Wed., 5/20 | V Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | ||
| Fri., 5/22 | V Baseball | Wilbur Cross | Home - Trinity Catholic-Lione | Cancelled | ||