| Immaculate 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 655 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | V Baseball | Danbury (Scrim.) | Away - Danbury HS Varsity Baseball Field [Directions] | TBA | 2:45pm | |
| TBA | JV Baseball | Masuk | Home [Directions] | 1:00 p.m. | ||
| TBA | JV Baseball | New Fairfield | Home - Immaculate HS [Directions] | 3:45 p.m. | 2:45pm | |
| TBA | JV Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | TBA | 4:15pm | |
| TBA | V Boys Tennis | Stratford | Away - Short Beach Tennis Courts [Directions] | Cancelled | 2:15pm | |
| TBA | JV Girls Basketball | Brookfield | Home - Immaculate HS [Directions] | Cancelled | ||
| TBA | FR Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | TBA | 2:45pm | |
| TBA | V Girls Outdoor Track | Class S State Championship | Away | TBA | ||
| TBA | JV Softball | New Fairfield | Away - NFHS Softball Field [Directions] | 3:45 p.m. | 2:45pm | |
| TBA | JV Softball | Masuk | Away - Wolfe Park, Field # 4 [Directions] | 3:45 p.m. | 2:30pm | |
| TBA | JV Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| TBA | JV Softball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | TBA | ||
| TBA | JV Softball | Stratford | Away - King Street Field [Directions] | TBA | 2:15pm | |
| TBA | JV Softball | Newtown | Away - Newtown HS Softball Field [Directions] | TBA | 2:30pm | |
| TBA | JV Softball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | TBA | ||
| TBA | V Girls Tennis | Stratford | Away - Short Beach Tennis Courts [Directions] | Cancelled | 2:15pm | |
| Fri., 8/28 | JV Field Hockey | New Fairfield (Scrim.) | Away [Directions] | 4:00 p.m. | 3:00pm | |
| Sun., 8/30 | V Field Hockey | Mustang Jamboree | Home - Mustang Valley [Directions] | 12:00 p.m. | ||
| Sun., 8/30 | V Girls Soccer | Newtown Soccer Jamboree | Away | 12:00 p.m. | ||
| Tue., 9/1 | V Football | New Milford (Scrim.) | Away - New Milford HS [Directions] | 4:00 p.m. | ||
| Tue., 9/1 | V Girls Volleyball | Watertown (Scrim.) | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:00 p.m. | 2:15pm | |
| Thu., 9/3 | V Girls Volleyball | Val Dickinson Tournament | Away - Staples HS | 3:30 p.m. | 2:15pm | |
| Fri., 9/4 | V Football | Nonnewaug (Scrim.) | Home - Mustang Valley, Immaculate HS [Directions] | 5:00 p.m. | ||
| Fri., 9/4 | JV Football | Nonnewaug (Scrim.) | Home - Mustang Valley, Immaculate HS [Directions] | 5:00 p.m. | ||
| Fri., 9/4 | V Boys Soccer | Kennedy Catholic-Somers (NY) (Scrim.) | Away | 4:30 p.m. | 315pm | |
| Fri., 9/4 | V Field Hockey | Farmington (Scrim.) | Away [Directions] | 4:30 p.m. | 2:15pm | |
| Sat., 9/5 | V Boys Soccer | Nonnewaug (Scrim.) | Away [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 9/5 | V Field Hockey | Norwalk (Scrim.) | Away [Directions] | 12:00 p.m. | 10:30am | |
| Sat., 9/5 | V Girls Soccer | Holy Cross (Scrim.) | Away - Holy Cross HS [Directions] | 11:00 a.m. | 9:15am | |
| Sat., 9/5 | V Girls Volleyball | Danbury (Scrim.) | Away - Danbury HS - MAIN gym [Directions] | 12:30 p.m. | ||
| Wed., 9/9 | V Field Hockey | Simsbury (Scrim.) | Away - Ethel Walker school [Directions] | 4:15 p.m. | 2:15pm | |
| Wed., 9/9 | V Girls Soccer | Danbury (Scrim.) | Home - Mustang Valley [Directions] | 4:15 p.m. | Yes | |
| Wed., 9/9 | V Girls Volleyball | Stormers | Home - Immaculate HS [Directions] | 4:15 p.m. | ||
| Fri., 9/11 | V Football | VGW Techs | Away - Palmer Field [Directions] | W 40-7 | ||
| Fri., 9/11 | V Boys Soccer | New Milford | Away - New Milford HS [Directions] | L 1-4 | 2:30pm | |
| Fri., 9/11 | JV Boys Soccer | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | ||
| Fri., 9/11 | V Girls Soccer | New Milford | Home - Mustang Valley [Directions] | W 1-0 | ||
| Fri., 9/11 | JV Girls Soccer | New Milford | Home [Directions] | 5:45 p.m. | ||
| Fri., 9/11 | V Girls Swimming and Diving | Bunnell | Away - Flood Pool [Directions] | 84-78 Immac/Bethel W | 4:00pm | |
| Fri., 9/11 | V Girls Volleyball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | L 1-3 | ||
| Fri., 9/11 | JV Girls Volleyball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 3:30 p.m. | 2:15pm | |
| Sat., 9/12 | V Field Hockey | Morgan | Away - Joel Annex-Peters Complex [Directions] | W 5-0 | 12:30pm | |
| Sat., 9/12 | JV Field Hockey | Morgan | Away - Joel Annex-Peters Complex [Directions] | 4:30 p.m. | ||
| Sat., 9/12 | FR Field Hockey | Bethel | Away - Hunt Field at Bethel HS [Directions] | Cancelled | 8:15am | |
| Sat., 9/12 | FR Girls Volleyball | Brookfield | Home - Immaculate HS [Directions] | 11:00 a.m. | ||
| Sat., 9/12 | FR Girls Volleyball | Weston | Home - Immaculate HS [Directions] | 9:00 a.m. | ||
| Mon., 9/14 | JV Football | VGW Techs | Home - Mustang Valley, Immaculate HS [Directions] | 4:00 p.m. | ||
| Mon., 9/14 | V Girls Volleyball | Achievement First | Home - Immaculate HS [Directions] | W 3-0 | ||
| Tue., 9/15 | V Boys Cross Country | Masuk, Notre Dame-Fairfield | Away - Great Hollow Lake Fields at Wolfe Park [Directions] | 4:30 p.m. | 2:30pm | |
| Tue., 9/15 | V Boys Soccer | Notre Dame-Fairfield | Home - Mustang Valley [Directions] | L 1-3 | ||
| Tue., 9/15 | JV Boys Soccer | Notre Dame-Fairfield | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Tue., 9/15 | V Girls Cross Country | Masuk, Notre Dame-Fairfield | Away - Great Hollow Lake Fields at Wolfe Park [Directions] | 5:00 p.m. | ||
| Tue., 9/15 | V Girls Soccer | Notre Dame-Fairfield | Away - Veteran's Park - Bridgeport [Directions] | W 6-1 | 2:15pm | |
| Tue., 9/15 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Norwalk High Pool [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 9/16 | JV Boys Soccer | Kennedy Catholic-Somers (NY) | Away - Immaculate HS | 4:30 p.m. | 3:30pm | |
| Wed., 9/16 | V Field Hockey | Wamogo | Home - Mustang Valley [Directions] | W 9-0 | ||
| Wed., 9/16 | FR Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | Cancelled | 2:45pm | |
| Thu., 9/17 | V Boys Soccer | Weston | Away - WHS Turf Field [Directions] | T 1-1 | 5:30pm | |
| Thu., 9/17 | JV Boys Soccer | Weston | Away - WHS Stadium Field [Directions] | 5:00 p.m. | 3:45pm | |
| Thu., 9/17 | V Girls Soccer | Weston | Home - Mustang Valley [Directions] | W 4-1 | ||
| Thu., 9/17 | JV Girls Soccer | Weston | Home [Directions] | 5:45 p.m. | ||
| Fri., 9/18 | V Football | Platt Tech | Home - Mustang Valley, Immaculate HS [Directions] | W 42-7 | ||
| Fri., 9/18 | V Boys Soccer | University/Prince Tech | Away - University HS Athletic Fields [Directions] | L 1-3 | 2:15pm | |
| Fri., 9/18 | V Girls Swimming and Diving | Masuk | Home - The Dive Shop/ Brookfield [Directions] | 102-80 MASUK W | ||
| Mon., 9/21 | JV Football | Platt Tech | Away - Platt Tech baseball field [Directions] | Cancelled | ||
| Mon., 9/21 | V Boys Soccer | New Fairfield | Home - Mustang Valley [Directions] | L 0-7 | ||
| Mon., 9/21 | JV Boys Soccer | New Fairfield | Home - Immaculate HS [Directions] | 4:15 p.m. | ||
| Mon., 9/21 | FR Field Hockey | Brookfield | Away - BHS Field Hockey Field [Directions] | Cancelled | 3:30pm | |
| Mon., 9/21 | V Girls Soccer | New Fairfield | Away - Rebel Turf [Directions] | W 5-3 | 2:30pm | |
| Mon., 9/21 | JV Girls Soccer | New Fairfield | Away - Rebel Turf [Directions] | 5:45 p.m. | Yes | |
| Mon., 9/21 | V Girls Volleyball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | L 0-3 | ||
| Mon., 9/21 | JV Girls Volleyball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Tue., 9/22 | V Boys Cross Country | Bunnell, Newtown, Stratford | Away - Roosevelt Forest [Directions] | 4:30 p.m. | 2:30pm | |
| Tue., 9/22 | V Girls Cross Country | Bunnell, Newtown, Stratford | Away - Roosevelt Forest [Directions] | 5:00 p.m. | ||
| Tue., 9/22 | V Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | W 3-0 | 2:30pm | |
| Tue., 9/22 | JV Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Wed., 9/23 | V Girls Volleyball | Abbott Tech | Home - Immaculate HS [Directions] | W 3-1 | ||
| Wed., 9/23 | JV Girls Volleyball | Abbott Tech | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Thu., 9/24 | V Boys Soccer | Masuk | Away - Masuk Middle Field [Directions] | L 0-1 | 2:15pm | |
| Thu., 9/24 | JV Boys Soccer | Masuk | Away - Great Hollow Lake Fields at Wolfe Park [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 9/24 | V Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | W 2-0 | 2:30pm | |
| Thu., 9/24 | JV Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | 3:30 p.m. | ||
| Thu., 9/24 | V Girls Soccer | Masuk | Home - Mustang Valley [Directions] | W 1-0 | ||
| Thu., 9/24 | JV Girls Soccer | Masuk | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Fri., 9/25 | V Football | New Milford (NJ) | Away | W 42-32 | ||
| Fri., 9/25 | V Girls Volleyball | New Milford | Home - Immaculate HS [Directions] | L 0-3 | ||
| Fri., 9/25 | JV Girls Volleyball | New Milford | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Fri., 9/25 | FR Girls Volleyball | Pomperaug | Away [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 9/26 | V Boys Cross Country | Ocean State Invitational | Away | 9:00 a.m. | ||
| Sat., 9/26 | V Boys Cross Country | Bethel Invitational | Away | 9:00 a.m. | 8:00am | |
| Sat., 9/26 | FR Field Hockey | Pomperaug | Away - PHS Baseball Field [Directions] | Cancelled | 7:45am | |
| Sat., 9/26 | FR Girls Volleyball | Pomperaug | Away - PHS Main Gym [Directions] | 10:00 a.m. | 8:45am | |
| Mon., 9/28 | V Field Hockey | Housatonic Regional | Away - Housatonic Field [Directions] | W 6-0 | 2:15pm | |
| Mon., 9/28 | FR Field Hockey | New Milford | Home - Mustang Valley [Directions] | Cancelled | ||
| Mon., 9/28 | JV Girls Soccer | Kennedy Catholic-Somers (NY) | Away | 4:30 p.m. | 3:15pm | |
| Mon., 9/28 | V Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | L 0-3 | ||
| Mon., 9/28 | JV Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 4:00 p.m. | 3:00pm | |
| Tue., 9/29 | V Boys Cross Country | Pomperaug, Bethel, Joel Barlow | Away - Pomperaug HS [Directions] | 4:30 p.m. | 3:00 | |
| Tue., 9/29 | V Boys Soccer | Bethel | Home - Mustang Valley [Directions] | L 0-5 | ||
| Tue., 9/29 | JV Boys Soccer | Bethel | Home - Immaculate HS [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Girls Cross Country | Pomperaug, Bethel, Joel Barlow | Away - Pomperaug HS [Directions] | 5:00 p.m. | ||
| Tue., 9/29 | V Girls Soccer | Bethel | Away - Rourke Field [Directions] | W 3-0 | 2:45pm | |
| Tue., 9/29 | JV Girls Soccer | Bethel | Away - Rourke Field [Directions] | 5:30 p.m. | 3:00pm | |
| Tue., 9/29 | V Girls Swimming and Diving | New Fairfield | Home - The Sive Shop/ Brookfield [Directions] | 95-86 N Fairfield W | ||
| Tue., 9/29 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Home - Immaculate HS [Directions] | 6:00 p.m. | ||
| Wed., 9/30 | V Field Hockey | Valley Regional | Home - Mustang Valley [Directions] | W 3-0 | ||
| Wed., 9/30 | V Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | L 2-3 | ||
| Wed., 9/30 | JV Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | 3:00 | |
| Thu., 10/1 | JV Boys Soccer | Pomperaug | Away - PHS Soccer Field [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 10/1 | FR Field Hockey | Joel Barlow | Away - Field D [Directions] | Cancelled | 3:30pm | |
| Thu., 10/1 | V Girls Soccer | Pomperaug | Home - Mustang Valley [Directions] | W 2-0 | ||
| Thu., 10/1 | FR Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 5:00 p.m. | 3:45pm | |
| Fri., 10/2 | V Boys Cross Country | Nonnewaug Invitational | Away | 3:45 p.m. | 1:45 | |
| Fri., 10/2 | V Girls Cross Country | Nonnewaug Invitational | Home [Directions] | 3:45 p.m. | ||
| Fri., 10/2 | V Field Hockey | Watertown | Home - Mustang Valley [Directions] | W 3-1 | ||
| Fri., 10/2 | JV Field Hockey | Watertown | Home - Mustang Valley [Directions] | 5:15 p.m. | ||
| Fri., 10/2 | V Girls Swimming and Diving | Stratford | Home - The Dive Shop/ Brookfield [Directions] | 88-80 Immac/Bethel W | ||
| Fri., 10/2 | V Girls Volleyball | Masuk | Home - Immaculate HS [Directions] | L 1-3 | ||
| Fri., 10/2 | JV Girls Volleyball | Masuk | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Sat., 10/3 | V Football | O'Brien Tech | Away - Finn Stadium Shelton HS [Directions] | W 42-0 | ||
| Sat., 10/3 | V Field Hockey | New Milford | Away - New Milford HS [Directions] | T 0-0 | 2:30pm | |
| Sat., 10/3 | JV Field Hockey | New Milford | Away - New Milford HS [Directions] | 2:00 p.m. | ||
| Sat., 10/3 | V Girls Soccer | Morgan | Home - Mustang Valley [Directions] | W 3-1 | ||
| Sat., 10/3 | JV Girls Soccer | Morgan | Home - Mustang Valley [Directions] | Cancelled | ||
| Sat., 10/3 | V Girls Swimming and Diving | Catholic School Invitational | Away - St. Joseph University | 3:00 p.m. | 12:00pm | |
| Mon., 10/5 | JV Football | O'Brien Tech | Home - Mustang Valley, Immaculate HS [Directions] | 4:00 p.m. | ||
| Mon., 10/5 | V Boys Soccer | Bunnell | Home - Mustang Valley [Directions] | W 1-0 | ||
| Mon., 10/5 | JV Boys Soccer | Bunnell | Home - Mustang Valley [Directions] | 4:15 p.m. | ||
| Mon., 10/5 | V Girls Volleyball | Pomperaug | Away - PHS Main Gym [Directions] | L 0-3 | ||
| Mon., 10/5 | JV Girls Volleyball | Pomperaug | Away - PHS Main Gym [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 10/6 | V Boys Cross Country | Weston, Kolbe Cathedral, New Milford | Away - WHS Track [Directions] | 4:30 p.m. | 2:15pm | |
| Tue., 10/6 | V Girls Cross Country | Weston, Kolbe Cathedral, New Milford | Away - WHS Track [Directions] | 5:00 p.m. | ||
| Tue., 10/6 | V Field Hockey | Masuk | Home - Mustang Valley [Directions] | W 5-0 | ||
| Tue., 10/6 | JV Field Hockey | Masuk | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Tue., 10/6 | V Girls Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | W 2-0 | 3:45pm | |
| Tue., 10/6 | JV Girls Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 5:00 p.m. | ||
| Tue., 10/6 | V Girls Swimming and Diving | New Milford | Away - The Dive Shop [Directions] | 91-84 Immac/Bethel W | Yes | |
| Tue., 10/6 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Away | 6:00 p.m. | 4:45pm | |
| Wed., 10/7 | V Girls Volleyball | Brookfield | Home - Immaculate HS [Directions] | L 0-3 | ||
| Wed., 10/7 | JV Girls Volleyball | Brookfield | Home - Immaculate HS [Directions] | 5:00 p.m. | ||
| Thu., 10/8 | FR Football | Harding | Home - Mustang Valley, Immaculate HS [Directions] | Cancelled | ||
| Thu., 10/8 | V Boys Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | L 0-2 | 5:30pm | |
| Thu., 10/8 | JV Boys Soccer | Newtown | Away - Treadwell Town Park--Tilson Field [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 10/8 | V Girls Soccer | Newtown | Home - Mustang Valley [Directions] | W 3-1 | ||
| Thu., 10/8 | V Girls Swimming and Diving | Brookfield | Home - The Dive Shop/ Brookfield [Directions] | 98-74 Brookfield | ||
| Fri., 10/9 | V Football | Harding | Home - Mustang Valley, Immaculate HS [Directions] | L 35-40 | ||
| Fri., 10/9 | V Field Hockey | Joel Barlow | Home - Mustang Valley [Directions] | T 1-1 | ||
| Fri., 10/9 | V Girls Volleyball | Bethel | Away - Bethel HS [Directions] | L 1-3 | ||
| Fri., 10/9 | JV Girls Volleyball | Bethel | Away - Bethel HS [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 10/10 | V Boys Cross Country | Manhatten Invitational | Away | 9:00 a.m. | 7:00am | Van Cortland Park |
| Sat., 10/10 | V Field Hockey | Somers/Rockville Coop | Home - Mustang Valley [Directions] | W 5-0 | ||
| Sat., 10/10 | JV Field Hockey | Somers/Rockville Coop | Home - Mustang Valley [Directions] | 1:00 p.m. | ||
| Sat., 10/10 | V Girls Volleyball | HMTCA | Away - The Learning Corridor [Directions] | L 1-3 | Yes | |
| Sat., 10/10 | JV Girls Volleyball | HMTCA | Away - The Learning Corridor [Directions] | 10:00 a.m. | 8:00am | |
| Mon., 10/12 | JV Football | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | 11:00 a.m. | ||
| Mon., 10/12 | FR Field Hockey | Masuk | Home - Mustang Valley [Directions] | Cancelled | ||
| Tue., 10/13 | V Boys Cross Country | New Fairfield, Brookfield | Home - Tarrywile [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | V Boys Soccer | Brookfield | Home - Mustang Valley [Directions] | L 0-7 | ||
| Tue., 10/13 | JV Boys Soccer | Brookfield | Home - Immaculate HS [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Girls Cross Country | New Fairfield, Brookfield | Home - Tarrywile [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | V Girls Soccer | Brookfield | Away - BHS Stadium Field [Directions] | W 3-0 | 4:30pm | |
| Tue., 10/13 | V Girls Swimming and Diving | Windsor Locks/Ellington/E.Granby/E.Windsor | Away - Windsor Locks HS [Directions] | 81-72 Windsor Locks/Ellington/East Granby | 2:15pm | |
| Wed., 10/14 | V Field Hockey | Weston | Away - WHS Turf Field [Directions] | W 2-0 | 3:30pm | |
| Wed., 10/14 | JV Field Hockey | Weston | Away - WHS Turf Field [Directions] | 5:00 p.m. | ||
| Wed., 10/14 | FR Field Hockey | New Fairfield | Home - Mustang Valley [Directions] | Cancelled | ||
| Thu., 10/15 | JV Boys Soccer | Kennedy Catholic-Somers (NY) | Home - Immaculate HS [Directions] | 4:30 p.m. | ||
| Thu., 10/15 | V Girls Soccer | Joel Barlow | Home - Mustang Valley [Directions] | T 1-1 | ||
| Thu., 10/15 | V Girls Swimming and Diving | Newtown | Away - Newtown HS Pool [Directions] | 90-86 newtown | 5:15pm | |
| Thu., 10/15 | V Girls Volleyball | Weston | Home - Immaculate HS [Directions] | L 1-3 | ||
| Thu., 10/15 | JV Girls Volleyball | Weston | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Fri., 10/16 | V Boys Soccer | Joel Barlow | Away - Field I (Stadium) [Directions] | L 0-3 | 5:30pm | |
| Fri., 10/16 | JV Boys Soccer | Joel Barlow | Away - Field I (Stadium) [Directions] | 5:30 p.m. | ||
| Fri., 10/16 | V Field Hockey | New Fairfield | Home - Mustang Valley [Directions] | W 3-1 | ||
| Fri., 10/16 | JV Field Hockey | New Fairfield | Home - Mustang Valley [Directions] | 5:15 p.m. | ||
| Fri., 10/16 | V Girls Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | L 0-3 | 3:45pm | |
| Fri., 10/16 | JV Girls Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:00 p.m. | Yes | |
| Fri., 10/16 | FR Girls Volleyball | New Fairfield | Home - Immaculate HS [Directions] | 5:00 p.m. | ||
| Sat., 10/17 | V Boys Soccer | Pomperaug | Away - PHS Soccer Field [Directions] | L 2-5 | 5:15pm | |
| Sat., 10/17 | JV Field Hockey | Joel Barlow | Home - Mustang Valley [Directions] | 10:00 a.m. | ||
| Sat., 10/17 | JV Field Hockey | Joel Barlow | Home - Mustang Valley [Directions] | 10:00 a.m. | ||
| Sat., 10/17 | V Girls Soccer | Byram Hills (NY) | Away | W 2-1 | 11:30am | |
| Sat., 10/17 | FR Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 9:00 a.m. | 7:45am | |
| Mon., 10/19 | FR Field Hockey | Bethel | Home - Mustang Valley [Directions] | Cancelled | ||
| Mon., 10/19 | JV Girls Soccer | Kennedy Catholic-Somers (NY) | Home - Immaculate HS [Directions] | 4:30 p.m. | ||
| Mon., 10/19 | V Girls Volleyball | Bunnell | Home - Immaculate HS [Directions] | L 0-3 | ||
| Mon., 10/19 | JV Girls Volleyball | Bunnell | Home - Immaculate HS [Directions] | 4:30 p.m. | ||
| Tue., 10/20 | V Boys Soccer | Kolbe Cathedral | Home - Mustang Valley [Directions] | T 1-1 | ||
| Tue., 10/20 | V Field Hockey | Bethel | Away - Hunt Field at Bethel HS [Directions] | T 0-0 | 4:15pm | |
| Tue., 10/20 | JV Field Hockey | Bethel | Away - Hunt Field at Bethel HS [Directions] | 5:15 p.m. | ||
| Tue., 10/20 | V Girls Soccer | Kolbe Cathedral | Away - Seaside Park Field #1 [Directions] | W 7-0 | 2:15pm | |
| Tue., 10/20 | V Girls Swimming and Diving | Weston | Home - The Dive Shop/ Brookfield [Directions] | 94-74 Weston | ||
| Tue., 10/20 | FR Girls Volleyball | Pomperaug | Home [Directions] | 6:00 p.m. | ||
| Wed., 10/21 | V Boys Cross Country | SWC Championships | Away - Bethel HS | 4:00 p.m. | 2:15pm | |
| Wed., 10/21 | V Girls Cross Country | SWC Championships | Away - Bethel HS | 4:00 p.m. | ||
| Wed., 10/21 | JV Girls Soccer | Newtown | Home - Immaculate HS [Directions] | 3:45 p.m. | ||
| Wed., 10/21 | V Girls Volleyball | Joel Barlow | Home - Immaculate HS [Directions] | L 0-3 | ||
| Wed., 10/21 | JV Girls Volleyball | Joel Barlow | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Thu., 10/22 | V Boys Soccer | Stratford | Home - Mustang Valley [Directions] | W 6-3 | ||
| Thu., 10/22 | JV Boys Soccer | Stratford | Home - Immaculate HS [Directions] | 4:15 p.m. | ||
| Thu., 10/22 | FR Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | Cancelled | 2:30pm | |
| Thu., 10/22 | V Girls Soccer | Stratford | Away - Penders Field [Directions] | W 2-0 | 3:30pm | |
| Thu., 10/22 | JV Girls Soccer | Stratford | Away - Penders Field [Directions] | 5:15 p.m. | ||
| Thu., 10/22 | JV Girls Soccer | Stratford | Away - Penders Field [Directions] | 5:15 p.m. | ||
| Thu., 10/22 | V Girls Swimming and Diving | Joel Barlow | Away - Western CT State University - O'Neill Center [Directions] | 95-78 Joel Barlow | 2:15pm | |
| Thu., 10/22 | V Girls Volleyball | Innovation | Away - Medical Professions and Teacher Preparation Academy [Directions] | W 3-1 | 2:30pm | |
| Thu., 10/22 | JV Girls Volleyball | Innovation | Away - Medical Professions and Teacher Preparation Academy [Directions] | 3:30 p.m. | 1:45pm | |
| Fri., 10/23 | V Field Hockey | Newtown | Home - Mustang Valley [Directions] | W 2-0 | ||
| Fri., 10/23 | JV Field Hockey | Newtown | Home - Mustang Valley [Directions] | 5:15 p.m. | ||
| Fri., 10/23 | V Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral Gym [Directions] | L 1-3 | ||
| Fri., 10/23 | JV Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral Gym [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 10/23 | FR Girls Volleyball | Pomperaug | Away [Directions] | 3:30 p.m. | 2:15pm | @Masuk |
| Sat., 10/24 | V Football | Capital/Achievement | Home - Mustang Valley, Immaculate HS [Directions] | W 34-21 | ||
| Sat., 10/24 | V Boys Soccer | Morgan | Home - Mustang Valley [Directions] | T 0-0 | ||
| Sat., 10/24 | JV Boys Soccer | Morgan | Home - Mustang Valley [Directions] | 10:00 a.m. | ||
| Sat., 10/24 | V Girls Soccer | Kennedy Catholic-Somers (NY) | Away - Turf Field | W 3-0 | 8:30am | |
| Mon., 10/26 | JV Football | Capital/Achievement | Away - Riverside Park [Directions] | 3:45 p.m. | ||
| Mon., 10/26 | V Boys Soccer | Stratford | Away - Penders Field [Directions] | W 1-0 | 5:00 | |
| Mon., 10/26 | FR Field Hockey | Brookfield | Away - BHS Field Hockey Field [Directions] | Cancelled | 3:00pm | |
| Mon., 10/26 | V Girls Volleyball | Abbott Tech | Away - Daniel A. Garamella Memorial Gymnasium [Directions] | L 1-3 | 2:45pm | |
| Mon., 10/26 | JV Girls Volleyball | Abbott Tech | Away - Daniel A. Garamella Memorial Gymnasium [Directions] | 3:45 p.m. | Yes | |
| Tue., 10/27 | V Field Hockey | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | W 6-1 | 3:30pm | |
| Tue., 10/27 | JV Field Hockey | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 5:15 p.m. | ||
| Tue., 10/27 | V Girls Swimming and Diving | Pomperaug | Home - The Dive Shop/Brookfield [Directions] | 7:00 p.m. | ||
| Wed., 10/28 | V Girls Volleyball | HMTCA | Home - Immaculate HS [Directions] | W 3-2 | ||
| Wed., 10/28 | JV Girls Volleyball | HMTCA | Home - Immaculate HS [Directions] | 4:30 p.m. | ||
| Thu., 10/29 | FR Field Hockey | Pomperaug | Home - Mustang Valley [Directions] | Cancelled | ||
| Fri., 10/30 | V Football | Bassick | Away - Kennedy Stadium [Directions] | W 43-12 | ||
| Sat., 10/31 | V Boys Cross Country | CIAC Class S State Championship | Away - Willowbrook Park | 9:00 a.m. | 7:00am | |
| Sat., 10/31 | V Girls Cross Country | CIAC Class S State Championship | Away - Willowbrook Park | 9:00 a.m. | ||
| Mon., 11/2 | JV Football | Bassick | Home - Mustang Valley, Immaculate HS [Directions] | Cancelled | ||
| Mon., 11/2 | V Field Hockey | Bethel | Away [Directions] | 5:00 p.m. | 3:30pm | |
| Tue., 11/3 | V Girls Soccer | Joel Barlow | Away [Directions] | 7:00 p.m. | 5:15pm | |
| Wed., 11/4 | V Field Hockey | SWC Championship @ Brookfield | Away | 7:00 p.m. | 5:30pm | |
| Wed., 11/4 | V Field Hockey | SWC Championship @ Brookfield | Away | 7:00 p.m. | 5:30pm | |
| Thu., 11/5 | FR Football | Prince Tech-Innovation | Away - Prince Tech/Moriarty Field [Directions] | Cancelled | ||
| Thu., 11/5 | V Girls Soccer | SWC Championship @ Newtown High School | Away | 7:00 p.m. | 5:15pm | |
| Fri., 11/6 | V Boys Cross Country | State Open Meet | Away - Willowbrook Park | 4:00 p.m. | 2:15pm | |
| Fri., 11/6 | V Girls Cross Country | State Open Meet | Away - Willowbrook Park | 4:00 p.m. | ||
| Sat., 11/7 | V Football | Prince Tech-Innovation | Away - Prince Tech/Moriarty Field [Directions] | W 42-24 | ||
| Sat., 11/7 | V Girls Swimming and Diving | SWC Championship @ masuk HIgh School | Away | 4:00 p.m. | 12:30pm | |
| Mon., 11/9 | JV Football | Prince Tech-Innovation | Home - Mustang Valley, Immaculate HS [Directions] | 3:00 p.m. | ||
| Tue., 11/10 | V Field Hockey | Suffield | Home - Mustang Valley [Directions] | 2:00 p.m. | ||
| Wed., 11/11 | V Girls Soccer | Class State Tournament | Home - Mustang Valley [Directions] | 2:00 p.m. | ||
| Thu., 11/12 | FR Football | Bullard/Kolbe | Home - Mustang Valley, Immaculate HS [Directions] | Cancelled | ||
| Thu., 11/12 | V Field Hockey | Enfield | Home - Mustang Valley [Directions] | 2:00 p.m. | ||
| Fri., 11/13 | V Girls Soccer | Berlin | Home - Mustang Valley [Directions] | 2:00 p.m. | ||
| Sat., 11/14 | V Football | Bullard/Kolbe | Home - Mustang Valley, Immaculate HS [Directions] | W 56-13 | ||
| Sat., 11/14 | V Girls Swimming and Diving | Class M Trials @ Masuk | Away | 11:30 a.m. | 8:30am | |
| Mon., 11/16 | JV Football | Bullard/Kolbe | Away - Bullard Havens [Directions] | 3:00 p.m. | ||
| Tue., 11/17 | V Field Hockey | Haddam-Killingworth | Away [Directions] | 7:00 p.m. | 4:00pm | |
| Wed., 11/18 | V Girls Swimming and Diving | Class M Finals @ SCSU | Away | 6:00 p.m. | 2:30pm | |
| Sat., 11/21 | JV Football | Northwest United | Away - Wolcott Tech Football Field [Directions] | 11:00 a.m. | ||
| Sat., 11/21 | V Girls Swimming and Diving | State Open | Away | 12:00 p.m. | 8:00am | |
| Tue., 12/1 | V Football | Brookfield | Home - Western Connecticut State University [Directions] | L 35-6 | ||
| Thu., 12/3 | V Girls Basketball | Litchfield (Scrim.) | Home - Immaculate HS [Directions] | 6:00 p.m. | ||
| Tue., 12/8 | V Girls Basketball | Shepaug Valley (Scrim.) | Away - Ted Alex Gymnasium [Directions] | 5:30 p.m. | 3:45pm | |
| Wed., 12/9 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | L 8-0 | TBA | |
| Thu., 12/10 | V Boys Basketball | Wilton (Scrim.) | Home - Immaculate HS [Directions] | 6:00 p.m. | ||
| Thu., 12/10 | V Girls Basketball | Hamden (Scrim.) | Away - HHS Gym [Directions] | 5:30 p.m. | 3:00pm | |
| Fri., 12/11 | V Girls Basketball | Thomaston (Scrim.) | Away [Directions] | 3:45 p.m. | 2:30pm | |
| Sat., 12/12 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Bennett Rink [Directions] | W 4-1 | ||
| Mon., 12/14 | V Boys Basketball | Darien (Scrim.) | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 12/14 | V Girls Ice Hockey | Hall/Conard | Away - Veteran's Memorial Rink [Directions] | L 0-7 | TBA | |
| Wed., 12/16 | V Boys Basketball | Guilford (Scrim.) | Home - Immaculate HS [Directions] | 4:00 p.m. | ||
| Fri., 12/18 | V Girls Basketball | Kaynor Tech | Home - Immaculate HS [Directions] | W 54-29 | ||
| Fri., 12/18 | JV Girls Basketball | Kaynor Tech | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Sat., 12/19 | V Boys Indoor Track | Hillhouse Invitational | Away | 7:00 a.m. | 6:30am | |
| Sat., 12/19 | V Boys Swimming and Diving | Norwalk Relays | Away - Norwalk HS | 1:00 p.m. | ||
| Sat., 12/19 | V Girls Basketball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | W 47-44 | 2:45pm | |
| Sat., 12/19 | JV Girls Basketball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 12/19 | V Girls Ice Hockey | Lauralton Hall | Home - Bennett Rink [Directions] | W 7-0 | ||
| Sat., 12/19 | V Girls Indoor Track | Tournament Game - Opponent Not Known | Away | 7:00 a.m. | 6:30am | |
| Mon., 12/21 | V Boys Basketball | Bethel | Away [Directions] | W 42-37 | ||
| Mon., 12/21 | V Boys Swimming and Diving | Pomperaug | Home - Western CT State University - O'Neill Center [Directions] | Pomperaug 101, Barlow 72 | ||
| Wed., 12/23 | V Boys Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | L 52-62 | ||
| Wed., 12/23 | JV Boys Basketball | Bethel | Away [Directions] | 2:00 p.m. | ||
| Wed., 12/23 | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 12/23 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | T 2-2 | TBA | |
| Sat., 12/26 | V Boys Basketball | New Milford | Away - New Fairfield HS [Directions] | W 74-66 | 3:45pm | |
| Sat., 12/26 | JV Boys Basketball | Candlewood Valley | Away | 3:00 p.m. | ||
| Sat., 12/26 | FR Boys Basketball | Candlewood Valley Classic | Away | 1:00 p.m. | 12:00pm | |
| Sat., 12/26 | V Boys Indoor Track | North Shore Invitational | Away | 7:00 a.m. | 6:30am | |
| Sat., 12/26 | V Girls Indoor Track | Tournament Game - Opponent Not Known | Away | 7:00 a.m. | 6:30am | |
| Mon., 12/28 | V Boys Basketball | Brookfield | Away - New Fairfield HS [Directions] | W 58-52 | 5:45pm | |
| Mon., 12/28 | JV Boys Basketball | Candlewood Valley | Away | 3:00 p.m. | ||
| Mon., 12/28 | FR Boys Basketball | Candlewood Valley Classic | Away | 1:00 p.m. | 12:00pm | |
| Mon., 12/28 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Bennett Rink [Directions] | W 2-1 (OT) | ||
| Tue., 12/29 | V Girls Basketball | Foran | Away - Jonathan Law HS [Directions] | W 53-36 | 10:00am | |
| Wed., 12/30 | V Girls Basketball | Jonathan Law | Away - Jonathan Law HS-Richetelli Gymnasium [Directions] | L 63-59 | 12:00pm | |
| Wed., 12/30 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion [Directions] | W 3-1 | TBA | |
| Sat., 1/2 | V Girls Basketball | New Milford | Home - Immaculate HS [Directions] | W 45-24 | ||
| Sat., 1/2 | JV Girls Basketball | New Milford | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Sat., 1/2 | FR Girls Basketball | New Milford | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Sat., 1/2 | V Girls Indoor Track | Tournament Game - Opponent Not Known | Away | 1:00 p.m. | 12:00pm | |
| Tue., 1/5 | V Boys Basketball | Achievement First | Away - AF [Directions] | W 62-28 | 3:30pm | |
| Tue., 1/5 | JV Boys Basketball | Achievement First | Away [Directions] | Cancelled | Yes | |
| Tue., 1/5 | V Boys Swimming and Diving | Weston | Away - Weston MS Pool [Directions] | Weston 97, Barlow 72 | ||
| Tue., 1/5 | V Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | W 55-52 | ||
| Tue., 1/5 | JV Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 5:15 p.m. | 3:30pm | |
| Tue., 1/5 | FR Girls Basketball | New Fairfield | Home - Immaculate HS [Directions] | Cancelled | ||
| Tue., 1/5 | FR Girls Basketball | Kolbe Cathedral | Away [Directions] | Cancelled | 2:30pm | |
| Wed., 1/6 | V Boys Indoor Track | Wilton | Away [Directions] | 3:00 p.m. | 2:15pm | @ Danbury Sports Dome |
| Wed., 1/6 | V Girls Indoor Track | SWC JV Developmental | Away | 3:00 p.m. | 2:15pm | |
| Thu., 1/7 | JV Boys Basketball | Faith Prep | Away | 4:00 p.m. | 3:00pm | |
| Fri., 1/8 | V Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | W 75-61 | ||
| Fri., 1/8 | JV Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 5:15 p.m. | 3:00pm | |
| Fri., 1/8 | FR Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 1/8 | V Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | L 63-34 | ||
| Fri., 1/8 | JV Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 5:15 p.m. | 3:45pm | |
| Fri., 1/8 | FR Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 1/9 | V Boys Indoor Track | SWC Developmental @ Weslyan | Away | 9:00 a.m. | 6:15am | @ Weslyan University |
| Sat., 1/9 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Bennett Rink [Directions] | L 1-2 | ||
| Sat., 1/9 | V Girls Indoor Track | SWC Developmental | Away | 9:00 a.m. | 6:15am | |
| Wed., 1/13 | V Boys Basketball | Bethel | Home - Immaculate HS [Directions] | W 54-33 | ||
| Wed., 1/13 | JV Boys Basketball | Bethel | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Wed., 1/13 | FR Boys Basketball | Bethel | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Wed., 1/13 | V Boys Indoor Track | SWC JV Developmental | Away | 3:00 p.m. | 2:15pm | @ Danbury Sports Dome |
| Wed., 1/13 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | W 5-1 | TBA | |
| Wed., 1/13 | V Girls Indoor Track | SWC JV Developmental | Away | 3:00 p.m. | 2:15pm | |
| Thu., 1/14 | V Girls Basketball | Bethel | Away - Bethel HS [Directions] | W 53-48 | 2:30pm | |
| Thu., 1/14 | JV Girls Basketball | Bethel | Away - Bethel HS [Directions] | 3:30 p.m. | Yes | |
| Fri., 1/15 | V Boys Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | W 58-43 | ||
| Fri., 1/15 | JV Boys Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | 3:30pm | |
| Fri., 1/15 | FR Boys Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 1/15 | V Boys Indoor Track | Yale Invitational | Away | TBA | ||
| Fri., 1/15 | V Girls Basketball | Stratford | Home - Immaculate HS [Directions] | W 66-33 | ||
| Fri., 1/15 | JV Girls Basketball | Stratford | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Sat., 1/16 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Bennett Rink [Directions] | W 3-0 | ||
| Sat., 1/16 | V Girls Indoor Track | Tournament Game - Opponent Not Known | Away | 7:00 a.m. | ||
| Mon., 1/18 | V Boys Indoor Track | SWC Developmental @ Weslyan | Away | 9:00 a.m. | 6:15am | @ Weslyan University |
| Mon., 1/18 | V Boys Swimming and Diving | New Milford | Away - Canterbury School [Directions] | Barlow 93, New Milford 69 | ||
| Mon., 1/18 | V Girls Indoor Track | SWC Developmental | Away | 9:00 a.m. | 6:15am | |
| Tue., 1/19 | V Boys Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | W 56-28 | ||
| Tue., 1/19 | JV Boys Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:15 p.m. | 4:00pm | |
| Tue., 1/19 | FR Boys Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 1/19 | V Girls Basketball | Newtown | Home - Immaculate HS [Directions] | L 30-51 | ||
| Tue., 1/19 | JV Girls Basketball | Newtown | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Tue., 1/19 | FR Girls Basketball | Newtown | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Wed., 1/20 | V Girls Ice Hockey | Hamden Coop | Home - Bennett Rink [Directions] | L 5-0 | ||
| Thu., 1/21 | V Boys Swimming and Diving | Bethel | Home - Western CT State University - O'Neill Center [Directions] | Bethel 100, Barlow 78 | ||
| Fri., 1/22 | V Boys Basketball | New Milford | Home - Immaculate HS [Directions] | W 65-51 | ||
| Fri., 1/22 | JV Boys Basketball | New Milford | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Fri., 1/22 | FR Boys Basketball | New Milford | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Fri., 1/22 | V Boys Swimming and Diving | Jonathan Law | Away - Foran HS Pool [Directions] | Barlow 94, Law 63 | ||
| Fri., 1/22 | V Girls Basketball | New Milford | Away - New Milford HS [Directions] | W 66-30 | ||
| Fri., 1/22 | JV Girls Basketball | New Milford | Away - New Milford HS [Directions] | 5:15 p.m. | 4:00pm | |
| Fri., 1/22 | FR Girls Basketball | New Milford | Away - New Milford HS [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 1/23 | V Boys Indoor Track | SCC Coaches Invitational | Away | 7:00 a.m. | ||
| Mon., 1/25 | V Boys Basketball | Weston | Home - Immaculate HS [Directions] | W 63-46 | ||
| Mon., 1/25 | JV Boys Basketball | Weston | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Mon., 1/25 | FR Boys Basketball | Weston | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Tue., 1/26 | V Boys Swimming and Diving | Masuk | Home - Western CT State University - O'Neill Center [Directions] | Masuk 91, Barlow 77 | ||
| Tue., 1/26 | V Girls Basketball | Weston | Away - WHS Gymnasium [Directions] | W 34-30 | ||
| Tue., 1/26 | JV Girls Basketball | Weston | Away - WHS Gymnasium [Directions] | 5:15 p.m. | 4:00pm | |
| Tue., 1/26 | FR Girls Basketball | Weston | Away - WHS Gymnasium [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 1/26 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | L 1-4 | TBA | |
| Wed., 1/27 | V Boys Basketball | Abbott Tech | Home - Immaculate HS [Directions] | W 65-44 | ||
| Wed., 1/27 | JV Boys Basketball | Abbott Tech | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Wed., 1/27 | FR Boys Basketball | Abbott Tech | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Wed., 1/27 | V Boys Indoor Track | SWC JV Developmental | Away | 3:00 p.m. | 2:15pm | @ Danbury Sports Dome |
| Wed., 1/27 | V Girls Ice Hockey | East Catholic Coop | Home - Bennett Rink [Directions] | L 4-0 | ||
| Wed., 1/27 | V Girls Indoor Track | SWC JV Developmental | Away | 3:00 p.m. | 2:15pm | |
| Fri., 1/29 | V Boys Basketball | Bunnell | Away - Bunnell [Directions] | W 61-51 | ||
| Fri., 1/29 | JV Boys Basketball | Bunnell | Away - Bunnell [Directions] | 5:15 p.m. | 3:30pm | |
| Fri., 1/29 | FR Boys Basketball | Bunnell | Away - Bunnell [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 1/29 | V Girls Basketball | Bunnell | Home - Immaculate HS [Directions] | W 59-34 | ||
| Fri., 1/29 | JV Girls Basketball | Bunnell | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Fri., 1/29 | FR Girls Basketball | Bunnell | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Sat., 1/30 | V Girls Basketball | Valley Regional | Home - Immaculate HS [Directions] | W 54-38 | ||
| Sat., 1/30 | JV Girls Basketball | Valley Regional | Home - Immaculate HS [Directions] | 11:15 p.m. | ||
| Sat., 1/30 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | L 1-5 | TBA | |
| Tue., 2/2 | V Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | W 53-45 | ||
| Tue., 2/2 | JV Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 5:15 p.m. | 4:15pm | |
| Tue., 2/2 | FR Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 2/2 | V Boys Swimming and Diving | Brookfield | Away - Brookfield Dive Shop [Directions] | Brookfield 97, Barlow 74 | ||
| Tue., 2/2 | V Girls Basketball | New Fairfield | Home - Immaculate HS [Directions] | L 62-37 | ||
| Tue., 2/2 | JV Girls Basketball | New Fairfield | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Tue., 2/2 | FR Girls Basketball | New Fairfield | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Tue., 2/2 | V Girls Ice Hockey | Northwest Catholic | Home - Bennett Rink [Directions] | T 3-3(OT) | ||
| Sat., 2/6 | V Boys Indoor Track | SWC Championship | Away | 5:00 p.m. | 2:30pm | @ FLAC (New Haven) |
| Sat., 2/6 | V Girls Basketball | WCA | Home - Immaculate HS [Directions] | W 59-29 | ||
| Sat., 2/6 | JV Girls Basketball | WCA | Home - Immaculate HS [Directions] | 12:15 p.m. | ||
| Sat., 2/6 | V Girls Indoor Track | SWC Championship | Away | 5:00 p.m. | 2:15pm | |
| Tue., 2/9 | V Boys Swimming and Diving | New Fairfield | Home - Western CT State University - O'Neill Center [Directions] | New Fairfield 93, Barlow 83 | ||
| Tue., 2/9 | V Girls Basketball | Brookfield | Home - Immaculate HS [Directions] | W 52-35 | ||
| Wed., 2/10 | V Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | W 58-46 | ||
| Wed., 2/10 | FR Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 3:30 p.m. | 2:30pm | |
| Wed., 2/10 | V Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | L 69-45 | ||
| Wed., 2/10 | JV Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 5:00 p.m. | 3:45pm | |
| Wed., 2/10 | FR Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 3:30 p.m. | 2:30pm | |
| Wed., 2/10 | V Girls Ice Hockey | Daniel Hand Coop | Home - Bennett Rink [Directions] | L 1-2 | ||
| Fri., 2/12 | V Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | W 65-62 | ||
| Fri., 2/12 | JV Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 5:15 p.m. | 4:00pm | |
| Fri., 2/12 | FR Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 2/12 | V Boys Indoor Track | Class S State Championship Meet | Away | TBA | 1:45pm | @ FLAC (New Haven) |
| Fri., 2/12 | V Girls Basketball | Joel Barlow | Home - Immaculate HS [Directions] | L 64-56 | ||
| Fri., 2/12 | JV Girls Basketball | Joel Barlow | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Fri., 2/12 | FR Girls Basketball | Joel Barlow | Home - Immaculate HS [Directions] | Cancelled | ||
| Fri., 2/12 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | W 7-2 | TBA | |
| Fri., 2/12 | V Girls Indoor Track | Class S State Championship | Away | TBA | 1:45pm | |
| Sat., 2/13 | V Girls Ice Hockey | Lauralton Hall | Away [Directions] | W 5-0 | TBA | |
| Sun., 2/14 | V Boys Basketball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | W 71-61 | ||
| Sun., 2/14 | JV Boys Basketball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | 2:00 p.m. | ||
| Sun., 2/14 | FR Boys Basketball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | 12:30 p.m. | ||
| Mon., 2/15 | JV Boys Basketball | Faith Prep | Home - Immaculate HS [Directions] | Cancelled | ||
| Mon., 2/15 | V Girls Ice Hockey | Simsbury | Away - ISCC [Directions] | L 9-2 | TBA | |
| Tue., 2/16 | V Boys Swimming and Diving | Newtown | Home - Western CT State University - O'Neill Center [Directions] | Newtown 99, Barlow 71 | ||
| Wed., 2/17 | V Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | W 64-50 | ||
| Wed., 2/17 | JV Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 5:15 p.m. | 4:00pm | |
| Wed., 2/17 | FR Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 2/17 | V Girls Basketball | Masuk | Home - Immaculate HS [Directions] | W 44-28 | ||
| Wed., 2/17 | JV Girls Basketball | Masuk | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Wed., 2/17 | FR Girls Basketball | Masuk | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Fri., 2/19 | V Boys Basketball | Kolbe Cathedral | Home - Immaculate HS [Directions] | W 67-57 | ||
| Fri., 2/19 | JV Boys Basketball | Kolbe Cathedral | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Fri., 2/19 | FR Boys Basketball | Kolbe Cathedral | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Fri., 2/19 | V Girls Basketball | Kolbe Cathedral | Away [Directions] | 7:00 p.m. | 5:00pm | |
| Sat., 2/20 | V Boys Indoor Track | State Open | Away | TBA | @ FLAC (New Haven) | |
| Sat., 2/20 | V Girls Ice Hockey | Guilford Coop | Home - Bennett Rink [Directions] | W 6-2 | ||
| Sat., 2/20 | V Girls Indoor Track | State Open | Away | TBA | ||
| Wed., 2/24 | V Boys Basketball | Pomperaug | Home - Immaculate HS [Directions] | L 78-82(2OT) | ||
| Wed., 2/24 | JV Boys Basketball | Pomperaug | Home - Immaculate HS [Directions] | 5:15 p.m. | ||
| Wed., 2/24 | FR Boys Basketball | Pomperaug | Home - Immaculate HS [Directions] | 3:30 p.m. | ||
| Wed., 2/24 | V Boys Swimming and Diving | Bunnell/Stratford | Away - Flood Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/26 | V Boys Basketball | SWC Quarterfinals | Home - Immaculate HS [Directions] | 7:00 p.m. | ||
| Mon., 2/29 | V Boys Basketball | SWC Semifinals | Away | 7:00 p.m. | 4:00pm | |
| Thu., 3/3 | V Boys Basketball | SWC Championship game | Away | 7:00 p.m. | 5:00pm | |
| Thu., 3/3 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | 4:30pm | |
| Fri., 3/4 | V Boys Indoor Track | New England Meet | Away | TBA | ||
| Fri., 3/4 | V Girls Indoor Track | New England Meet | Away | TBA | ||
| Mon., 3/7 | V Boys Basketball | Creed | Home - Immaculate HS [Directions] | 7:00 p.m. | ||
| Mon., 3/7 | V Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 7:00 p.m. | 5:00pm | |
| Wed., 3/9 | V Boys Basketball | Somers | Home - Immaculate HS [Directions] | 7:00 p.m. | ||
| Tue., 3/22 | V Softball | Kennedy Catholic-Somers (NY) (Scrim.) | Away | 4:00 p.m. | 2:30pm | |
| Wed., 3/23 | V Baseball | Danbury (Scrim.) | Away - Danbury HS Varsity Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 3/24 | V Baseball | Wilton (Scrim.) | Away [Directions] | 4:15 p.m. | 2:45pm | |
| Thu., 3/24 | V Softball | Danbury (Scrim.) | Home - Immaculate HS [Directions] | 3:45 p.m. | ||
| Sat., 3/26 | V Baseball | Ridgefield (Scrim.) | Away - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 11:00 a.m. | 9:30am | |
| Sat., 3/26 | V Girls Lacrosse | Mustang Mixup Tournament | Home - Mustang Valley [Directions] | 8:00 a.m. | ||
| Mon., 3/28 | V Softball | Fairfield Warde (Scrim.) | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 3/29 | V Baseball | Housatonic Regional (Scrim.) | Home - Immaculate HS [Directions] | 4:15 p.m. | ||
| Wed., 3/30 | V Baseball | Danbury (Scrim.) | Home - Immaculate HS [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | V Softball | Wilton (Scrim.) | Away - WHS Varsity Softball Field [Directions] | 4:00 p.m. | 2:45pm | |
| Sat., 4/2 | V Boys Lacrosse | St. Bernard-Wheeler | Home - Mustang Valley [Directions] | W 6-3 | ||
| Sat., 4/2 | V Girls Lacrosse | Lauralton Hall (Scrim.) | Away - Turf Field [Directions] | 10:00 a.m. | 8:30am | |
| Tue., 4/5 | V Boys Lacrosse | Notre Dame-Fairfield | Home - Mustang Valley [Directions] | W 13-4 | ||
| Tue., 4/5 | V Girls Lacrosse | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | W 8-4 | 2:15pm | |
| Wed., 4/6 | V Baseball | Kolbe Cathedral | Away - Seaside Park Field #1 [Directions] | W 11-5 | 2:15pm | |
| Wed., 4/6 | V Boys Tennis | Bunnell | Home - Rogers Park [Directions] | W 7-0 | ||
| Wed., 4/6 | V Softball | Kaynor Tech | Home - Immaculate HS [Directions] | W 12-0 | ||
| Wed., 4/6 | V Girls Tennis | New Milford | Away [Directions] | W 5-2 | 2:30pm | |
| Thu., 4/7 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell [Directions] | L 6-13 | 2:45pm | |
| Thu., 4/7 | V Girls Lacrosse | Bunnell | Home - Mustang Valley [Directions] | W 11-7 | ||
| Thu., 4/7 | JV Girls Lacrosse | Bunnell | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Fri., 4/8 | V Boys Tennis | Kaynor Tech | Home - Rogers Park [Directions] | W 6-1 | ||
| Sat., 4/9 | V Boys Lacrosse | St. Paul Catholic | Home - Mustang Valley [Directions] | W 8-6 | ||
| Sat., 4/9 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | W 10-1 | 1:00pm | |
| Mon., 4/11 | V Boys Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | IHS 178. WHS 179 | 2:00pm | |
| Mon., 4/11 | V Boys Lacrosse | Bridgeport Central | Home - Mustang Valley [Directions] | W 12-2 | ||
| Mon., 4/11 | V Boys Tennis | Newtown | Home - Rogers Park [Directions] | L 1-6 | ||
| Mon., 4/11 | V Girls Golf | Brookfield | Home - Rogers Park [Directions] | 206 | ||
| Mon., 4/11 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | L 2-6 | 2:30pm | |
| Mon., 4/11 | V Girls Tennis | Newtown | Away - Newtown HS [Directions] | L 2-5 | 2:15pm | |
| Tue., 4/12 | V Girls Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | L 10-4 | 3:15pm | |
| Tue., 4/12 | JV Girls Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | 4:30 p.m. | ||
| Wed., 4/13 | V Baseball | Joel Barlow | Home - Immaculate HS [Directions] | W 15-6 | ||
| Wed., 4/13 | V Boys Golf | New Fairfield | Away - River Oaks [Directions] | IHS 172. NFHS 186 Non league | 1:30pm | |
| Wed., 4/13 | V Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | L 3-16 | 2:30pm | |
| Wed., 4/13 | V Girls Tennis | Notre Dame-Fairfield | Home - Rogers Park [Directions] | W 7-0 | ||
| Thu., 4/14 | V Baseball | Bassick | Home - Immaculate HS [Directions] | W 16-2 | ||
| Thu., 4/14 | V Boys Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | L 5-9 | 4:00pm | |
| Thu., 4/14 | V Girls Golf | Bunnell | Away - Oronoque Country Club [Directions] | 217 | 1:30pm | |
| Thu., 4/14 | V Girls Lacrosse | Brookfield | Home - Mustang Valley [Directions] | L 7-4 | ||
| Thu., 4/14 | JV Girls Lacrosse | Brookfield | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Fri., 4/15 | V Baseball | Abbott Tech | Away - Abbott Tech Baseball Field(school campus) [Directions] | W 5-4 | 2:15pm | |
| Fri., 4/15 | V Boys Tennis | Abbott Tech | Home - Rogers Park [Directions] | W 5-2 | ||
| Fri., 4/15 | V Softball | Weston | Home - Immaculate HS [Directions] | L 4-6 | ||
| Fri., 4/15 | V Girls Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | W 5-2 | 2:30pm | |
| Sat., 4/16 | V Baseball | Kaynor Tech | Away - Kaynor Tech Baseball Field [Directions] | W 7-1 | 8:30am | |
| Sat., 4/16 | V Boys Lacrosse | Joel Barlow | Home - Mustang Valley [Directions] | L 3-15 | ||
| Sat., 4/16 | V Girls Lacrosse | Bunnell | Away - Bunnell Turf Field [Directions] | W 18-11 | 8:00am | |
| Sat., 4/16 | JV Girls Lacrosse | Bunnell | Away - Bunnell Turf Field [Directions] | Cancelled | ||
| Sat., 4/16 | JV Softball | Weston | Home - Immaculate HS [Directions] | 10:00 a.m. | ||
| Mon., 4/18 | V Baseball | Brookfield | Home - Immaculate HS [Directions] | W 5-4 | ||
| Mon., 4/18 | V Boys Tennis | New Milford | Away - New Milford HS [Directions] | L 2-5 | 8:30am | |
| Mon., 4/18 | V Girls Outdoor Track | Stratford, New Milford, Weston | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 4/18 | V Softball | Stratford | Away - DeLuca Field [Directions] | W 12-0 | 2:15pm | |
| Mon., 4/18 | V Girls Tennis | New Milford | Home - Rogers Park [Directions] | W 6-1 | ||
| Tue., 4/19 | JV Baseball | Brookfield | Away - Huckleberry Hill Elementary School Baseball Field [Directions] | 3:45 p.m. | 2:30pm | |
| Tue., 4/19 | V Boys Lacrosse | Windsor | Away - O'Brien Stadium Turf Field [Directions] | W 11-3 | 3:45pm | |
| Tue., 4/19 | V Boys Outdoor Track | Weston, New Milford, Stratford | Away - WHS Stadium Field [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 4/19 | V Boys Tennis | New Fairfield | Home - Rogers Park [Directions] | L 1-6 | ||
| Tue., 4/19 | V Girls Golf | Stratford | Away [Directions] | 243 | 1:30pm | |
| Wed., 4/20 | V Baseball | Newtown | Away - Newtown HS Baseball Field [Directions] | L 5-8 | 2:15pm | |
| Wed., 4/20 | JV Baseball | Joel Barlow | Home [Directions] | 10:00 a.m. | ||
| Wed., 4/20 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | NHS 165 IHS 189 | Yes | |
| Wed., 4/20 | V Boys Tennis | Joel Barlow | Home - Rogers Park [Directions] | L 1-6 | ||
| Wed., 4/20 | V Softball | Newtown | Away - Newtown HS Softball Field [Directions] | L 1-13 | 2:15pm | |
| Wed., 4/20 | V Girls Tennis | Joel Barlow | Away - Tennis Courts [Directions] | L 0-7 | 10:30am | |
| Thu., 4/21 | JV Baseball | Newtown | Away - Baseball Field at Fairfield Hills Complex [Directions] | 3:30 p.m. | 2:30pm | |
| Thu., 4/21 | V Boys Golf | Bunnell | Home - Immaculate HS [Directions] | IHS 172 BHS 205 | ||
| Thu., 4/21 | V Boys Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | L 5-6 | 5:15pm | |
| Thu., 4/21 | V Boys Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | L 2-5 | 2:15pm | |
| Thu., 4/21 | V Girls Tennis | Masuk | Home - Rogers Park [Directions] | L 2-5 | ||
| Fri., 4/22 | V Baseball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | L 0-11 | ||
| Sat., 4/23 | JV Baseball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | 10:00 a.m. | ||
| Sat., 4/23 | V Boys Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | W 11-10(OT) | 8:30am | |
| Sat., 4/23 | V Girls Lacrosse | Valley Regional | Away - Valley Regional HS [Directions] | W 10-9 | 8:30am | |
| Mon., 4/25 | V Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | L 0-6 | 2:45pm | |
| Mon., 4/25 | V Boys Tennis | Bunnell | Away - Bunnell Tennis Courts [Directions] | W 6-1 | 2:15pm | |
| Mon., 4/25 | V Girls Golf | Bunnell | Home - Rogers Park [Directions] | 223 | ||
| Mon., 4/25 | V Girls Outdoor Track | Pomperaug, Bunnell, New Fairfield | Away - Bunnell [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 4/25 | V Softball | New Fairfield | Away - NFHS Softball Field [Directions] | L 1-4 | 3:00pm | |
| Mon., 4/25 | V Girls Tennis | Bunnell | Home - Rogers Park [Directions] | L 3-4 | ||
| Tue., 4/26 | V Boys Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | IHS 183 MHS 184 | 1:45pm | |
| Tue., 4/26 | V Boys Outdoor Track | New Fairfield, Pomperaug | Away - Rebel Stadium [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 4/27 | V Baseball | New Milford | Home - Immaculate [Directions] | L 1-6 | ||
| Wed., 4/27 | V Boys Golf | Stratford | Home [Directions] | IHS 161 SHS 213 | ||
| Wed., 4/27 | V Boys Tennis | Bethel | Home - Rogers Park [Directions] | L 3-4 | ||
| Wed., 4/27 | V Girls Golf | Stratford | Home - Rogers Park [Directions] | 206 | ||
| Wed., 4/27 | V Girls Lacrosse | Kennedy Catholic-Somers (NY) | Away | L 9-6 | 2:30pm | |
| Wed., 4/27 | JV Girls Lacrosse | Kennedy Catholic-Somers (NY) | Away | Cancelled | ||
| Wed., 4/27 | JV Softball | Danbury | Away [Directions] | 3:45 p.m. | 2:45pm | |
| Wed., 4/27 | V Girls Tennis | Bethel | Away [Directions] | L 3-4 | 2:45pm | |
| Thu., 4/28 | JV Baseball | New Milford | Home [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Boys Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | IHS 180 (226) BHS 180 (229) won on 5th card | Yes | |
| Thu., 4/28 | V Boys Lacrosse | Bethel | Home - Mustang Valley [Directions] | L 4-8 | ||
| Thu., 4/28 | V Boys Outdoor Track | Bethel Frosh Invitational | Away | 4:00 p.m. | 2:30pm | |
| Thu., 4/28 | V Girls Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | 222 | 1:30pm | |
| Thu., 4/28 | V Girls Lacrosse | Bethel | Away - Rockwell Field [Directions] | L 10-12 | 3:15pm | |
| Thu., 4/28 | JV Girls Lacrosse | Bethel | Away - Rockwell Field [Directions] | Cancelled | ||
| Thu., 4/28 | V Softball | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | L 6-8 | ||
| Fri., 4/29 | V Baseball | Joel Barlow | Away - Field G (Baseball) [Directions] | L 6-7 | 2:15pm | |
| Fri., 4/29 | V Boys Tennis | Kennedy Catholic-Somers (NY) | Away | W 5-0 | 2:45pm | |
| Fri., 4/29 | V Softball | Joel Barlow | Away - Field E (Softball) [Directions] | L 2-11 | Yes | |
| Fri., 4/29 | V Girls Tennis | Abbott Tech | Home - Rogers Park [Directions] | W 7-0 | ||
| Sat., 4/30 | JV Baseball | Joel Barlow | Away - Veteran's Field - Easton [Directions] | 9:30 a.m. | 8:30am | |
| Sat., 4/30 | V Boys Lacrosse | Holy Cross | Away - Chase Collegiate [Directions] | W 17-4 | 8:15am | |
| Sat., 4/30 | JV Softball | Joel Barlow | Away - Field E (Softball) [Directions] | 10:00 a.m. | Yes | |
| Mon., 5/2 | V Boys Golf | Pomperaug | Away - Heritage Village C.C. [Directions] | PHS 166 IHS 174 | 2:00pm | |
| Mon., 5/2 | V Girls Lacrosse | Lewis Mills | Home - Mustang Valley [Directions] | L 10-9 | ||
| Mon., 5/2 | JV Girls Lacrosse | Lewis Mills | Home - Mustang Valley [Directions] | Cancelled | ||
| Mon., 5/2 | V Girls Outdoor Track | Joel Barlow, Brookfield | Away - Field I (Stadium) [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 5/3 | V Boys Golf | New Milford | Home [Directions] | IHS 168 NM 188 (Richter Back nine) | ||
| Tue., 5/3 | V Boys Outdoor Track | Brookfield, Joel Barlow | Away - BHS Stadium Field [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 5/3 | V Girls Golf | Joel Barlow | Away - Redding Country Club [Directions] | 251 | 1:30pm | |
| Tue., 5/3 | V Girls Lacrosse | Stratford/Bunnell | Home - Mustang Valley [Directions] | W 7-6 | ||
| Tue., 5/3 | JV Girls Lacrosse | Stratford/Bunnell | Home - Mustang Valley [Directions] | Cancelled | ||
| Thu., 5/5 | V Baseball | Masuk | Home - Immaculate HS [Directions] | L 5-16 | ||
| Thu., 5/5 | V Boys Golf | Notre Dame-Fairfield | Home - Richter Park [Directions] | IHS 169. ND 191 | ||
| Thu., 5/5 | V Boys Tennis | Weston | Home - Rogers Park [Directions] | L 1-6 | ||
| Thu., 5/5 | V Girls Golf | Stratford | Home - Rogers Park [Directions] | 205 | ||
| Thu., 5/5 | JV Softball | Bunnell | Away - Wigwam Lane Field [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 5/5 | V Girls Tennis | Weston | Away - WHS Tennis Courts [Directions] | L 1-6 | 2:15pm | |
| Fri., 5/6 | V Girls Lacrosse | Weston | Home - Mustang Valley [Directions] | L 7-19 | ||
| Fri., 5/6 | JV Girls Lacrosse | Weston | Home - Mustang Valley [Directions] | Cancelled | ||
| Fri., 5/6 | JV Softball | Danbury | Home - Immaculate HS [Directions] | Cancelled | ||
| Sat., 5/7 | V Boys Lacrosse | Stratford | Away - Penders Field [Directions] | L 5-10 | 5:00pm | |
| Sat., 5/7 | JV Softball | Bethel | Away - Kasack Field at Johnson School [Directions] | Cancelled | 9:00am | |
| Mon., 5/9 | V Baseball | Kolbe Cathedral | Home - Immaculate HS [Directions] | W 14-1 | 2:15pm | |
| Mon., 5/9 | JV Baseball | Bethel | Away - Parloa Field [Directions] | 3:45 p.m. | 2:45pm | |
| Mon., 5/9 | V Boys Outdoor Track | Masuk, Newtown | Away - Blue and Gold Stadium [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 5/9 | V Boys Tennis | Pomperaug | Home - Rogers Park [Directions] | L 0-7 | ||
| Mon., 5/9 | V Girls Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | 204 | Yes | |
| Mon., 5/9 | V Girls Outdoor Track | Newtown, Masuk | Away - Blue and Gold Stadium [Directions] | 4:00 p.m. | Yes | |
| Mon., 5/9 | V Softball | Kolbe Cathedral | Home - Immaculate HS [Directions] | W 4-3 | ||
| Mon., 5/9 | V Girls Tennis | Pomperaug | Away - PHS Tennis Courts [Directions] | L 1-6 | 2:15pm | |
| Tue., 5/10 | JV Baseball | Danbury | Home - Immaculate HS [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | V Boys Golf | New Fairfield | Home [Directions] | IHS 172. NFHS 193 | ||
| Tue., 5/10 | V Boys Lacrosse | Pomperaug | Home - Mustang Valley [Directions] | L 4-16 | ||
| Tue., 5/10 | V Boys Tennis | Abbott Tech | Away - Abbott Technical HS Tennis Complex [Directions] | W 6-1 | 2:30pm | |
| Tue., 5/10 | V Girls Golf | Notre Dame-Fairfield | Home - Rogers Park [Directions] | 218 | ||
| Tue., 5/10 | V Girls Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | L 6-19 | 5:30pm | |
| Tue., 5/10 | JV Girls Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | Cancelled | ||
| Tue., 5/10 | V Softball | Brookfield | Away - BHS Softball Field [Directions] | L 0-3 | 3:00pm | |
| Tue., 5/10 | V Girls Tennis | New Fairfield | Away - New Fairfield HS [Directions] | L 3-4 | 2:30pm | |
| Wed., 5/11 | V Baseball | Brookfield | Away - BHS Baseball Field [Directions] | L 1-10 | 2:45pm | |
| Wed., 5/11 | V Boys Golf | Joel Barlow | Away - Redding Country Club [Directions] | JBHS 160. IHS 172 | 2:00pm | |
| Wed., 5/11 | V Boys Tennis | Brookfield | Home - Rogers Park [Directions] | L 0-7 | ||
| Wed., 5/11 | V Girls Golf | Newtown | Away - Rock Ridge Country Club [Directions] | 229 | 1:30pm | |
| Wed., 5/11 | V Softball | Abbott Tech | Home - Immaculate HS [Directions] | W 4-1 | ||
| Wed., 5/11 | V Girls Tennis | Abbott Tech | Away - Abbott Technical HS Tennis Complex [Directions] | W 7-0 | 2:30pm | |
| Thu., 5/12 | V Baseball | Stratford | Home - Immaculate HS [Directions] | L 1-6 | ||
| Thu., 5/12 | JV Baseball | Brookfield | Away - Huckleberry Hill Elementary School Baseball Field [Directions] | 3:45 p.m. | 2:45pm | |
| Thu., 5/12 | V Boys Outdoor Track | Bethel | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Thu., 5/12 | V Boys Tennis | Masuk | Home - Rogers Park [Directions] | L 3-4 | ||
| Thu., 5/12 | V Softball | Stratford | Home - Immaculate HS [Directions] | W 13-1 | ||
| Thu., 5/12 | JV Softball | Brookfield | Away - PTAK Softball Field [Directions] | Cancelled | 2:45pm | |
| Thu., 5/12 | V Girls Tennis | Notre Dame-Fairfield | Away - Sacred Heart University [Directions] | W 7-0 | 2:15pm | |
| Sat., 5/14 | V Baseball | Bethel | Away - Hunt Field at Bethel HS [Directions] | L 1-3 | 12:45pm | |
| Sat., 5/14 | JV Baseball | Stratford | Home [Directions] | 10:00 a.m. | ||
| Sat., 5/14 | V Boys Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | W 15-5 | 12:15am | |
| Sat., 5/14 | V Boys Tennis | Danbury | Away - Danbury HS Tennis Courts [Directions] | L 0-7 | 2:15pm | |
| Sat., 5/14 | V Girls Lacrosse | Watertown | Home - Mustang Valley [Directions] | W 12-8 | ||
| Sat., 5/14 | JV Girls Lacrosse | Watertown | Home - Mustang Valley [Directions] | Cancelled | ||
| Sat., 5/14 | V Softball | Bethel | Away - Kasack Field at Johnson School [Directions] | L 2-11 | 12:45pm | |
| Sat., 5/14 | JV Softball | Stratford | Home - Immaculate HS [Directions] | Cancelled | ||
| Sun., 5/15 | V Baseball | Bunnell | Home - Immaculate HS [Directions] | W 9-2 | ||
| Sun., 5/15 | V Softball | Masuk | Home - Immaculate HS [Directions] | L 3-17 | ||
| Mon., 5/16 | V Baseball | Weston | Away - Revson Field, Weston [Directions] | L 5-6 | 2:45pm | |
| Mon., 5/16 | V Boys Golf | Notre Dame-Fairfield | Away - Fairchild Wheeler Golf Course [Directions] | NDHS 178. IHS 183 | 1:45pm | |
| Mon., 5/16 | V Boys Tennis | Stratford | Home - Rogers Park [Directions] | W 6-1 | ||
| Mon., 5/16 | V Girls Lacrosse | Masuk | Home - Mustang Valley [Directions] | W 7-6 | ||
| Mon., 5/16 | JV Girls Lacrosse | Masuk | Home - Mustang Valley [Directions] | Cancelled | ||
| Mon., 5/16 | V Softball | Weston | Away - Hurlbutt El. School, Weston [Directions] | W 15-0 | Yes | |
| Mon., 5/16 | V Girls Tennis | Stratford | Home - Rogers Park [Directions] | W 7-0 | ||
| Tue., 5/17 | V Baseball | Pomperaug | Away - PHS Baseball Field [Directions] | L 7-15 | 2:45pm | |
| Tue., 5/17 | JV Baseball | Weston | Away - Revson Field, Weston [Directions] | 3:45 p.m. | 2:30pm | |
| Tue., 5/17 | V Boys Golf | Stratford | Away [Directions] | IHS 166 SHS 203 Non-league | 1:30pm | |
| Tue., 5/17 | V Boys Lacrosse | Suffield-Windsor Locks | Away - Suffield HS [Directions] | L 11-13 | 3:30pm | |
| Tue., 5/17 | V Boys Outdoor Track | Bethel, Notre Dame-Fairfield, Kolbe Cathedral | Away - Bethel HS [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 5/17 | V Boys Tennis | Kennedy Catholic-Somers (NY) | Home - Rogers Park [Directions] | W 4-0 | ||
| Tue., 5/17 | V Girls Lacrosse | Holy Cross | Home - Mustang Valley [Directions] | W 10-3 | ||
| Tue., 5/17 | V Girls Outdoor Track | Bethel, Notre Dame-Fairfield, Kolbe Cathedral | Away - Bethel HS [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 5/17 | V Softball | Pomperaug | Away - PHS Softball Field [Directions] | L 1=10 | 2:45pm | |
| Tue., 5/17 | JV Softball | Weston | Away - Weston MS [Directions] | Cancelled | 2:30pm | |
| Tue., 5/17 | V Girls Tennis | Brookfield | Away - BHS Tennis Courts [Directions] | W 6-2 | 2:15pm | |
| Wed., 5/18 | JV Baseball | Pomperaug | Away - Community Baseball Field [Directions] | 3:45 p.m. | 2:30pm | |
| Wed., 5/18 | V Softball | New Milford | Home - Immaculate HS [Directions] | L 0-8 | ||
| Wed., 5/18 | JV Softball | Pomperaug | Away - Community Softball Field [Directions] | Cancelled | 2:30pm | |
| Thu., 5/19 | JV Baseball | New Fairfield | Away - New Fairfield HS [Directions] | 4:15 p.m. | 3:15pm | |
| Thu., 5/19 | V Girls Golf | Masuk | Home - Richter Park [Directions] | 209 | ||
| Thu., 5/19 | V Girls Golf | Weston | Home - Rogers Park [Directions] | 209 | ||
| Thu., 5/19 | V Softball | Bunnell | Home - Immaculate HS [Directions] | W 6-0 | ||
| Thu., 5/19 | JV Softball | New Milford | Away - New Milford HS [Directions] | Cancelled | 2:30pm | |
| Fri., 5/20 | V Baseball | Abbott Tech | Home - Immaculate HS [Directions] | W 5-4 | Yes | |
| Fri., 5/20 | V Softball | Abbott Tech | Away - Hatters Park [Directions] | W 6-0 | 2:00pm | |
| Sat., 5/21 | JV Baseball | Bunnell | Home - Immaculate HS [Directions] | 10:00 a.m. | ||
| Mon., 5/23 | V Boys Outdoor Track | SWC Championship | Away [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 5/23 | V Girls Outdoor Track | SWC Championship | Away [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 5/23 | V Girls Tennis | SWC Individual Championship | Away | 3:00 p.m. | ||
| Tue., 5/24 | V Boys Golf | Bethel | Home [Directions] | IHS 174. BHS. 182 | ||
| Tue., 5/24 | V Girls Golf | Notre Dame-Fairfield | Away - Fairchild Wheeler Golf Course [Directions] | 235 | 1:30pm | |
| Tue., 5/24 | V Girls Lacrosse | SWC Semifinals @ Bunnell High School | Away | 5:00 p.m. | 3:00pm | |
| Wed., 5/25 | V Baseball | Danbury (Scrim.) | Home - Immaculate HS [Directions] | 3:00 p.m. | ||
| Wed., 5/25 | V Boys Golf | Bunnell | Away - Oronoque Country Club [Directions] | IHS 178. BHS 209 | 1:30pm | |
| Thu., 5/26 | V Baseball | Brookfield (Scrim.) | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 5/26 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | 207 | 2:15pm | |
| Fri., 5/27 | V Boys Golf | SWC Championship @ Ridgewood CC | Away | 7:30 a.m. | ||
| Fri., 5/27 | V Girls Golf | Joel Barlow | Home - Richter Park [Directions] | 229 | ||
| Sat., 5/28 | V Boys Lacrosse | Lewis Mills | Away [Directions] | 11:00 a.m. | 8:30am | |
| Sat., 5/28 | V Girls Tennis | St. Paul Catholic | Away - Peck Park, Bristol [Directions] | 1:00 p.m. | 10:30am | |
| Tue., 5/31 | V Baseball | Coventry | Away - Coventry HS [Directions] | 2:30 p.m. | 11:30am | |
| Tue., 5/31 | V Girls Golf | SWC Championship @ Brownson CC, Shelton | Away | 8:00 a.m. | ||
| Tue., 5/31 | V Girls Lacrosse | Canton | Away - Canton H.S. Turf [Directions] | 2:00 p.m. | 10:30am | |
| Tue., 5/31 | V Softball | Notre Dame-Fairfield | Away - Sacred Heart University [Directions] | 3:30 p.m. | 1:45pm | |
| Wed., 6/1 | V Boys Lacrosse | 1St Round Class S State Tournament | Away | TBA | ||
| Thu., 6/2 | V Boys Outdoor Track | Class S State Championship @ Willow Brook Park | Away | 3:00 p.m. | 12:30pm | |
| Thu., 6/2 | V Girls Outdoor Track | Class State Chanpionship @ Willow Brook Park | Away | 3:00 p.m. | ||
| Sat., 6/4 | V Girls Tennis | Class S Individual State Championships | Away | 1:00 p.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | State Open | Away | TBA | ||
| Mon., 6/6 | V Girls Outdoor Track | State Open | Away | TBA | ||
| Tue., 6/7 | V Boys Golf | Division IV Champioships | Away | TBA | ||
| Sat., 6/11 | V Boys Outdoor Track | New Englands | Away | TBA | ||
| Sat., 6/11 | V Girls Outdoor Track | New Englands | Away | TBA | ||