| New Fairfield 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 650 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Mon., 8/5 | JV Boys Soccer | Danbury | Home - New Fairfield HS-NFHS Komlo Field [Directions] | 7:00 p.m. | ||
| Fri., 8/30 | V Boys Cross Country | Cross Country | Home - New Fairfield High-Track & Field, Cross Country [Directions] | 5:30 p.m. | ||
| Fri., 8/30 | V Boys Cross Country | Immaculate (Scrim.) | Home - New Fairfield High-Track & Field, Cross Country [Directions] | 5:30 p.m. | ||
| Fri., 8/30 | V Girls Cross Country | Cross Country | Home - New Fairfield High-Track & Field, Cross Country [Directions] | 5:30 p.m. | ||
| Fri., 8/30 | V Girls Cross Country | Immaculate (Scrim.) | Home - New Fairfield High-Track & Field, Cross Country [Directions] | 5:30 p.m. | ||
| Thu., 9/5 | V Football | Killingly (Scrim.) | Home - New Fairfield High-Stadium Field [Directions] | 5:00 p.m. | ||
| Thu., 9/5 | V Boys Soccer | Danbury (Scrim.) | Home - New Fairfield High-Rebel Turf [Directions] | 7:00 p.m. | ||
| Thu., 9/5 | V Girls Soccer | Nonnewaug (Scrim.) | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | JV Field Hockey | New Milford | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | JV Field Hockey | JV Field Hockey | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | JV Field Hockey | Wamogo | Home - New Fairfield High [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | JV Field Hockey | Pomperaug | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Sat., 9/7 | V Boys Soccer | Berlin (Scrim.) | Away - Sage Park Berlin-Scalise Field [Directions] | 8:00 a.m. | 9:30 AM | |
| Sat., 9/7 | V Boys Soccer | Hartford Public | Away - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 2:20 p.m. | ||
| Sat., 9/7 | V Field Hockey | Field Hockey | Home - New Fairfield High-Rebel Turf [Directions] | 8:00 a.m. | ||
| Sat., 9/7 | V Field Hockey | Wamogo | Home - New Fairfield High-Stadium Field [Directions] | 8:00 a.m. | ||
| Sat., 9/7 | V Field Hockey | New Milford | Home - New Fairfield High-Rebel Turf [Directions] | 8:30 a.m. | ||
| Sat., 9/7 | V Field Hockey | Masuk (Scrim.) | Home - New Fairfield High-Stadium Field [Directions] | 8:30 a.m. | ||
| Sat., 9/7 | V Field Hockey | Ridgefield (Scrim.) | Home - New Fairfield High [Directions] | 8:30 a.m. | ||
| Sat., 9/7 | V Field Hockey | New Canaan (Scrim.) | Home - New Fairfield High-Komlo Field [Directions] | 8:30 a.m. | ||
| Sat., 9/7 | V Field Hockey | Pomperaug (Scrim.) | Home - New Fairfield High-Rebel Turf [Directions] | 9:30 a.m. | ||
| Sun., 9/8 | V Girls Soccer | Holy Cross (Scrim.) | Home - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 3:00 p.m. | 9:00 AM; 1 Bus | |
| Sun., 9/8 | V Girls Soccer | Berlin (Scrim.) | Away - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 5:30 p.m. | 9:00 AM; 1 Bus | |
| Mon., 9/9 | V Field Hockey | Wilton (Scrim.) | Away - Wilton HS-Fuijitani Field -Turf [Directions] | 5:15 p.m. | 4:00 PM | |
| Tue., 9/10 | V Boys Cross Country | Newtown, Stratford | Away - Reed Intermediate School-Reed Intermediate School XC Trail [Directions] | 4:30 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/10 | V Boys Soccer | Ridgefield (Scrim.) | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:00 p.m. | 3:30 PM | |
| Tue., 9/10 | JV Boys Soccer | Ridgefield (Scrim.) | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | 5:00 p.m. | 3:30 PM | |
| Tue., 9/10 | V Girls Cross Country | Newtown, Stratford | Away - Reed Intermediate School-Reed Intermediate School XC Trail [Directions] | 5:00 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/10 | V Girls Soccer | Litchfield (Scrim.) | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/10 | V Girls Volleyball | Plainville (Scrim.) | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | JV Girls Volleyball | Plainville (Scrim.) | Home - New Fairfield High-HS Gym [Directions] | 5:30 p.m. | ||
| Thu., 9/12 | FR Football | Masuk (Scrim.) | Home - New Fairfield High-Rebel Turf [Directions] | 5:00 p.m. | 2:15 PM | |
| Thu., 9/12 | JV Girls Soccer | Danbury (Scrim.) | Home - New Fairfield High-Komlo Field [Directions] | 3:30 p.m. | ||
| Thu., 9/12 | V Girls Volleyball | Danbury | Home - New Fairfield High-HS Gym [Directions] | L 3-0 | ||
| Thu., 9/12 | JV Girls Volleyball | Danbury | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/12 | FR Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:00 p.m. | 3:15 PM; 1 Bus | |
| Fri., 9/13 | V Football | Masuk | Home - New Fairfield High-Stadium Field [Directions] | L 12-43 | ||
| Fri., 9/13 | V Girls Swimming and Diving | Joel Barlow | Away - Joel Barlow HS-Brookfield YMCA [Directions] | NF 77 JB 102 | 2:15 PM | |
| Sat., 9/14 | V Boys Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | 7:30 AM, Dismiss TBA; 1 Bus | |
| Sat., 9/14 | JV Football | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 11:00 a.m. | 9:15 AM; 1 Bus | |
| Sat., 9/14 | V Girls Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | TBA | TBA, Dismiss TBA | |
| Sat., 9/14 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | W 3-1 | 10:00 AM | |
| Sat., 9/14 | JV Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 1:30 p.m. | 10:00 AM | |
| Sat., 9/14 | V Girls Soccer | Bunnell | Home - New Fairfield High-Stadium Field [Directions] | W 3-2 | ||
| Sat., 9/14 | JV Girls Soccer | Bunnell | Home - New Fairfield High-Stadium Field [Directions] | 12:00 p.m. | ||
| Mon., 9/16 | V Field Hockey | Wamogo | Home - New Fairfield High-Rebel Turf [Directions] | W 7-0 | ||
| Mon., 9/16 | JV Field Hockey | Wamogo | Home - New Fairfield High-Rebel Turf [Directions] | 6:30 p.m. | ||
| Tue., 9/17 | V Boys Cross Country | Joel Barlow, Weston | Home - New Fairfield High [Directions] | 4:30 p.m. | ||
| Tue., 9/17 | V Boys Soccer | Notre Dame-Fairfield | Home - New Fairfield High-Rebel Turf [Directions] | W 4-0 | ||
| Tue., 9/17 | V Girls Cross Country | Joel Barlow, Weston | Home - New Fairfield High-Track & Field, Cross Country [Directions] | 5:00 p.m. | ||
| Tue., 9/17 | MS Girls Cross Country | Newtown | Home - New Fairfield High-Track & Field, Cross Country [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Girls Soccer | Notre Dame-Fairfield | Away - Notre Dame - Fairfield-Park Ave Field [Directions] | L 1-2 | 2:15 PM | |
| Wed., 9/18 | FR Field Hockey | Masuk | Away - Masuk HS-Masuk High School Middle Field [Directions] | Postponed | 2:30 PM | |
| Thu., 9/19 | V Boys Soccer | Bunnell | Home - New Fairfield High-Rebel Turf [Directions] | L 1-0 | ||
| Thu., 9/19 | JV Boys Soccer | Bunnell | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | V Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | W 2-0 | 4:00 PM | |
| Thu., 9/19 | JV Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 6:30 p.m. | 4:00 PM | |
| Thu., 9/19 | V Girls Soccer | Bunnell | Away - Bunnell HS-Bunnell Turf Field [Directions] | W 5-1 | 3:00 PM | |
| Thu., 9/19 | JV Girls Soccer | Bunnell | Away - Bunnell HS-Bunnell Turf Field [Directions] | 5:00 p.m. | 3:00 PM | |
| Thu., 9/19 | V Girls Volleyball | Bethel | Home - New Fairfield High-HS Gym [Directions] | W 4-1 | ||
| Thu., 9/19 | JV Girls Volleyball | Bethel | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | V Football | Sheehan | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | L 32-56 | 3:30 PM; 2 Buses | |
| Fri., 9/20 | V Boys Swimming and Diving | Pomperaug (Scrim.) | Away - Pomperaug HS-PHS Pool [Directions] | 4:00 p.m. | 2:15 PM | |
| Fri., 9/20 | FR Field Hockey | Pomperaug | Home - New Fairfield High-Komlo Field [Directions] | 4:30 p.m. | ||
| Sat., 9/21 | JV Football | Sheehan | Home - New Fairfield High-Stadium Field [Directions] | 11:00 a.m. | ||
| Sat., 9/21 | V Field Hockey | Masuk | Home - New Fairfield High-Rebel Turf [Directions] | W 4-2 | ||
| Sat., 9/21 | JV Field Hockey | Masuk | Home - New Fairfield High-Rebel Turf [Directions] | 10:45 a.m. | ||
| Sat., 9/21 | V Girls Soccer | Oxford | Home - New Fairfield High-Rebel Turf [Directions] | T 2-2 | ||
| Mon., 9/23 | FR Field Hockey | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | 5:00 p.m. | 4:00 PM | |
| Mon., 9/23 | JV Girls Soccer | Masuk | Away - Great Hollow Lake Fields at Wolfe Park-Soccer Field [Directions] | 4:00 p.m. | 2:15 PM | |
| Mon., 9/23 | V Girls Volleyball | Stratford | Away - Stratford HS-Gym [Directions] | L 2-3 | 2:15 PM | |
| Mon., 9/23 | JV Girls Volleyball | Stratford | Away - Stratford HS-Gym [Directions] | 5:00 p.m. | 2:15 PM | |
| Mon., 9/23 | FR Girls Volleyball | Stratford | Away - Stratford HS-Gym [Directions] | 4:00 p.m. | 2:15 PM | |
| Tue., 9/24 | V Boys Cross Country | New Milford, Bunnell, Immaculate | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:30 p.m. | 2:15 PM | |
| Tue., 9/24 | V Boys Soccer | Masuk | Home - New Fairfield High-Rebel Turf [Directions] | L 0-1 | ||
| Tue., 9/24 | JV Boys Soccer | Masuk | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | New Milford, Bunnell, Immaculate | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:30 p.m. | 2:15 PM | |
| Tue., 9/24 | V Field Hockey | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | W 4-1 | 3:45 PM | |
| Tue., 9/24 | JV Field Hockey | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 5:30 p.m. | 3:45 PM | |
| Tue., 9/24 | V Girls Soccer | Masuk | Away - Masuk HS-Masuk High School Middle Field [Directions] | L 1-2 | 2:15 PM | |
| Tue., 9/24 | V Girls Swimming and Diving | Masuk | Home - New Fairfield High-Pool [Directions] | NF 79 Masuk 98 | ||
| Wed., 9/25 | V Girls Volleyball | Masuk | Home - New Fairfield High-HS Gym [Directions] | L 0-3 | ||
| Wed., 9/25 | JV Girls Volleyball | Masuk | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/25 | FR Girls Volleyball | Masuk | Home - New Fairfield High-MS Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/26 | V Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field J (Competition Field) [Directions] | Postponed | 2:15 PM | |
| Thu., 9/26 | JV Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field E (Softball) [Directions] | Postponed | 2:15 PM | |
| Thu., 9/26 | V Girls Soccer | Joel Barlow | Home - New Fairfield High-Rebel Turf [Directions] | W 2-0 | ||
| Thu., 9/26 | JV Girls Soccer | Joel Barlow | Home - New Fairfield High-Rebel Turf [Directions] | Postponed | ||
| Fri., 9/27 | V Boys Soccer | Bullard Havens Tech | Home - New Fairfield High-Rebel Turf [Directions] | W 3-2 | ||
| Fri., 9/27 | V Girls Swimming and Diving | Weston | Away - Weston HS-Weston MS Pool [Directions] | Weston 96 NF 77 | 3:15 PM | |
| Fri., 9/27 | V Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | L 0-3 | 2:45 PM | |
| Fri., 9/27 | JV Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | 2:45 PM | |
| Fri., 9/27 | FR Girls Volleyball | Pomperaug | Away - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | 2:45 PM | |
| Sat., 9/28 | V Football | Branford | Home - New Fairfield High-Stadium Field [Directions] | W 38-22 | ||
| Sat., 9/28 | JV Football | Branford | Away - Branford HS-Athletic Turf Field [Directions] | Postponed | 8:15 AM | |
| Mon., 9/30 | V Girls Soccer | Wolcott | Home - New Fairfield High-Rebel Turf [Directions] | T 1-1 | ||
| Tue., 10/1 | V Girls Volleyball | Abbott Tech | Away - Abbott V-T School-Daniel A. Garamella Memorial Gymnasium [Directions] | L 0-3 | 3:00 PM | |
| Tue., 10/1 | JV Girls Volleyball | Abbott Tech | Away - Abbott V-T School-Daniel A. Garamella Memorial Gymnasium [Directions] | 3:45 p.m. | 3:00 PM | |
| Wed., 10/2 | V Boys Cross Country | Brookfield, Kolbe Cathedral, Pomperaug | Away - Brookfield HS-BHS Track [Directions] | 4:30 p.m. | 2:15 PM | |
| Wed., 10/2 | V Girls Cross Country | Brookfield, Kolbe Cathedral, Pomperaug | Away - Brookfield HS-BHS Track [Directions] | 5:00 p.m. | 2:15 PM | |
| Wed., 10/2 | V Field Hockey | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | W 2-0 | 3:30 PM | |
| Wed., 10/2 | JV Field Hockey | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Wed., 10/2 | V Girls Volleyball | Brookfield | Home - New Fairfield High-HS Gym [Directions] | L 0-3 | ||
| Wed., 10/2 | JV Girls Volleyball | Brookfield | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | SO Football | Bethel | Home - New Fairfield High-Stadium Field [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | V Boys Soccer | Bethel | Away - New Fairfield HS-Stadium [Directions] | L 1-5 | 2:45 PM | |
| Thu., 10/3 | V Girls Soccer | Bethel | Home - New Fairfield High-Rebel Turf [Directions] | W 4-0 | ||
| Fri., 10/4 | V Football | Bethel | Away - Bethel HS-DeSantis Field @ Bethel High School [Directions] | W 28-20 | 4:45 PM; 2 Buses | |
| Fri., 10/4 | V Girls Swimming and Diving | Newtown | Home - New Fairfield High-Pool [Directions] | Newtown 100 NF 77 | ||
| Fri., 10/4 | V Girls Volleyball | Weston | Home - New Fairfield High-HS Gym [Directions] | L 0-3 | ||
| Fri., 10/4 | JV Girls Volleyball | Weston | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | V Boys Cross Country | Cross Country | Away - Not Listed-Wickham Park | TBA | TBA, Dismiss TBA | |
| Sat., 10/5 | JV Football | Jonathan Law | Away - Jonathan Law HS-Lawmen Stadium [Directions] | 10:30 a.m. | ||
| Sat., 10/5 | V Boys Soccer | New Milford | Home - New Fairfield High-Rebel Turf [Directions] | L 0-2 | ||
| Sat., 10/5 | JV Boys Soccer | New Milford | Home - New Fairfield High-Rebel Turf [Directions] | 5:00 p.m. | ||
| Sat., 10/5 | V Girls Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | L 0-2 | 1:30 PM | |
| Sat., 10/5 | JV Girls Soccer | New Milford | Away - New Milford HS-Middle Soccer Field - NMHS [Directions] | 5:00 p.m. | 1:30 PM | |
| Mon., 10/7 | V Boys Cross Country | Bethel, Masuk, Notre Dame-Fairfield | Home - New Fairfield High-Track & Field, Cross Country [Directions] | 4:30 p.m. | ||
| Mon., 10/7 | V Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | L 0-4 | 3:30 PM | |
| Mon., 10/7 | JV Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 5:15 p.m. | 3:30 PM | |
| Mon., 10/7 | V Girls Cross Country | Bethel, Masuk, Notre Dame-Fairfield | Home - New Fairfield High-Track & Field, Cross Country [Directions] | 5:00 p.m. | ||
| Mon., 10/7 | V Girls Soccer | Pomperaug | Home - New Fairfield High-Stadium Field [Directions] | L 0-5 | ||
| Mon., 10/7 | JV Girls Soccer | Pomperaug | Home - New Fairfield High-Komlo Field [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Volleyball | Bunnell | Home - New Fairfield High-HS Gym [Directions] | W 4-1 | ||
| Mon., 10/7 | JV Girls Volleyball | Bunnell | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Field Hockey | Newtown | Home - New Fairfield High-Rebel Turf [Directions] | L 5-2 | ||
| Tue., 10/8 | JV Field Hockey | Newtown | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Wed., 10/9 | V Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | L 1-4 | 2:45 PM | |
| Wed., 10/9 | JV Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 4:15 p.m. | 2:45 PM | |
| Thu., 10/10 | V Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field J (Competition Field) [Directions] | W 2-1 | ||
| Thu., 10/10 | JV Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field E (Softball) [Directions] | 4:00 p.m. | ||
| Thu., 10/10 | V Field Hockey | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | L 0-2 | ||
| Thu., 10/10 | JV Field Hockey | Immaculate | Away - Immaculate HS-Immaculate HS [Directions] | 5:30 p.m. | ||
| Thu., 10/10 | V Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | L 2-3 | 3:00 PM | |
| Thu., 10/10 | JV Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 4:00 p.m. | 3:00 PM | |
| Fri., 10/11 | V Boys Soccer | Newtown | Home - New Fairfield High-Rebel Turf [Directions] | L 2-6 | ||
| Fri., 10/11 | JV Boys Soccer | Newtown | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | FR Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | L 1-2 | 2:30 PM | |
| Fri., 10/11 | JV Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | 2:30 PM | |
| Fri., 10/11 | V Girls Swimming and Diving | Bunnell | Away - Bunnell HS-Flood M.S. Pool [Directions] | 6:30 p.m. | 4:30 PM | |
| Sat., 10/12 | V Field Hockey | Ridgefield | Home - New Fairfield High-Rebel Turf [Directions] | L 0-4 | ||
| Sat., 10/12 | JV Field Hockey | Ridgefield | Home - New Fairfield High-Rebel Turf [Directions] | 12:00 p.m. | ||
| Mon., 10/14 | JV Boys Soccer | Bethel | Home - New Fairfield High-Stadium Field [Directions] | 4:00 p.m. | TBA | |
| Mon., 10/14 | JV Girls Soccer | Bethel | Home - New Fairfield High-Komlo Field [Directions] | 4:00 p.m. | ||
| Mon., 10/14 | V Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | L 0-3 | 3:00 PM | |
| Mon., 10/14 | JV Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 4:00 p.m. | 3:00 PM | |
| Tue., 10/15 | V Boys Soccer | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | T 0-0 | 2:30 PM | |
| Tue., 10/15 | JV Boys Soccer | Immaculate | Away - Immaculate HS [Directions] | 4:00 p.m. | 2:30 PM | |
| Tue., 10/15 | V Field Hockey | Watertown | Home - New Fairfield High-Rebel Turf [Directions] | W 5-0 | ||
| Tue., 10/15 | JV Field Hockey | Watertown | Home - New Fairfield High-Rebel Turf [Directions] | 3:45 p.m. | ||
| Tue., 10/15 | V Girls Soccer | Immaculate | Home - New Fairfield HS-Rebel Turf [Directions] | T 2-2 | ||
| Tue., 10/15 | V Girls Swimming and Diving | Stratford | Home - New Fairfield High-Pool [Directions] | NF 95 Stratford 85 | ||
| Wed., 10/16 | V Girls Volleyball | Immaculate | Home - New Fairfield High-HS Gym [Directions] | L 0-3 | ||
| Wed., 10/16 | JV Girls Volleyball | Immaculate | Home - New Fairfield HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | FR Girls Volleyball | Immaculate | Home - New Fairfield HS-MS Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | FR Football | East Haven | Home - New Fairfield High-Stadium Field [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | V Boys Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | W 2-0 | 2:15 PM | |
| Thu., 10/17 | JV Boys Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:00 p.m. | 2:15 PM | |
| Thu., 10/17 | V Field Hockey | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | W 3-2 | 5:00 PM | |
| Thu., 10/17 | V Girls Soccer | Brookfield | Home - New Fairfield High-Rebel Turf [Directions] | L 0-1 | ||
| Thu., 10/17 | JV Girls Soccer | Brookfield | Home - New Fairfield High-Komlo Field [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | V Boys Cross Country | SWC Championship Cross Country Meet | Away - Bethel HS-DeSantis Field @ Bethel High School | 2:35 p.m. | 2:00 PM | |
| Fri., 10/18 | V Football | East Haven | Away - East Haven HS-Turf Field [Directions] | W 26-0 | 5:00 PM | |
| Fri., 10/18 | V Girls Cross Country | SWC Championship Cross Country Meet | Away - Bethel HS-DeSantis Field @ Bethel High School | 2:00 p.m. | 2:00 PM | |
| Fri., 10/18 | FR Field Hockey | Immaculate | Home - New Fairfield High-Komlo Field [Directions] | 4:30 p.m. | ||
| Fri., 10/18 | V Girls Swimming and Diving | Immaculate | Home - New Fairfield High-Pool [Directions] | BMAC 91 NF 79 | ||
| Fri., 10/18 | V Girls Volleyball | Kolbe Cathedral | Home - New Fairfield High-HS Gym [Directions] | W 3-0 | ||
| Fri., 10/18 | JV Girls Volleyball | Kolbe Cathedral | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | FR Girls Volleyball | Pomperaug | Away - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/19 | V Field Hockey | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | L 1-0 | 8:30 AM | |
| Sat., 10/19 | JV Field Hockey | New Milford | Away - New Milford HS [Directions] | 11:00 a.m. | 8:30 AM | |
| Mon., 10/21 | V Boys Soccer | Abbott Tech | Home - New Fairfield High-Rebel Turf [Directions] | W 8-1 | ||
| Mon., 10/21 | V Girls Volleyball | Nonnewaug | Home - New Fairfield High-HS Gym [Directions] | L 0-3 | ||
| Mon., 10/21 | JV Girls Volleyball | Nonnewaug | Home - New Fairfield High-HS Gym [Directions] | 4:30 p.m. | ||
| Tue., 10/22 | V Boys Soccer | Kolbe Cathedral | Home - New Fairfield High-Stadium Field [Directions] | W 7-1 | ||
| Tue., 10/22 | V Boys Swimming and Diving | Brookfield (Scrim.) | Away - Brookfield YMCA-Outside/Dome Pool [Directions] | 4:20 p.m. | 3:15 PM | |
| Tue., 10/22 | V Field Hockey | Weston | Home - New Fairfield High-Rebel Turf [Directions] | W 4-1 | ||
| Tue., 10/22 | JV Field Hockey | Weston | Home - New Fairfield High-Rebel Turf [Directions] | 4:30 p.m. | ||
| Tue., 10/22 | V Girls Soccer | Kolbe Cathedral | Away - Veterans Memorial Park CT [Directions] | W 2-1 | 2:15 PM | |
| Tue., 10/22 | V Girls Volleyball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield-Sister Marion Reilly Auditorium [Directions] | L 2-3 | 3:00 PM | |
| Tue., 10/22 | JV Girls Volleyball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield-Sister Marion Reilly Auditorium [Directions] | 5:00 p.m. | 3:00 PM | |
| Thu., 10/24 | FR Football | Brookfield | Away - Brookfield HS-BHS Back Turf [Directions] | 4:00 p.m. | 2:15 PM | |
| Thu., 10/24 | V Boys Soccer | Stratford | Away - Stratford HS-Penders Field [Directions] | W 5-0 | 2:45 PM | |
| Thu., 10/24 | JV Boys Soccer | Stratford | Away - Stratford HS-Penders Field [Directions] | 5:00 p.m. | 2:45 PM | |
| Thu., 10/24 | V Field Hockey | Bethel | Home - New Fairfield High-Rebel Turf [Directions] | T 0-0 | ||
| Thu., 10/24 | JV Field Hockey | Bethel | Home - New Fairfield High-Rebel Turf [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | V Girls Soccer | Stratford | Home - New Fairfield High-Stadium Field [Directions] | W 8-0 | ||
| Thu., 10/24 | JV Girls Soccer | Stratford | Home - New Fairfield High-Komlo Field [Directions] | 4:30 p.m. | ||
| Thu., 10/24 | V Girls Volleyball | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | L 0-3 | ||
| Thu., 10/24 | JV Girls Volleyball | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/25 | V Boys Soccer | Wright Tech | Home - New Fairfield High-Rebel Turf [Directions] | W 6-0 | ||
| Fri., 10/25 | FR Field Hockey | Brookfield | Away - Brookfield HS-BHS Field Hockey Field [Directions] | 4:30 p.m. | 3:15 PM | |
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class M Divisional Championship | Away - Wickham Park | 12:00 p.m. | ||
| Sat., 10/26 | JV Football | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 10:00 a.m. | 8:30 AM | |
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class M Divisional Championship | Away - Wickham Park | 11:25 a.m. | ||
| Sat., 10/26 | V Field Hockey | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | L 2-1 | 8:15 AM | |
| Sat., 10/26 | JV Field Hockey | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 12:00 p.m. | 8:15 AM | |
| Mon., 10/28 | V Boys Soccer | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | L 2-0 | 3:15 PM | |
| Mon., 10/28 | JV Boys Soccer | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:00 p.m. | 3:15 PM | |
| Mon., 10/28 | V Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | L 0-4 | 2:15 PM | |
| Mon., 10/28 | JV Field Hockey | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Front Field [Directions] | 4:00 p.m. | 2:15 PM | |
| Mon., 10/28 | V Girls Soccer | Weston | Home - New Fairfield High-Rebel Turf [Directions] | L 0-4 | ||
| Mon., 10/28 | JV Girls Soccer | Weston | Home - New Fairfield High-Komlo Field [Directions] | 4:00 p.m. | ||
| Mon., 10/28 | V Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | L 0-3 | 3:30 PM | |
| Mon., 10/28 | JV Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:15 p.m. | 3:30 PM | |
| Mon., 10/28 | FR Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | 2:15 PM | |
| Wed., 10/30 | FR Football | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:00 p.m. | 2:15 PM | |
| Wed., 10/30 | V Girls Swimming and Diving | New Milford | Home - New Fairfield High-Pool [Directions] | New Mill 102 NF 84 | ||
| Wed., 10/30 | V Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | L 0-3 | 2:45 PM | |
| Wed., 10/30 | JV Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 4:00 p.m. | 2:45 PM | |
| Wed., 10/30 | FR Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Small Gym [Directions] | 4:00 p.m. | 2:45 PM | |
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Football | Weston | Home - New Fairfield High-Stadium Field [Directions] | W 29-6 | ||
| 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 | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | W 3-0 | ||
| Fri., 11/1 | JV Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | ||
| Sat., 11/2 | JV Football | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 11:00 a.m. | 9:00 AM | |
| Sat., 11/2 | V Field Hockey | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | L 0-3 | ||
| Mon., 11/4 | FR Girls Volleyball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 3:30 p.m. | ||
| Tue., 11/5 | V Girls Swimming and Diving | SWC Diving Championship Meet | Away - Pomperaug HS-PHS Pool | 5:30 p.m. | TBA, Dismiss 2:00 PM | |
| Thu., 11/7 | FR Football | Shelton | Away - Shelton HS-High School - Finn Stadium [Directions] | 5:00 p.m. | 4:15 PM; 1 Bus | |
| Fri., 11/8 | V Football | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | W 42-24 | 5:00 PM; 2 Buses | |
| Sat., 11/9 | JV Football | Brookfield | Home - New Fairfield High-Stadium Field [Directions] | Cancelled | ||
| Sat., 11/9 | V Boys Swimming and Diving | SWC Championship Meet | Away - Masuk HS-Pool | 11:00 a.m. | TBA | |
| Mon., 11/11 | V Boys Soccer | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | L 0-2 | ||
| Tue., 11/12 | V Field Hockey | Northwest Catholic | Away - Northwest Catholic HS (Primary)-NWC Lacrosse Field [Directions] | L 2-2 | 11:30 AM | |
| Tue., 11/12 | V Girls Soccer | Bullard Havens Tech | Away - Luis Marin Elementary School-Turf Soccer Field [Directions] | W 9-0 | 11:45 AM | |
| Thu., 11/14 | FR Football | Stratford | Away - Stratford HS-Penders Field [Directions] | 4:00 p.m. | 2:15 PM | |
| Thu., 11/14 | V Girls Soccer | Ellington | Away - Ellington HS-Soccer Field [Directions] | L 0-2 | 10:45 AM | |
| Thu., 11/14 | V Girls Swimming and Diving | CIAC Girls Class S Diving Championship | Away - Plainville HS-Pool | 5:30 p.m. | ||
| Fri., 11/15 | V Football | Stratford | Home - New Fairfield High-Stadium Field [Directions] | W 41-0 | ||
| Sat., 11/16 | JV Football | Stratford | Away - Stratford HS-Penders Field [Directions] | Cancelled | 9:30 AM | |
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Girls Class S Trials | Away - Cheshire Community Pool | 5:15 p.m. | ||
| Tue., 11/19 | V Girls Swimming and Diving | CIAC Girls Class S Finals | Away - Moore Field House, SCSU | 6:00 p.m. | ||
| Thu., 11/21 | V Football | Notre Dame-Fairfield | Home - New Fairfield High-Stadium Field [Directions] | W 41-20 | ||
| Thu., 11/21 | V Girls Swimming and Diving | CIAC Girls State Open Diving | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Fri., 11/22 | FR Football | New Milford | Home - New Fairfield High-Stadium Field [Directions] | 4:00 p.m. | ||
| Sat., 11/23 | JV Football | New Milford | Home - New Fairfield High-Stadium Field [Directions] | 11:00 a.m. | ||
| Sun., 11/24 | V Girls Swimming and Diving | CIAC Girls State Open Swimming | Away - Yale | 2:00 p.m. | ||
| Tue., 11/26 | V Football | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | W 20-6 | 5:00 PM | |
| Wed., 12/4 | V Football | Killingly | Away - Killingly HS-Football Field [Directions] | 6:30 p.m. | ||
| Wed., 12/11 | V Boys Basketball | Naugatuck (Scrim.) | Home - New Fairfield High-HS Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/11 | V Girls Basketball | Naugatuck, Newington (Scrim.) | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:30 p.m. | 2:15 PM | |
| Fri., 12/13 | V Boys Basketball | Abbott Tech (Scrim.) | Home - New Fairfield High-HS Gym [Directions] | 2:45 p.m. | ||
| Fri., 12/13 | JV Boys Basketball | Abbott Tech (Scrim.) | Home - New Fairfield High-HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 12/17 | V Boys Basketball | Boys Basketball | Away - TBA | 5:30 p.m. | 4:00 PM | |
| Tue., 12/17 | V Boys Ice Hockey | Newington Coop | Home - Danbury Ice Arena-Patriot Rink [Directions] | Cancelled | ||
| Wed., 12/18 | V Boys Ice Hockey | Newington Coop | Home - Danbury Ice Arena-Patriot RInk [Directions] | L 1-4 | ||
| Wed., 12/18 | V Girls Basketball | St. Joseph | Home - New Fairfield High-HS Gym [Directions] | L 51-43 | ||
| Wed., 12/18 | JV Girls Basketball | St. Joseph | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Wed., 12/18 | FR Girls Basketball | St. Joseph | Home - New Fairfield High-HS Gym [Directions] | 3:45 p.m. | ||
| Thu., 12/19 | V Boys Basketball | Wilton (Scrim.) | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 3:30 p.m. | ||
| Thu., 12/19 | V Boys Swimming and Diving | Pomperaug | Home - New Fairfield High-Pool [Directions] | NF78 Pomperaug 94 | ||
| Thu., 12/19 | V Wrestling | Pomperaug Coop | Away - Pomperaug HS-Auxiliary Gym [Directions] | 6:00 p.m. | 4:00 PM | |
| Fri., 12/20 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Danbury Ice Arena-Patriot Rink [Directions] | L 1-4 | ||
| Fri., 12/20 | V Girls Basketball | Bassick | Away - Bassick HS-Gym [Directions] | L 52-45 | 2:15 PM | |
| Fri., 12/20 | FR Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 4:30 p.m. | ||
| Sat., 12/21 | FR Boys Basketball | Bethel | Away - Danbury HS-Main Gym [Directions] | 3:00 p.m. | ||
| Mon., 12/23 | V Girls Basketball | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | W 56-36 | ||
| Mon., 12/23 | JV Girls Basketball | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/23 | FR Girls Basketball | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Thu., 12/26 | V Girls Basketball | New Milford | Home - Danbury War Memorial [Directions] | W 44-41 | 6:30 PM | |
| Thu., 12/26 | JV Girls Basketball | New Milford | Home - Danbury War Memorial [Directions] | 4:15 p.m. | ||
| Fri., 12/27 | V Boys Basketball | New Milford | Away - New Fairfield High-HS Gym [Directions] | L 56-58 | ||
| Fri., 12/27 | JV Boys Basketball | New Milford | Away - New Fairfield High-HS Gym [Directions] | 3:00 p.m. | ||
| Fri., 12/27 | FR Boys Basketball | New Milford | Away - New Fairfield High-HS Gym [Directions] | 1:00 p.m. | ||
| Fri., 12/27 | V Boys Ice Hockey | Trinity Catholic | Home - Danbury Ice Arena-Patriot Rink [Directions] | L 1-3 | ||
| Sat., 12/28 | V Boys Basketball | Brookfield | Home - New Fairfield High-HS Gym [Directions] | W 70-68 | ||
| Sat., 12/28 | JV Boys Basketball | Brookfield | Home - New Fairfield High-MS Gym [Directions] | 3:00 p.m. | ||
| Sat., 12/28 | FR Boys Basketball | Brookfield | Home - New Fairfield High-MS Gym [Directions] | 1:00 p.m. | ||
| Sat., 12/28 | V Boys Ice Hockey | New Milford | Away - Canterbury School-Ice Rink [Directions] | L 2-4 | ||
| Sat., 12/28 | V Wrestling | Trumbull Duals | Away - Trumbull HS-Aux Gym | 9:00 a.m. | ||
| Sat., 12/28 | V Girls Basketball | Bristol Eastern | Home - Danbury War Memorial [Directions] | W 45-43 | ||
| Mon., 12/30 | V Boys Ice Hockey | Carmel (NY) | Away - Brewster Ice Rink-Ice Rink | L 4-7 | ||
| Thu., 1/2 | V Boys Ice Hockey | Wilton | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 2-3 | ||
| Fri., 1/3 | V Wrestling | Weston | Away - Weston HS-Gym (New) [Directions] | 6:00 p.m. | 4:00 PM | |
| Fri., 1/3 | V Girls Basketball | Immaculate | Home - New Fairfield High-HS Gym [Directions] | W 61-31 | ||
| Fri., 1/3 | JV Girls Basketball | Immaculate | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/3 | FR Girls Basketball | Immaculate | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Sat., 1/4 | V Boys Basketball | Northwestern | Home - New Fairfield High-HS Gym [Directions] | W 63-47 | ||
| Sat., 1/4 | JV Boys Basketball | Northwestern | Home - New Fairfield High-HS Gym [Directions] | 2:30 p.m. | ||
| Sat., 1/4 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | L 4-5 | ||
| Sat., 1/4 | V Boys Indoor Track | SWC Developmental | Away - Wesleyan University-Freeman Athletic Center | 8:00 a.m. | ||
| Sat., 1/4 | V Wrestling | Bristol Central Invitational | Away - Bristol Central HS-Charles C. Marsh Gymnasium | 8:00 a.m. | 6:00 AM | |
| Sat., 1/4 | V Girls Indoor Track | SWC Developmental | Away - Wesleyan University-Freeman Athletic Center | 8:00 a.m. | 6:30 AM | |
| Mon., 1/6 | V Girls Basketball | Notre Dame-Fairfield | Home - New Fairfield High-HS Gym [Directions] | L 44-60 | ||
| Mon., 1/6 | JV Girls Basketball | Notre Dame-Fairfield | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/6 | FR Girls Basketball | Notre Dame-Fairfield | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Tue., 1/7 | V Boys Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | L 70-88 | 3:30 PM | |
| Tue., 1/7 | JV Boys Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:15 p.m. | 3:30 PM | |
| Tue., 1/7 | FR Boys Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 3:30 p.m. | 2:15 PM | |
| Tue., 1/7 | V Boys Swimming and Diving | Joel Barlow-Bethel Swim | Away - Brookfield YMCA-Outside/Dome Pool [Directions] | NF80 Barlow/ Bethel 62 | TBA | |
| Wed., 1/8 | V Boys Ice Hockey | New Milford | Home - Danbury Ice Arena-Patriot RInk [Directions] | L 1-2 | ||
| Wed., 1/8 | V Wrestling | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/9 | V Boys Indoor Track | Joel Barlow, TBA, Notre Dame-Fairfield, Stratford | Away - Bethel HS-TBA [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Thu., 1/9 | V Girls Indoor Track | SWC JV Developmental at Bethel High School | Away - Bethel HS-TBA | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 1/10 | V Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | W 59-57 | 3:30 PM | |
| Fri., 1/10 | JV Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 5:15 p.m. | 3:30 PM | |
| Fri., 1/10 | FR Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Fri., 1/10 | V Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | L 29-27 | 3:45 PM | |
| Fri., 1/10 | JV Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:15 p.m. | 3:45 PM | |
| Fri., 1/10 | FR Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Sat., 1/11 | V Boys Ice Hockey | Northeastern Shamrocks | Home - Danbury Ice Arena-Patriot Rink [Directions] | W 5-3 | ||
| Sat., 1/11 | V Boys Outdoor Track | Yale Classic | Away - Yale University New Haven CT | 9:30 a.m. | TBA, Dismiss TBA | |
| Sat., 1/11 | V Wrestling | East Haven, Bristol Central, Foran, Notre Dame-West Haven, Platt, Stratford, Waterford | Away - East Haven HS-Gym | 9:30 a.m. | TBA | |
| Mon., 1/13 | V Boys Basketball | Masuk | Home - New Fairfield High-HS Gym [Directions] | L 60-65 | ||
| Mon., 1/13 | JV Boys Basketball | Masuk | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/13 | FR Boys Basketball | Masuk | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Tue., 1/14 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Bunnell HS-Flood M.S. Pool [Directions] | NF Bunnell/stat | 4:00 PM | |
| Tue., 1/14 | V Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | W 45-14 | 3:30 PM | |
| Tue., 1/14 | JV Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:15 p.m. | 3:30 PM | |
| Tue., 1/14 | FR Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 3:30 p.m. | 2:15 PM | |
| Wed., 1/15 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | W 6-5 | ||
| Wed., 1/15 | V Boys Indoor Track | SWC Developmental | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | 2:45 PM | |
| Wed., 1/15 | V Wrestling | Bunnell | Away - Bunnell HS-Bunnell Main Gym [Directions] | 6:00 p.m. | 3:30 PM | |
| Wed., 1/15 | V Girls Indoor Track | SWC Developmental | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | 2:45 PM | |
| Thu., 1/16 | V Boys Basketball | Immaculate | Home - New Fairfield High-HS Gym [Directions] | L 47-75 | ||
| Thu., 1/16 | JV Boys Basketball | Immaculate | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/16 | FR Boys Basketball | Immaculate | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Thu., 1/16 | V Girls Basketball | Immaculate | Away - Immaculate High-Immaculate HS [Directions] | W 58-36 | 3:45 PM | |
| Thu., 1/16 | JV Girls Basketball | Immaculate | Away - Immaculate High-Immaculate HS [Directions] | 5:15 p.m. | 3:45 PM | |
| Thu., 1/16 | FR Girls Basketball | Immaculate | Away - Immaculate High-Immaculate HS [Directions] | 3:30 p.m. | 2:15 PM | |
| Fri., 1/17 | V Boys Swimming and Diving | Wamogo | Home - New Fairfield High-Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/17 | V Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | W 61-38 | 11:30 AM | |
| Sat., 1/18 | V Wrestling | Ellis Tech DUALS | Away - Ellis R V Tech School-Gym | 9:00 a.m. | 6:30 AM | |
| Sat., 1/18 | JV Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | Cancelled | 11:30 AM | |
| Mon., 1/20 | V Boys Indoor Track | SWC Developmental | Away - TBA | 9:00 a.m. | ||
| Mon., 1/20 | V Girls Indoor Track | SWC Developmental | Away - Bad-Site Wesleyan University | 9:00 a.m. | 7:00 AM | |
| Tue., 1/21 | V Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | L 54-74 | 3:15 PM | |
| Tue., 1/21 | JV Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | 3:15 PM | |
| Tue., 1/21 | FR Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Tue., 1/21 | V Girls Basketball | Pomperaug | Home - New Fairfield High-HS Gym [Directions] | W 49-44 | ||
| Tue., 1/21 | JV Girls Basketball | Pomperaug | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/21 | FR Girls Basketball | Pomperaug | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Wed., 1/22 | V Wrestling | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 7:00 p.m. | 3:30 PM | |
| Thu., 1/23 | V Boys Basketball | Stratford | Home - New Fairfield High-HS Gym [Directions] | L 51-62 | ||
| Thu., 1/23 | JV Boys Basketball | Stratford | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/23 | FR Boys Basketball | Stratford | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Thu., 1/23 | V Girls Basketball | Stratford | Away - Stratford HS-Gym [Directions] | W 49-24 | 3:00 PM | |
| Thu., 1/23 | JV Girls Basketball | Stratford | Away - Stratford HS-Gym [Directions] | 5:15 p.m. | 3:00 PM | |
| Fri., 1/24 | V Boys Ice Hockey | Sheehan | Home - Danbury Ice Arena-Patriot Rink [Directions] | L 3-11 | ||
| Tue., 1/28 | V Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | L 51-58 | 3:30 PM | |
| Tue., 1/28 | JV Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 5:15 p.m. | 3:30 PM | |
| Tue., 1/28 | FR Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 3:30 p.m. | 2:15 PM | |
| Tue., 1/28 | V Boys Swimming and Diving | New Milford | Away - Canterbury Prep, New Milford, CT-Canterbury School Pool [Directions] | 7:00 p.m. | 4:15 PM | |
| Tue., 1/28 | V Girls Basketball | Weston | Home - New Fairfield High-HS Gym [Directions] | W 55-41 | ||
| Tue., 1/28 | JV Girls Basketball | Weston | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/28 | FR Girls Basketball | Weston | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 1-2 | ||
| Wed., 1/29 | V Boys Indoor Track | SWC Developmental | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | 2:15 PM | |
| Wed., 1/29 | V Wrestling | Stratford | Home - New Fairfield High-HS Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/29 | V Girls Indoor Track | SWC Developmental | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | 2:15 PM | |
| Thu., 1/30 | FR Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 6:00 p.m. | 4:00 PM | |
| Fri., 1/31 | V Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | L 57-70 | 3:00 PM | |
| Fri., 1/31 | JV Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 5:15 p.m. | 3:00 PM | |
| Fri., 1/31 | V Boys Ice Hockey | Brookfield | Home - Danbury Ice Arena-Patriot Rink [Directions] | W 3-2 | ||
| Fri., 1/31 | V Girls Basketball | Kolbe Cathedral | Home - New Fairfield High-HS Gym [Directions] | L 32-30 | ||
| Fri., 1/31 | JV Girls Basketball | Kolbe Cathedral | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Sat., 2/1 | V Wrestling | Conard, Newtown, Westhill | Away - Conard HS-Main Gym [Directions] | 9:30 a.m. | 7:00 AM | |
| Mon., 2/3 | V Boys Indoor Track | Last Chance Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | 2:15 PM | |
| Mon., 2/3 | V Girls Indoor Track | Last Chance Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | 2:15 PM | |
| Tue., 2/4 | V Boys Basketball | Bunnell | Away - Bunnell HS-Bunnell Main Gym [Directions] | L 60-64 | 3:15 PM | |
| Tue., 2/4 | JV Boys Basketball | Bunnell | Away - Bunnell HS-Bunnell Main Gym [Directions] | 5:15 p.m. | 3:15 PM | |
| Tue., 2/4 | FR Boys Basketball | Bunnell | Away - Bunnell HS-Bunnell Main Gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Tue., 2/4 | V Boys Ice Hockey | Housatonic Coop | Away - Hotchkiss School-Schmidt Rink [Directions] | W 2-0 | ||
| Tue., 2/4 | V Boys Swimming and Diving | Masuk | Home - New Fairfield High-Pool [Directions] | 4:00 p.m. | ||
| Tue., 2/4 | V Girls Basketball | Bunnell | Home - New Fairfield High-HS Gym [Directions] | W 50-33 | ||
| Tue., 2/4 | JV Girls Basketball | Bunnell | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | FR Girls Basketball | Holy Cross | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Wed., 2/5 | V Wrestling | Brookfield/Shepaug | Home - New Fairfield High-HS Gym [Directions] | 6:00 p.m. | ||
| Thu., 2/6 | FR Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/7 | V Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | L 39-41 | 3:45 PM | |
| Fri., 2/7 | JV Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:15 p.m. | 3:45 PM | |
| Fri., 2/7 | FR Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Fri., 2/7 | V Girls Basketball | Bethel | Home - New Fairfield High-HS Gym [Directions] | W 47-37 | ||
| Fri., 2/7 | JV Girls Basketball | Bethel | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Sat., 2/8 | V Boys Basketball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 43-65 | 1:45 PM | |
| Sat., 2/8 | JV Boys Basketball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:15 p.m. | 1:45 PM | |
| Sat., 2/8 | FR Boys Basketball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 2:45 p.m. | 12:30 PM | |
| Sat., 2/8 | V Boys Indoor Track | SWC Indoor Track Championship | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | TBA | |
| Sat., 2/8 | V Wrestling | NF Duals (4 mats) | Home - New Fairfield High-HS Gym [Directions] | 6:00 p.m. | ||
| Sat., 2/8 | V Girls Indoor Track | SWC Championship | Away - TBA | 3:00 p.m. | ||
| Sat., 2/8 | V Girls Indoor Track | SWC Indoor Track Championship | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | TBA | |
| Mon., 2/10 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - Gunnery School-Ice Rink [Directions] | W 7-1 | ||
| Mon., 2/10 | V Wrestling | Bethel | Home - New Fairfield High-HS Gym [Directions] | 6:00 p.m. | ||
| Tue., 2/11 | V Boys Basketball | New Milford | Home - New Fairfield High-HS Gym [Directions] | L 58-64 | ||
| Tue., 2/11 | JV Boys Basketball | New Milford | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/11 | FR Boys Basketball | New Milford | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Tue., 2/11 | V Boys Swimming and Diving | Brookfield | Home - New Fairfield High-Pool [Directions] | NF 78 Brookfield 100 | ||
| Tue., 2/11 | V Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | L 28-26 | 3:30 PM | |
| Tue., 2/11 | JV Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:15 p.m. | 3:30 PM | |
| Tue., 2/11 | FR Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 3:30 p.m. | TBA | |
| Fri., 2/14 | V Boys Basketball | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | L 54-68 | ||
| Fri., 2/14 | JV Boys Basketball | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/14 | FR Boys Basketball | Joel Barlow | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | ||
| Fri., 2/14 | V Boys Swimming and Diving | Litchfield | Home - New Fairfield High-Pool [Directions] | NF 84 Litchfield 97 | ||
| Fri., 2/14 | V Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | W 41-27 | 4:00 PM | |
| Fri., 2/14 | JV Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 5:15 p.m. | 4:00 PM | |
| Fri., 2/14 | FR Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Sat., 2/15 | FR Boys Basketball | Wamogo | Home - New Fairfield High-HS Gym [Directions] | 10:00 a.m. | ||
| Sat., 2/15 | V Boys Ice Hockey | Masuk | Home - Danbury Ice Arena-Patriot Rink [Directions] | W 5-2 | ||
| Sat., 2/15 | V Wrestling | SWC Tournament | Away - Pomperaug HS-Main Gym | 9:00 a.m. | 6:15 AM | |
| Tue., 2/18 | V Boys Basketball | Newtown | Away - Newtown HS-Gym [Directions] | L 60-68 | 3:30 PM | |
| Tue., 2/18 | JV Boys Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 5:15 p.m. | 3:30 PM | |
| Tue., 2/18 | FR Boys Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Tue., 2/18 | V Boys Ice Hockey | Drury (MA) | Away - Vietnam Vet Memorial Rink-Drury | W 5-2 | 12:00 PM | |
| Tue., 2/18 | V Boys Swimming and Diving | Newtown | Away - Newtown HS-pool [Directions] | NF 82 Newtown 93 | ||
| Tue., 2/18 | V Girls Basketball | Newtown | Home - New Fairfield High-HS Gym [Directions] | L 39-35 | ||
| Tue., 2/18 | JV Girls Basketball | Newtown | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/18 | FR Girls Basketball | Newtown | Home - New Fairfield High-HS Gym [Directions] | Cancelled | ||
| Thu., 2/20 | V Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | W 66-62 | 2:45 PM | |
| Thu., 2/20 | JV Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 5:15 p.m. | 2:45 PM | |
| Thu., 2/20 | FR Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 3:30 p.m. | 2:15 PM | |
| Fri., 2/21 | V Wrestling | CIAC Class M Divisional Championship | Away - Guilford HS-Main gym at GHS | 3:00 p.m. | ||
| Fri., 2/21 | V Girls Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | 5:00 PM | |
| Sat., 2/22 | V Boys Ice Hockey | Staples | Home - Danbury Ice Arena-Patriot Rink [Directions] | W 4-1 | ||
| Sat., 2/22 | V Wrestling | CIAC Class M Divisional Championship | Away - Guilford HS-Main gym at GHS | 9:00 a.m. | ||
| Mon., 2/24 | V Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | L 51-77 | 3:00 PM | |
| Mon., 2/24 | JV Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 5:30 p.m. | 3:00 PM | |
| Mon., 2/24 | FR Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 4:00 p.m. | TBA | |
| Mon., 2/24 | V Girls Basketball | Newtown | Away - Newtown HS [Directions] | 7:00 p.m. | ||
| Tue., 2/25 | V Boys Swimming and Diving | Weston | Away - Weston HS-Weston MS Pool [Directions] | NF 76 Weston101 | 4:00 PM | |
| Wed., 2/26 | V Boys Basketball | Brookfield | Home - New Fairfield High-HS Gym [Directions] | W 58-40 | 3:30 PM | |
| Wed., 2/26 | JV Boys Basketball | Brookfield | Home - New Fairfield High-HS Gym [Directions] | 5:15 p.m. | TBA | |
| Wed., 2/26 | FR Boys Basketball | Brookfield | Home - New Fairfield High-HS Gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Wed., 2/26 | V Boys Ice Hockey | Amity | Home - Danbury Ice Arena-Patriot Rink [Directions] | W 5-4 | ||
| Fri., 2/28 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 3:00 p.m. | ||
| Sat., 2/29 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Danbury Ice Arena-Patriot Rink [Directions] | L 1-3 | ||
| Sat., 2/29 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Mon., 3/2 | V Girls Basketball | Lewis Mills | Home - New Fairfield High-HS Gym [Directions] | 6:30 p.m. | ||
| Tue., 3/3 | V Boys Basketball | Masuk (Scrim.) | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 3:30 p.m. | ||
| Tue., 3/3 | V Boys Ice Hockey | TBA | Away - TBA | 6:00 p.m. | 3:45 PM | |
| Tue., 3/3 | V Boys Ice Hockey | Sheehan | Away - Milford Ice Pavillion-Ice Rink [Directions] | 6:00 p.m. | ||
| Wed., 3/4 | V Boys Swimming and Diving | SWC Dive Championship at Pomperaug High School | Away - Pomperaug HS-PHS Pool | 6:00 p.m. | ||
| Fri., 3/6 | V Boys Swimming and Diving | Masuk, Bethel, Brookfield, Bunnell/Stratford, Barlow/Bethel, New Milford, Newtown, Pomperaug, Stratford, Weston | Away - Masuk HS-Pool | NF 78 Masuk 99 | ||
| Fri., 3/6 | V Girls Basketball | Bacon Academy | Away - Bacon Academy-Gym [Directions] | 6:30 p.m. | 2:45 PM | |
| Mon., 3/9 | V Boys Ice Hockey | Enfield/East Granby/Stafford | Away - Enfield Twin Rinks-Rink 1 [Directions] | 6:00 p.m. | ||
| Wed., 3/11 | V Boys Swimming and Diving | CIAC Boys Class S Diving Championship | Away - Plainville HS-Pool | Cancelled | ||
| Thu., 3/12 | V Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | Cancelled | ||
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Boys Class S Trials | Away - Cheshire Community Pool | Cancelled | ||
| Wed., 3/18 | V Boys Swimming and Diving | CIAC Boys Class S Finals | Away - Wesleyan University-Pool | Cancelled | ||
| Thu., 3/19 | V Boys Swimming and Diving | CIAC Boys State Open Diving | Away - Bulkeley HS-Pool | Cancelled | ||
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Boys State Open Swimming | Away - Yale | Cancelled | ||
| Thu., 3/26 | V Girls Lacrosse | Danbury, Pleasantville (NY) (Scrim.) | Away - Danbury HS-Stadium Turf Field [Directions] | Cancelled | 9:45 AM | |
| Fri., 3/27 | V Boys Lacrosse | Trinity Pawling (NY) | Away - Trinity Pawling School-Stadium | Cancelled | ||
| Sat., 3/28 | V Softball | TBA, New Canaan, Weston | Away - TBA | Cancelled | 7:00 AM | |
| Wed., 4/1 | V Boys Golf | Danbury (Scrim.) | Away - Richter Park Golf Course [Directions] | Cancelled | 2:15 PM; 1 Van | |
| Thu., 4/2 | V Baseball | Danbury (Scrim.) | Away - Danbury HS-V Baseball Field [Directions] | Cancelled | 12:30 PM | |
| Fri., 4/3 | V Baseball | Danbury (Scrim.) | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Softball | Greenwich | Away - Greenwich HS-Softball Field [Directions] | Cancelled | 9:00 AM | |
| Mon., 4/6 | V Baseball | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/6 | JV Baseball | Norwalk | Away - City Hall Field [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/6 | V Boys Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | Cancelled | ||
| Mon., 4/6 | V Softball | Plainville | Away - Plainville HS-Plainville HS- Varsity Softball Field (Turf) [Directions] | Cancelled | 9:45 AM | |
| Tue., 4/7 | V Boys Lacrosse | Bethel | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 4/7 | JV Boys Lacrosse | Bethel | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Lacrosse | Bethel | Away - Bethel HS-Rockwell Field [Directions] | Cancelled | 2:30 PM | |
| Tue., 4/7 | JV Girls Lacrosse | Bethel | Away - Bethel HS-Rockwell Field [Directions] | Cancelled | 2:30 PM | |
| Wed., 4/8 | V Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | Cancelled | 2:30 PM | |
| Wed., 4/8 | JV Baseball | Darien | Away - Darien HS-DHS Baseball - JV Field [Directions] | Cancelled | 2:30 PM | |
| Wed., 4/8 | FR Boys Lacrosse | St. Joseph | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Tennis | Brookfield | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Girls Tennis | Newtown | Away - Newtown HS-NHS Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Thu., 4/9 | V Baseball | New Canaan | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Thu., 4/9 | JV Baseball | New Canaan | Away - Waveny Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Thu., 4/9 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | Cancelled | ||
| Thu., 4/9 | V Girls Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | 3:00 PM | |
| Thu., 4/9 | JV Girls Lacrosse | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | 3:00 PM | |
| Thu., 4/9 | V Softball | Brookfield | Away - Brookfield HS-BHS Softball Field [Directions] | Cancelled | 2:30 PM | |
| Sat., 4/11 | V Girls Lacrosse | Minnechaug (MA) | Away - Minnechaug Reg HS-Stadium | Cancelled | TBA | |
| Sat., 4/11 | V Softball | Norwalk | Away - Norwalk HS-Ray Barry Field [Directions] | Cancelled | 9:00 AM | |
| Sat., 4/11 | JV Softball | Norwalk | Away - Naramake School Field [Directions] | Cancelled | 9:00 AM | |
| Mon., 4/13 | V Boys Tennis | Bethel | Away - Bethel HS-BHS Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/13 | V Softball | Notre Dame-Fairfield | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Tennis | Immaculate | Away - Immaculate HS-Rogers Park, Danbury [Directions] | Cancelled | 11:00 AM | |
| Tue., 4/14 | V Baseball | Immaculate | Away - Dutchess Stadium [Directions] | Cancelled | 2:15 PM | |
| Tue., 4/14 | JV Baseball | Immaculate | Away - Dutchess Stadium [Directions] | Cancelled | 2:15 PM | |
| Tue., 4/14 | JV Boys Golf | Ridgefield | Away - Silver Spring Golf Course [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Lacrosse | Glastonbury | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 4/14 | JV Boys Lacrosse | Glastonbury | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Tennis | Masuk | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | JV Softball | New Milford | Away - New Milford HS-Softball JV Field - NMHS [Directions] | Cancelled | 2:45 PM | |
| Tue., 4/14 | V Girls Tennis | Bethel | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/15 | V Baseball | Stratford | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Thu., 4/16 | JV Baseball | Pomperaug | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Thu., 4/16 | V Boys Lacrosse | Newtown | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Thu., 4/16 | JV Boys Lacrosse | Newtown | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Thu., 4/16 | V Girls Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | Cancelled | 5:00 PM | |
| Thu., 4/16 | JV Girls Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | Cancelled | 4:30 PM | |
| Thu., 4/16 | JV Softball | Pomperaug | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Fri., 4/17 | V Baseball | Weston | Away - Weston HS-Revson #1 (Varsity) [Directions] | Cancelled | 2:30 PM | |
| Fri., 4/17 | FR Baseball | Brookfield | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Fri., 4/17 | V Softball | Joel Barlow | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Sat., 4/18 | JV Baseball | Immaculate | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Sat., 4/18 | V Boys Lacrosse | Riverhead (NY) | Away - Riverhead MS | Cancelled | TBA | |
| Sat., 4/18 | JV Boys Lacrosse | North Branford | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Sat., 4/18 | V Girls Lacrosse | North Branford | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Mon., 4/20 | V Baseball | New Milford | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Mon., 4/20 | FR Baseball | New Milford | Away - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | Cancelled | 2:45 PM | |
| Mon., 4/20 | V Boys Golf | Masuk | Home - Club River Oaks [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | Brookfield | Away - Brookfield HS-BHS Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/20 | V Girls Outdoor Track | Weston, Masuk, Stratford | Away - Weston HS-WHS Track [Directions] | Cancelled | 2:15 PM | |
| Mon., 4/20 | V Softball | New Milford | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Tue., 4/21 | JV Baseball | Bethel | Away - Bethel HS-Parloa Field [Directions] | Cancelled | 8:30 AM | |
| Tue., 4/21 | V Boys Golf | Bethel | Home - Club River Oaks [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Lacrosse | Brookfield | Away - Brookfield HS-BHS Back Turf [Directions] | Cancelled | 2:15 PM | |
| Tue., 4/21 | JV Boys Lacrosse | Brookfield | Away - Brookfield HS-BHS Back Turf [Directions] | Cancelled | 2:15 PM | |
| Tue., 4/21 | V Boys Outdoor Track | Masuk, Stratford, Weston | Away - Masuk HS-Edmund Butler Track @ Masuk HS [Directions] | Cancelled | 2:15 PM | |
| Tue., 4/21 | V Girls Lacrosse | Brookfield | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 4/21 | JV Girls Lacrosse | Brookfield | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Tennis | Brookfield | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/22 | V Baseball | Weston | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Tennis | Bunnell | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/22 | V Softball | Weston | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Wed., 4/22 | V Girls Tennis | Bunnell | Away - Bunnell HS-Bunnell Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Thu., 4/23 | JV Baseball | Weston | Away - Weston HS-Revson #2 (JV) [Directions] | Cancelled | 2:45 PM | |
| Thu., 4/23 | V Boys Lacrosse | Weston | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Thu., 4/23 | JV Boys Lacrosse | Weston | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Thu., 4/23 | V Boys Tennis | Weston | Away - Weston HS-WHS Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Thu., 4/23 | V Girls Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | Cancelled | 3:15 PM | |
| Thu., 4/23 | JV Girls Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | Cancelled | 3:15 PM | |
| Thu., 4/23 | JV Softball | Weston | Away - Weston HS-Softball - MS Field (JV) [Directions] | Cancelled | 2:45 PM | |
| Thu., 4/23 | V Girls Tennis | Weston | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Fri., 4/24 | V Baseball | Bunnell | Away - Bunnell HS-Bunnell Baseball Field [Directions] | Cancelled | 2:15 PM | |
| Fri., 4/24 | FR Baseball | Bunnell | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Fri., 4/24 | V Softball | Bunnell | Away - Bunnell HS-Bunnell Softball FIeld [Directions] | Cancelled | 2:15 PM | |
| Sat., 4/25 | JV Baseball | Bunnell | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Sat., 4/25 | V Boys Lacrosse | Guilford | Away - Sacred Heart University-Turf Field [Directions] | Cancelled | TBA | |
| Sat., 4/25 | JV Softball | Bunnell | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Mon., 4/27 | V Baseball | Masuk | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Golf | Pomperaug | Home - Club River Oaks [Directions] | Cancelled | ||
| Mon., 4/27 | V Softball | Masuk | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Tue., 4/28 | JV Baseball | Masuk | Away - Wolfe Park-Baseball Field [Directions] | Cancelled | 2:30 PM | |
| Tue., 4/28 | V Boys Golf | Bunnell | Home - Club River Oaks [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Lacrosse | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | Cancelled | 3:30 PM | |
| Tue., 4/28 | JV Boys Lacrosse | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | Cancelled | 3:30 PM | |
| Tue., 4/28 | V Girls Lacrosse | Fairfield Ludlowe | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 4/28 | JV Girls Lacrosse | Fairfield Ludlowe | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 4/28 | JV Softball | Masuk | Away - Wolfe Park-Field 4 (near Pond) [Directions] | Cancelled | 2:30 PM | |
| Wed., 4/29 | V Baseball | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | Cancelled | ||
| Wed., 4/29 | FR Baseball | Bethel | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Outdoor Track | Bethel, Immaculate | Home - New Fairfield High-Stadium Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Tennis | Pomperaug | Away - Edgewood Bath and Tennis Club [Directions] | Cancelled | ||
| Wed., 4/29 | V Girls Outdoor Track | Bethel, Immaculate | Home - New Fairfield High-Stadium Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Softball | Bethel | Away - Bethel HS-Kisling Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Girls Tennis | Pomperaug | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/30 | JV Baseball | Bethel | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Golf | Joel Barlow | Away - Redding Country Club [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | Cancelled | 4:15 PM | |
| Thu., 4/30 | JV Boys Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | Cancelled | 4:15 PM | |
| Thu., 4/30 | V Boys Tennis | New Milford | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Lacrosse | Masuk | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Thu., 4/30 | JV Girls Lacrosse | Masuk | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Thu., 4/30 | JV Softball | Bethel | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Tennis | New Milford | Away - New Milford HS-Tennis Courts - NMHS [Directions] | Cancelled | 2:15 PM | |
| Fri., 5/1 | V Baseball | Immaculate | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Fri., 5/1 | V Softball | Immaculate | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Sat., 5/2 | JV Baseball | Immaculate | Away - Immaculate High-Grass Field [Directions] | Cancelled | 1:45 PM | |
| Mon., 5/4 | V Baseball | Stratford | Away - Stratford HS-Penders Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Golf | New Milford | Away - Candlewood Valley Country Club [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Outdoor Track | New Milford, Notre Dame-Fairfield | Home - New Fairfield High-Stadium Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Tennis | Newtown | Away - Newtown HS-NHS Tennis Courts [Directions] | Cancelled | 12:00 PM | |
| Mon., 5/4 | V Girls Outdoor Track | New Milford, Notre Dame-Fairfield | Home - New Fairfield High-Stadium Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | Stratford | Away - DeLuca Field-Deluca Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Tennis | Newtown | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/5 | JV Baseball | Stratford | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Golf | Stratford | Away - Mill River Country Club [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Lacrosse | Bunnell-Stratford | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Tue., 5/5 | JV Boys Lacrosse | Bunnell-Stratford | Home - New Fairfield High-Stadium Field [Directions] | Cancelled | ||
| Tue., 5/5 | JV Softball | Stratford | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Wed., 5/6 | V Baseball | Newtown | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Wed., 5/6 | FR Baseball | Newtown | Away - Newtown HS-Nighthawk Ball Park [Directions] | Cancelled | 12:00 PM | |
| Wed., 5/6 | V Boys Golf | Bethel | Away - Bethel HS-Connecticut Country Club [Directions] | Cancelled | ||
| Wed., 5/6 | V Girls Lacrosse | Bunnell | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Wed., 5/6 | JV Girls Lacrosse | Bunnell | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Wed., 5/6 | V Softball | Newtown | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Wed., 5/6 | V Girls Tennis | Notre Dame-Fairfield | Away - Veteran's Park - Bridgeport-Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | JV Baseball | Newtown | Away - Newtown HS-Nighthawk Ball Park [Directions] | Cancelled | 2:45 PM | |
| Thu., 5/7 | V Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Field J [Directions] | Cancelled | 3:30 PM | |
| Thu., 5/7 | JV Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Field J [Directions] | Cancelled | 3:30 PM | |
| Thu., 5/7 | V Boys Tennis | Stratford | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | JV Softball | Newtown | Away - Newtown HS-NHS Softball Field [Directions] | Cancelled | 2:45 PM | |
| Thu., 5/7 | V Girls Tennis | Stratford | Away - Flood MS-Flood MS Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Fri., 5/8 | V Baseball | Kolbe Cathedral | Away - Seaside Park-Field #1 [Directions] | Cancelled | 2:30 PM | |
| Fri., 5/8 | FR Baseball | Pomperaug | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Fri., 5/8 | V Girls Lacrosse | Joel Barlow | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Fri., 5/8 | JV Girls Lacrosse | Joel Barlow | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Fri., 5/8 | V Softball | Kolbe Cathedral | Away - Cal Ripken Field-Longfellow Park [Directions] | Cancelled | 2:30 PM | |
| Sat., 5/9 | FR Baseball | Pomperaug | Away - Pomperaug HS-Baseball Field [Directions] | Cancelled | 11:15 AM | |
| Sat., 5/9 | V Boys Lacrosse | Stepinac (NY) | Away - Stepinac HS-Turf Field | Cancelled | 11:30 AM | |
| Sat., 5/9 | JV Boys Lacrosse | Stepinac (NY) | Away - Stepinac HS-Turf Field | Cancelled | 11:30 AM | |
| Mon., 5/11 | V Baseball | Brookfield | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Golf | Brookfield | Home - Club River Oaks [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Tennis | Masuk | Away - Wolfe Park-Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Mon., 5/11 | V Girls Lacrosse | Stratford/Bunnell | Away - Stratford HS-Penders Field [Directions] | Cancelled | 3:00 PM | |
| Mon., 5/11 | JV Girls Lacrosse | Stratford/Bunnell | Away - Stratford HS-Penders Field [Directions] | Cancelled | 3:00 PM | |
| Mon., 5/11 | V Girls Outdoor Track | Pomperaug, Bunnell, Kolbe Cathedral | Away - Pomperaug HS-Stadium [Directions] | Cancelled | 2:15 PM, Dismiss 2:00 PM | |
| Mon., 5/11 | V Softball | Brookfield | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Tennis | Masuk | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | JV Baseball | Brookfield | Away - Brookfield HS-Baseball Field [Directions] | Cancelled | 2:45 PM | |
| Tue., 5/12 | V Boys Golf | Immaculate | Home - Club River Oaks [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Outdoor Track | Bunnell, Kolbe Cathedral, Pomperaug | Away - Bunnell HS-Bunnell Track [Directions] | Cancelled | 2:15 PM | |
| Tue., 5/12 | JV Softball | Brookfield | Away - Brookfield HS-BHS Softball Field [Directions] | Cancelled | 2:45 PM | |
| Wed., 5/13 | V Baseball | Joel Barlow | Away - Joel Barlow HS-Baseball Field [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/13 | FR Baseball | Brookfield | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Lacrosse | Staples | Away - Staples HS-Staples Stadium [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/13 | JV Boys Lacrosse | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/13 | V Boys Tennis | Bethel | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/13 | V Softball | Joel Barlow | Away - Joel Barlow High-Field E (Softball) [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/13 | V Girls Tennis | Bethel | Away - Bethel HS-BHS Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Thu., 5/14 | JV Baseball | Joel Barlow | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | Cancelled | 3:15 PM | |
| Thu., 5/14 | JV Boys Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | Cancelled | 3:15 PM | |
| Thu., 5/14 | V Boys Tennis | Immaculate | Away - Immaculate HS-Rogers Park, Danbury [Directions] | Cancelled | 2:45 PM | |
| Thu., 5/14 | V Girls Lacrosse | Pomperaug | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Thu., 5/14 | JV Girls Lacrosse | Pomperaug | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Tennis | Immaculate | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/15 | V Baseball | New Milford | Away - New Milford HS-Baseball Varsity Field - NMHS [Directions] | Cancelled | 2:45 PM | |
| Fri., 5/15 | FR Baseball | New Milford | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Fri., 5/15 | V Softball | New Milford | Away - New Milford HS-Softball Varsity Field - NMHS [Directions] | Cancelled | 2:45 PM | |
| Sat., 5/16 | JV Baseball | New Milford | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Sat., 5/16 | FR Baseball | New Milford | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Sat., 5/16 | V Boys Lacrosse | Fairfield Prep | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Sat., 5/16 | JV Softball | New Milford | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Baseball | Pomperaug | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Mon., 5/18 | FR Baseball | Pomperaug | Away - Pomperaug HS-Baseball Field [Directions] | Cancelled | 2:45 PM | |
| Mon., 5/18 | V Boys Golf | Weston | Away - Weston HS-Aspetuck Country Club [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Lacrosse | Immaculate | Home - New Fairfield High-Rebel Turf [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Tennis | Joel Barlow | Home - New Fairfield High-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Lacrosse | Immaculate | Away - Immaculate High-Mustang Valley [Directions] | Cancelled | 2:45 PM | |
| Mon., 5/18 | JV Girls Lacrosse | Immaculate | Away - Immaculate High-Mustang Valley [Directions] | Cancelled | 2:45 PM | |
| Mon., 5/18 | V Girls Outdoor Track | Brookfield, Newtown | Away - Brookfield HS-BHS Track [Directions] | Cancelled | 2:15 PM, Dismiss 2:00 PM | |
| Mon., 5/18 | V Softball | Pomperaug | Home - New Fairfield High-Softball Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Tennis | Joel Barlow | Away - Joel Barlow HS-Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Tue., 5/19 | V Baseball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Fabbri Field [Directions] | Cancelled | 2:15 PM | |
| Tue., 5/19 | FR Baseball | Stratford | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Outdoor Track | Newtown, Brookfield, Joel Barlow | Away - Newtown HS-Blue and Gold Stadium [Directions] | Cancelled | 2:15 PM | |
| Tue., 5/19 | V Softball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | Cancelled | 2:15 PM | |
| Wed., 5/20 | JV Baseball | Pomperaug | Away - Community House Park-Baseball Field [Directions] | Cancelled | 2:45 PM | |
| Wed., 5/20 | JV Softball | Pomperaug | Away - Community House Park-Softball Field [Directions] | Cancelled | 2:45 PM | |
| Thu., 5/21 | JV Baseball | Notre Dame-Fairfield | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Thu., 5/21 | V Boys Golf | New Milford | Home - Club River Oaks [Directions] | Cancelled | ||
| Thu., 5/21 | V Boys Outdoor Track | Freshmen Meet | Away - Bethel HS-BHS track | Cancelled | 2:15 PM | |
| Thu., 5/21 | V Girls Outdoor Track | Freshmen Meet | Away - Bethel HS-BHS track | Cancelled | 2:15 PM | |
| Fri., 5/22 | FR Baseball | Newtown | Home - New Fairfield High-Baseball Field [Directions] | Cancelled | ||
| Tue., 5/26 | V Boys Golf | Stratford | Home - Club River Oaks [Directions] | Cancelled | ||
| Tue., 5/26 | V Boys Outdoor Track | SWC Championships | Away - Bethel HS-BHS track | Cancelled | 2:15 PM | |
| Tue., 5/26 | V Girls Outdoor Track | SWC Track and Field Championships | Away - Bethel HS-BHS track | Cancelled | 2:15 PM | |
| Mon., 6/1 | V Boys Golf | Joel Barlow | Home - Club River Oaks [Directions] | Cancelled | ||