| Immaculate 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 494 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 8/23 | V Boys Golf | Pomperaug | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Immaculate 175, Pomperaug 170 | |
| Wed., 8/24 | V Boys Golf | Masuk | Home - Richter Park Golf Course [Directions] | 3:00 p.m. | Immaculate 172, Masuk 179 | |
| Thu., 8/25 | V Boys Golf | New Fairfield | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Immacualte 167, New Fairfield 189 | |
| Wed., 8/31 | V Boys Golf | Notre Dame-Fairfield | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | CANCELLED | |
| Thu., 9/1 | V Boys Golf | Brookfield | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Immaculate 189, Brookfield 181 | |
| Thu., 9/8 | V Boys Golf | Joel Barlow | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Immaculate 172, Barlow 178 | |
| Thu., 9/8 | V Boys Soccer | Bassick | Home - Immaculate HS-Mustang Valley [Directions] | 4:30 p.m. | W 3-0 | |
| Thu., 9/8 | V Girls Volleyball | Bassick | Home - Immaculate HS [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/8 | JV Girls Volleyball | Bassick | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Fri., 9/9 | V Football | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 7:00 p.m. | L 7-27 | |
| Fri., 9/9 | V Girls Swimming and Diving | Joel Barlow | Away - Brookfield YMCA-Outside/Dome Pool [Directions] | 3:15 p.m. | W 96-62 | |
| Fri., 9/9 | V Girls Volleyball | Bethel | Home - Immaculate HS [Directions] | 6:45 p.m. | W 3-0 | |
| Fri., 9/9 | JV Girls Volleyball | Bethel | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Fri., 9/9 | FR Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Sat., 9/10 | JV Football | Brookfield | Home - Immaculate HS-Mustang Valley [Directions] | 9:00 a.m. | ||
| Sat., 9/10 | V Field Hockey | Waterford | Home - Immaculate HS-Mustang Valley [Directions] | 12:00 p.m. | W 8-1 | |
| Sat., 9/10 | JV Field Hockey | Waterford | Home - Immaculate HS-Mustang Valley [Directions] | 1:30 p.m. | ||
| Sat., 9/10 | FR Girls Volleyball | Bethel | Home - Immaculate HS-Immaculate Gym [Directions] | 9:00 a.m. | ||
| Mon., 9/12 | V Boys Golf | New Milford, Stratford | Away - Candlewood Valley Country Club [Directions] | 3:00 p.m. | New Milford 171, Immaculate 172 | |
| Mon., 9/12 | V Girls Soccer | Harding | Away - Warren Harding HS-Lewis Field [Directions] | 4:00 p.m. | W 8-0 | |
| Mon., 9/12 | V Girls Volleyball | Harding | Away - Warren Harding HS-Gym [Directions] | 6:30 p.m. | W 3-0 | |
| Mon., 9/12 | JV Girls Volleyball | Harding | Away - Warren Harding HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 9/13 | V Girls Soccer | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:00 p.m. | L 0-4 | |
| Tue., 9/13 | V Girls Swimming and Diving | Stratford | Away - Brookfield YMCA [Directions] | 5:30 p.m. | W 93-69 | |
| Wed., 9/14 | V Boys Cross Country | Pomperaug, Notre Dame-Fairfield | Away - Pomperaug HS-Cross Country Course [Directions] | 5:00 p.m. | ||
| Wed., 9/14 | FR Football | Platt Tech | Home - Immaculate HS-Mustang Valley [Directions] | 3:45 p.m. | ||
| Wed., 9/14 | V Girls Cross Country | Pomperaug, Notre Dame-Fairfield | Away - Pomperaug HS-Cross Country Course [Directions] | 4:30 p.m. | ||
| Thu., 9/15 | V Boys Soccer | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 6:00 p.m. | L 2-1 | |
| Thu., 9/15 | JV Boys Soccer | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 9/15 | V Field Hockey | Kennedy Catholic-Somers (NY) | Away - Kennedy Catholic HS-Field #1 | 5:00 p.m. | W 5-1 | |
| Thu., 9/15 | V Girls Soccer | Weston | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 0-4 | |
| Thu., 9/15 | V Girls Volleyball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 6:15 p.m. | W 3-0 | |
| Thu., 9/15 | JV Girls Volleyball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 5:00 p.m. | ||
| Fri., 9/16 | V Boys Soccer | Notre Dame-Fairfield | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | T 1-1 | |
| Fri., 9/16 | V Girls Swimming and Diving | Brookfield | Home - Bethel HS-WCSU- Oneil Center [Directions] | 4:00 p.m. | L 90-93 | |
| Sat., 9/17 | V Football | Platt Tech | Home - Immaculate HS-Mustang Valley [Directions] | 1:00 p.m. | W 40-7 | CTC |
| Sat., 9/17 | V Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 12:00 p.m. | L 3-2 | |
| Sat., 9/17 | JV Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 10:30 a.m. | ||
| Sat., 9/17 | FR Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Small Gym [Directions] | 10:30 a.m. | ||
| Mon., 9/19 | JV Football | Platt Tech | Away - ORANGE AVE ATHLETIC COMPLEX [Directions] | 3:45 p.m. | ||
| Mon., 9/19 | V Boys Soccer | Harding | Home - Immaculate HS-Mustang Valley [Directions] | 4:45 p.m. | W 3-0 | |
| Mon., 9/19 | V Field Hockey | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 9/19 | JV Field Hockey | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | ||
| Tue., 9/20 | V Boys Cross Country | Bethel, Joel Barlow, New Fairfield | Home - Immaculate HS-Tarrywile [Directions] | 5:00 p.m. | ||
| Tue., 9/20 | V Girls Cross Country | Bethel, Joel Barlow, New Fairfield | Home - Immaculate HS-Tarrywile [Directions] | 4:30 p.m. | ||
| Tue., 9/20 | V Girls Soccer | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 6:30 p.m. | L 0-3 | |
| Tue., 9/20 | V Girls Swimming and Diving | Bunnell, Bethel/Immaculate | Away - Bunnell HS-Flood M.S. Pool [Directions] | 6:00 p.m. | ||
| Tue., 9/20 | V Girls Swimming and Diving | Bunnell, Immaculate | Away - Bunnell HS-Flood M.S. Pool [Directions] | 6:00 p.m. | W 91-60 | |
| Wed., 9/21 | V Boys Golf | Pomperaug | Away - Pomperaug HS-Highfield Country Club [Directions] | 3:00 p.m. | Pomperaug 161, Immaculate 171 | |
| Wed., 9/21 | V Girls Volleyball | New Milford | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | L 3-1 | |
| Wed., 9/21 | JV Girls Volleyball | New Milford | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Wed., 9/21 | FR Girls Volleyball | New Milford | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Thu., 9/22 | FR Football | Notre Dame-West Haven | Home - John Perry Field, Rogers Park MS-John Perry Memorial Field, Rogers Park MS [Directions] | 3:45 p.m. | ||
| Thu., 9/22 | V Boys Golf | Bunnell, Notre Dame-Fairfield | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Immaculate 171 | |
| Thu., 9/22 | V Boys Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 6:00 p.m. | L 2-1 | |
| Thu., 9/22 | JV Boys Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | ||
| Thu., 9/22 | V Girls Soccer | Newtown | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 0-6 | |
| Thu., 9/22 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Home - Immaculate HS-Immaculate Gym [Directions] | 4:45 p.m. | ||
| Fri., 9/23 | V Girls Swimming and Diving | New Fairfield, Immaculate | Away - New Fairfield HS-Pool [Directions] | 5:45 p.m. | W 92-60 | |
| Fri., 9/23 | V Girls Swimming and Diving | New Fairfield, Bethel/Immaculate | Away - New Fairfield HS-Pool [Directions] | 5:45 p.m. | ||
| Sat., 9/24 | V Football | Bassick | Home - Immaculate HS-Mustang Valley [Directions] | 1:00 p.m. | W 41-0 | NL |
| Sat., 9/24 | V Boys Soccer | New Fairfield | Home - Immaculate HS-Mustang Valley [Directions] | 9:00 a.m. | W 2-1 | |
| Sat., 9/24 | JV Boys Soccer | New Fairfield | Home - Immaculate HS-Baseball Diamond [Directions] | Postponed | ||
| Sat., 9/24 | V Girls Volleyball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 11:30 a.m. | W 3-0 | |
| Sat., 9/24 | JV Girls Volleyball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 10:00 a.m. | ||
| Sat., 9/24 | FR Girls Volleyball | New Fairfield | Away - New Fairfield HS-MS Gym [Directions] | 10:00 a.m. | ||
| Mon., 9/26 | V Girls Volleyball | Nonnewaug | Home - Immaculate HS [Directions] | 6:00 p.m. | L 3-0 | |
| Mon., 9/26 | JV Girls Volleyball | Nonnewaug | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Tue., 9/27 | V Boys Golf | Weston | Away - Weston HS-Aspetuck Country Club [Directions] | 3:00 p.m. | Immaculate 173, Weston 190 | |
| Tue., 9/27 | V Boys Soccer | Bunnell | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | T 1-1 | |
| Tue., 9/27 | JV Boys Soccer | Bunnell | Home - Immaculate HS-Baseball Diamond [Directions] | Postponed | ||
| Tue., 9/27 | V Girls Soccer | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 6:00 p.m. | L 0-1 | |
| Wed., 9/28 | V Boys Cross Country | New Milford, Brookfield, Bunnell | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:00 p.m. | ||
| Wed., 9/28 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | 3:00 p.m. | Newtown 168, Immaculate 181 | |
| Wed., 9/28 | V Girls Cross Country | New Milford, Brookfield, Bunnell | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:30 p.m. | ||
| Wed., 9/28 | V Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 4:00 p.m. | L 1-3 | |
| Wed., 9/28 | JV Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 5:30 p.m. | ||
| Wed., 9/28 | V Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 6:30 p.m. | L 2-3 | |
| Wed., 9/28 | JV Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | ||
| Wed., 9/28 | FR Girls Volleyball | Pomperaug | Away - Pomperaug HS-Auxiliary Gym [Directions] | 5:00 p.m. | ||
| Thu., 9/29 | V Boys Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 5:00 p.m. | T 2-2 | |
| Thu., 9/29 | V Girls Soccer | Masuk | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 0-5 | |
| Fri., 9/30 | V Field Hockey | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 6:45 p.m. | W 2-0 | |
| Fri., 9/30 | JV Field Hockey | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 5:15 p.m. | ||
| Fri., 9/30 | V Girls Volleyball | Brookfield | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | L 2-3 | |
| Fri., 9/30 | JV Girls Volleyball | Brookfield | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Fri., 9/30 | FR Girls Volleyball | Brookfield | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Sat., 10/1 | JV Boys Soccer | Masuk | Away - Masuk HS-Masuk High School Middle Field [Directions] | Rainout | ||
| Sat., 10/1 | V Field Hockey | Wamogo | Home - Immaculate HS-Mustang Valley [Directions] | 3:00 p.m. | W 6-0 | |
| Sat., 10/1 | JV Field Hockey | Wamogo | Home - Immaculate HS-Mustang Valley [Directions] | Postponed | ||
| Sat., 10/1 | FR Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 9:00 a.m. | ||
| Mon., 10/3 | V Boys Cross Country | Newtown, Stratford | Away - Reed Intermediate School-Reed Intermediate School XC Trail [Directions] | 5:00 p.m. | ||
| Mon., 10/3 | V Boys Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | T 2-3 | |
| Mon., 10/3 | JV Boys Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Mon., 10/3 | V Girls Cross Country | Newtown, Stratford | Away - Reed Intermediate School-Reed Intermediate School XC Trail [Directions] | 4:30 p.m. | ||
| Mon., 10/3 | V Field Hockey | Masuk | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | W 2-0 | |
| Mon., 10/3 | JV Field Hockey | Masuk | Home - Immaculate HS-Mustang Valley [Directions] | 5:30 p.m. | ||
| Mon., 10/3 | V Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:00 p.m. | W 31 | |
| Mon., 10/3 | JV Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 6:30 p.m. | ||
| Tue., 10/4 | V Girls Soccer | New Milford | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 1-2 | |
| Tue., 10/4 | V Girls Swimming and Diving | Newtown | Home - Newtown HS-pool [Directions] | 4:00 p.m. | L 84-97 | |
| Thu., 10/6 | V Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field J (Competition Field) [Directions] | 4:00 p.m. | L 1-0 | |
| Thu., 10/6 | JV Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field J (Competition Field) [Directions] | Postponed | ||
| Thu., 10/6 | V Girls Soccer | Joel Barlow | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 0-3 | |
| Thu., 10/6 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Away - Kennedy Catholic HS-Gym | 5:00 p.m. | ||
| Fri., 10/7 | V Field Hockey | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 4:00 p.m. | T 2-2 | |
| Fri., 10/7 | JV Field Hockey | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 5:30 p.m. | ||
| Fri., 10/7 | V Girls Swimming and Diving | New Milford, Immaculate | Away - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | W 100.5-82.5 | |
| Fri., 10/7 | V Girls Swimming and Diving | New Milford, Bethel/Immaculate | Away - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | ||
| Fri., 10/7 | V Girls Volleyball | Weston | Home - Immaculate HS [Directions] | 7:00 p.m. | L 3-0 | |
| Fri., 10/7 | JV Girls Volleyball | Weston | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Fri., 10/7 | FR Girls Volleyball | Weston | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Sat., 10/8 | V Football | Bullard/Kolbe | Home - Immaculate HS-Mustang Valley [Directions] | 1:00 p.m. | W 49-6 | CTC |
| Mon., 10/10 | JV Football | Bullard/Kolbe | Away - Bullard Havens Tech-Football Field [Directions] | 4:30 p.m. | ||
| Mon., 10/10 | V Boys Golf | Weston | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | 164 | |
| Tue., 10/11 | V Boys Cross Country | Weston, Kolbe Cathedral, Masuk | Away - Weston HS-WHS Stadium Field [Directions] | 5:00 p.m. | ||
| Tue., 10/11 | V Boys Golf | Bethel | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Bethel 170, Immaculate 173 | |
| Tue., 10/11 | V Boys Soccer | Brookfield | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | W 4-0 | |
| Tue., 10/11 | JV Boys Soccer | Brookfield | Home - Immaculate HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 10/11 | V Girls Cross Country | Weston, Kolbe Cathedral, Masuk | Away - Weston HS-WHS Stadium Field [Directions] | 4:30 p.m. | ||
| Tue., 10/11 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/11 | JV Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/11 | V Girls Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 7:00 p.m. | L 0-5 | |
| Tue., 10/11 | V Girls Swimming and Diving | Weston | Away - Weston HS-Weston MS Pool [Directions] | 4:00 p.m. | L 75-103 | |
| Tue., 10/11 | V Girls Volleyball | Joel Barlow | Home - Immaculate HS-Immaculate Gym [Directions] | 6:00 p.m. | L 3-0 | |
| Tue., 10/11 | JV Girls Volleyball | Joel Barlow | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Wed., 10/12 | V Field Hockey | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | L 1-0 | |
| Wed., 10/12 | JV Field Hockey | New Milford | Home - Immaculate HS-Mustang Valley [Directions] | Postponed | ||
| Thu., 10/13 | V Boys Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | 166 | |
| Thu., 10/13 | V Boys Soccer | Stratford | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | T 0-0 | |
| Thu., 10/13 | JV Boys Soccer | Stratford | Home - Immaculate HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 10/13 | V Girls Soccer | Stratford | Away - Penders Field-Penders Field - Stratford [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 10/13 | V Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Gym [Directions] | 6:45 p.m. | W 3-0 | |
| Thu., 10/13 | JV Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 10/14 | V Field Hockey | Brookfield | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | W 4-0 | |
| Fri., 10/14 | JV Field Hockey | Brookfield | Home - Immaculate HS-Mustang Valley [Directions] | 5:30 p.m. | ||
| Fri., 10/14 | V Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 5:30 p.m. | L 3-1 | |
| Fri., 10/14 | JV Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/15 | V Football | Prince Tech-Innovation | Away - A I Prince Reg Voc Tech School-Prince Tech/Moriarty Field [Directions] | 10:00 a.m. | W 43-0 | |
| Sat., 10/15 | V Boys Soccer | Holy Cross | Home - Immaculate HS-Mustang Valley [Directions] | 2:00 p.m. | L 3-0 | |
| Sat., 10/15 | V Field Hockey | Kennedy Catholic-Somers (NY) | Home - Immaculate HS-Mustang Valley [Directions] | 11:00 a.m. | W 7-1 | |
| Sat., 10/15 | V Girls Soccer | Amistad | Away - Amistad HS-Stadium [Directions] | 11:00 a.m. | W 8-0 | |
| Sat., 10/15 | FR Girls Volleyball | Newtown | Home - Immaculate HS-Immaculate Gym [Directions] | 11:00 a.m. | ||
| Mon., 10/17 | JV Football | Prince Tech-Innovation | Home - Immaculate HS-Mustang Valley [Directions] | Canceled | Cancelled | |
| Mon., 10/17 | V Girls Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | T 2-2 | |
| Mon., 10/17 | V Girls Volleyball | Bunnell | Home - Immaculate HS-Immaculate Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/17 | JV Girls Volleyball | Bunnell | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Tue., 10/18 | V Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 2-0 | |
| Tue., 10/18 | JV Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Tue., 10/18 | V Girls Soccer | Pomperaug | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 3-1 | |
| Tue., 10/18 | V Girls Swimming and Diving | Masuk | Away - Masuk HS-Pool [Directions] | 4:00 p.m. | W 97-80 | |
| Wed., 10/19 | V Boys Cross Country | SWC cross country championships | Away - Bethel HS-BHS track | 4:00 p.m. | ||
| Wed., 10/19 | V Girls Cross Country | SWC cross country championships | Away - Bethel HS-BHS track | 3:30 p.m. | ||
| Wed., 10/19 | V Field Hockey | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | W 3-2 | |
| Wed., 10/19 | JV Field Hockey | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | 5:30 p.m. | ||
| Thu., 10/20 | V Field Hockey | Pomperaug | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | T 2-2 | |
| Thu., 10/20 | JV Field Hockey | Pomperaug | Home - Immaculate HS-Mustang Valley [Directions] | 5:30 p.m. | ||
| Thu., 10/20 | V Girls Soccer | Kolbe Cathedral | Away - Veterans Memorial Park CT [Directions] | 4:30 p.m. | W 5-0 | |
| Thu., 10/20 | V Girls Volleyball | Notre Dame-Fairfield | Home - Immaculate HS-Immaculate Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/20 | JV Girls Volleyball | Notre Dame-Fairfield | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Fri., 10/21 | V Boys Soccer | Kolbe Cathedral | Home - Immaculate HS-Mustang Valley [Directions] | 4:15 p.m. | W 6-0 | |
| Sat., 10/22 | V Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | 11:00 a.m. | W 1-0 | |
| Sat., 10/22 | JV Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | 12:30 p.m. | ||
| Sat., 10/22 | V Girls Volleyball | Stratford | Away - Stratford HS-Gym [Directions] | 1:00 p.m. | W 3-2 | |
| Sat., 10/22 | JV Girls Volleyball | Stratford | Away - Stratford HS-Gym [Directions] | 11:15 a.m. | ||
| Sat., 10/22 | FR Girls Volleyball | Stratford | Away - Stratford HS-Gym [Directions] | 10:00 a.m. | ||
| Mon., 10/24 | V Boys Soccer | Bethel | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | T 1-1 | |
| Mon., 10/24 | JV Boys Soccer | Bethel | Home - Immaculate HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 10/24 | V Field Hockey | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:30 p.m. | W 2-1 | |
| Mon., 10/24 | V Girls Soccer | Bethel | Away - Bethel HS-MS Turf Soccer Field [Directions] | 4:00 p.m. | L 0-2 | |
| Mon., 10/24 | V Girls Volleyball | Abbott Tech | Home - Immaculate HS [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/24 | JV Girls Volleyball | Abbott Tech | Home - Immaculate HS [Directions] | 4:30 p.m. | ||
| Tue., 10/25 | V Girls Swimming and Diving | Pomperaug | Home - Bethel HS-Brookfield YMCA [Directions] | 5:30 p.m. | L 84-99 | Senior night Diving Warm up is at 5:10 |
| Tue., 10/25 | V Girls Volleyball | Masuk | Home - Immaculate HS-Immaculate Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/25 | JV Girls Volleyball | Masuk | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Fri., 10/28 | V Football | VGW Techs | Home - Immaculate HS-Mustang Valley [Directions] | 6:30 p.m. | W 47-0 | CTC |
| Sat., 10/29 | JV Football | Platt | Home - Immaculate HS-Mustang Valley [Directions] | 10:00 a.m. | ||
| Sat., 11/5 | V Football | O'Brien Tech | Away - Emmett O' Brien Reg Voc Tech School-O'Brien Tech Athletic Complex [Directions] | 10:30 a.m. | W 35-7 | |
| Thu., 11/10 | FR Football | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 5:30 p.m. | ||
| Sat., 11/12 | V Football | Cheney Tech | Home - Immaculate HS-Mustang Valley [Directions] | 1:00 p.m. | W 14-8 | CTC |
| Mon., 11/14 | JV Football | Cheney Tech | Away - Cheney Tech.-Football Field [Directions] | 6:00 p.m. | ||
| Fri., 11/18 | V Football | Wilcox/Kaynor | Away - Municipal Stadium Complex (Waterbury, CT)-Municipal Stadium [Directions] | 6:00 p.m. | W 33-14 | |
| Tue., 11/22 | FR Football | Wilcox/Kaynor | Home - Immaculate HS-Mustang Valley [Directions] | 3:00 p.m. | ||
| Wed., 11/23 | V Football | Northwest United | Away - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | L 0-20 | |
| Tue., 12/6 | V Girls Ice Hockey | Hamden Coop | Home - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | W 4-2 | |
| Thu., 12/8 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 7:20 p.m. | L 3-6 | |
| Tue., 12/13 | V Girls Basketball | St. Joseph | Home - Immaculate HS-Immaculate Gym [Directions] | 6:15 p.m. | W 43-32 | |
| Tue., 12/13 | JV Girls Basketball | St. Joseph | Home - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Tue., 12/13 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | W 9-3 | |
| Wed., 12/14 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Danbury Ice Arena-Patriot Rink [Directions] | 6:00 p.m. | W 5-2 | |
| Thu., 12/15 | V Boys Basketball | Ridgefield | Home - Danbury War Memorial [Directions] | 6:00 p.m. | L 68-29 | |
| Thu., 12/15 | JV Boys Basketball | Ridgefield | Home - Danbury War Memorial [Directions] | 3:00 p.m. | ||
| Thu., 12/15 | V Girls Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 7:00 p.m. | W 51-44 | |
| Thu., 12/15 | JV Girls Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 5:15 p.m. | ||
| Thu., 12/15 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Veterans Rink [Directions] | 4:15 p.m. | W 4-3 | |
| Fri., 12/16 | V Boys Basketball | Abbott Tech | Home - Danbury War Memorial [Directions] | 6:00 p.m. | W 45-40 | |
| Fri., 12/16 | FR Boys Basketball | Ridgefield | Home - Danbury War Memorial [Directions] | 3:00 p.m. | ||
| Sat., 12/17 | FR Girls Basketball | Brookfield | Home - Immaculate HS [Directions] | 9:00 a.m. | ||
| Sat., 12/17 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 7:45 p.m. | W 10-4 | |
| Mon., 12/19 | V Boys Ice Hockey | Housatonic Coop | Away - South Kent School-Ice Rink [Directions] | 3:45 p.m. | W 4-3 | |
| Mon., 12/19 | V Girls Basketball | Pomperaug | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 47-32 | |
| Mon., 12/19 | JV Girls Basketball | Pomperaug | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/19 | FR Girls Basketball | Pomperaug | Home - Immaculate HS-Immaculate Gym [Directions] | 3:30 p.m. | ||
| Tue., 12/20 | JV Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:45 p.m. | ||
| Tue., 12/20 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | W 2-1 | |
| Wed., 12/21 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | 6:00 p.m. | L 4-7 | |
| Wed., 12/21 | V Girls Basketball | Westhill | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 66-28 | |
| Wed., 12/21 | JV Girls Basketball | Westhill | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/22 | V Boys Basketball | Holy Cross | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | L 60-51 | |
| Thu., 12/22 | JV Boys Basketball | Holy Cross | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/22 | FR Boys Basketball | Holy Cross | Home - Immaculate HS-Immaculate Gym [Directions] | 3:30 p.m. | ||
| Thu., 12/22 | V Boys Swimming and Diving | New Milford | Home - Brookfield YMCA-Outside/Dome Pool [Directions] | 3:30 p.m. | Barlow/Bethel 83, New Milford 75 | |
| Mon., 12/26 | JV Girls Ice Hockey | Avon | Away - Newington-Red Rink [Directions] | Canceled | Cancelled | |
| Tue., 12/27 | V Boys Basketball | Berlin | Home - Staples HS-Staples Gym [Directions] | 3:00 p.m. | L 62-70 | |
| Tue., 12/27 | V Boys Ice Hockey | Gorham (ME) | Away - University of Southern Maine-Ice Arena | 8:00 p.m. | L 2-6 | |
| Tue., 12/27 | V Girls Basketball | Danbury | Away - Danbury War Memorial [Directions] | 7:30 p.m. | W 45-32 | |
| Tue., 12/27 | JV Girls Basketball | Danbury | Away - Danbury War Memorial [Directions] | 4:15 p.m. | ||
| Tue., 12/27 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | Canceled | Cancelled | |
| Wed., 12/28 | FR Boys Basketball | Danbury | Home - Immaculate HS [Directions] | 11:15 a.m. | ||
| Wed., 12/28 | V Boys Ice Hockey | Yarmouth (ME) | Away - University of Southern Maine-Ice Arena | 4:00 p.m. | L 1-2(OT) | |
| Thu., 12/29 | V Boys Basketball | Pomperaug | Home - Staples HS-Staples Gym [Directions] | 3:00 p.m. | W 54-52 | |
| Thu., 12/29 | V Girls Basketball | New Fairfield | Away - Danbury War Memorial [Directions] | 7:30 p.m. | W 36-19 | |
| Tue., 1/3 | V Girls Basketball | Masuk | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 58-41 | |
| Tue., 1/3 | JV Girls Basketball | Masuk | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/4 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | W 2-0 | |
| Thu., 1/5 | V Boys Basketball | Brookfield | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 61-60 | |
| Thu., 1/5 | JV Boys Basketball | Brookfield | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/5 | FR Boys Basketball | Brookfield | Home - Immaculate HS-Immaculate Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/5 | V Boys Indoor Track | SWC Split Meet Developmental at Bethel | Home - Bethel HS-Bethel Track and Field Center [Directions] | 4:00 p.m. | ||
| Thu., 1/5 | V Boys Swimming and Diving | Masuk | Away - Masuk HS-Pool [Directions] | 6:00 p.m. | Masuk 91, Barlow/Bethel 68 | |
| Thu., 1/5 | V Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 7:00 p.m. | L 46-52 | |
| Thu., 1/5 | JV Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/5 | FR Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 3:30 p.m. | ||
| Thu., 1/5 | V Girls Indoor Track | SWC Split Meet Developmental at Bethel | Home - Bethel HS-Bethel Track and Field Center [Directions] | 4:00 p.m. | ||
| Sat., 1/7 | V Boys Ice Hockey | Wilton | Home - Danbury Ice Arena-Patriot Rink [Directions] | 1:30 p.m. | W 6-3 | |
| Sat., 1/7 | V Girls Ice Hockey | Avon | Home - West Haven HS-Bennett Rink [Directions] | 1:00 p.m. | L 4-0 | |
| Mon., 1/9 | V Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 7:00 p.m. | L 57-72 | |
| Mon., 1/9 | JV Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 5:30 p.m. | ||
| Mon., 1/9 | FR Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 4:00 p.m. | ||
| Mon., 1/9 | V Girls Basketball | Notre Dame-Fairfield | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 51-32 | |
| Mon., 1/9 | JV Girls Basketball | Notre Dame-Fairfield | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/9 | FR Girls Basketball | Notre Dame-Fairfield | Home - Immaculate HS-Immaculate Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/10 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Bunnell HS-Flood M.S. Pool [Directions] | 4:30 p.m. | Barlow/Bethel 83, Bunnell/Stratford 82 | |
| Tue., 1/10 | V Girls Ice Hockey | Guilford Coop | Home - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | L 2-1 | |
| Wed., 1/11 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:00 p.m. | L 4-9 | |
| Wed., 1/11 | V Boys Indoor Track | Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Wed., 1/11 | V Girls Indoor Track | SWC Developmental | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Thu., 1/12 | JV Girls Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/12 | FR Girls Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/13 | V Boys Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 5:00 p.m. | W 46-36 | |
| Fri., 1/13 | V Girls Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 7:00 p.m. | W 46-36 | |
| Sat., 1/14 | JV Boys Basketball | New Fairfield | Home - Immaculate HS-Immaculate Gym [Directions] | 11:30 a.m. | ||
| Sat., 1/14 | FR Boys Basketball | New Fairfield | Home - Immaculate HS [Directions] | 10:00 a.m. | ||
| Sat., 1/14 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 6:00 p.m. | W 10-3 | |
| Sat., 1/14 | V Girls Ice Hockey | Simsbury | Away - Simsbury - ISCC-Olympic [Directions] | 6:40 p.m. | L 3-2 | |
| Tue., 1/17 | V Boys Basketball | Newtown | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | L 42-56 | |
| Tue., 1/17 | JV Boys Basketball | Newtown | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/17 | FR Boys Basketball | Newtown | Home - Immaculate HS-Immaculate Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/17 | V Boys Swimming and Diving | Brookfield | Home - Brookfield YMCA-Outside/Dome Pool [Directions] | 5:15 p.m. | Brookfield 94, Barlow/Bethel 64 | |
| Tue., 1/17 | V Girls Ice Hockey | Masuk Coop | Home - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | W 5-1 | |
| Wed., 1/18 | V Boys Indoor Track | Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Wed., 1/18 | FR Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 3:00 p.m. | ||
| Wed., 1/18 | V Girls Indoor Track | Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Fri., 1/20 | V Boys Basketball | Stratford | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 59-48 | |
| Fri., 1/20 | JV Boys Basketball | Stratford | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/20 | FR Boys Basketball | Stratford | Home - Immaculate HS-Immaculate Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Stratford | Away - Stratford HS-Gym [Directions] | 7:00 p.m. | W 55-43 | |
| Fri., 1/20 | JV Girls Basketball | Stratford | Away - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Sat., 1/21 | V Boys Ice Hockey | New Milford | Home - Danbury Ice Arena-Patriot Rink [Directions] | 11:30 a.m. | L 0-11 | |
| Sat., 1/21 | V Girls Ice Hockey | Daniel Hand Coop | Home - West Haven HS-Bennett Rink [Directions] | 1:00 p.m. | L 5-4OT | |
| Sun., 1/22 | JV Girls Ice Hockey | Avon | Home - West Haven HS-Bennett Rink [Directions] | 6:45 p.m. | ||
| Mon., 1/23 | V Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 6:00 p.m. | W 64-32 | |
| Mon., 1/23 | JV Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 4:45 p.m. | ||
| Tue., 1/24 | V Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 7:00 p.m. | W 45-34 | |
| Tue., 1/24 | JV Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:15 p.m. | ||
| Tue., 1/24 | FR Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 3:45 p.m. | ||
| Tue., 1/24 | V Boys Indoor Track | Varsity Developmental Meet | Away - Southern Connecticut State University-indoor track | 4:00 p.m. | ||
| Tue., 1/24 | V Boys Swimming and Diving | New Fairfield | Away - New Fairfield HS-Pool [Directions] | 4:00 p.m. | New Fairfield 77, Barlow/Bethel 77 | |
| Tue., 1/24 | V Girls Basketball | Bethel | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 49-36 | |
| Tue., 1/24 | JV Girls Basketball | Bethel | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/24 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 5:00 p.m. | W 4-2 | |
| Tue., 1/24 | V Girls Indoor Track | Varsity Developmental Meet | Away - Southern Connecticut State University-indoor track | 4:00 p.m. | ||
| Thu., 1/26 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 3:30 p.m. | W 4-2 | |
| Fri., 1/27 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Blue Rink [Directions] | 8:30 p.m. | L 2-0 | |
| Sat., 1/28 | V Boys Basketball | Joel Barlow | Home - Immaculate HS-Immaculate Gym [Directions] | 3:00 p.m. | W 65-39 | |
| Sat., 1/28 | JV Boys Basketball | Joel Barlow | Home - Immaculate HS-Immaculate Gym [Directions] | 1:30 p.m. | ||
| Sat., 1/28 | FR Boys Basketball | Joel Barlow | Home - Immaculate HS-Immaculate Gym [Directions] | 12:00 p.m. | ||
| Sun., 1/29 | JV Girls Ice Hockey | Masuk Coop | Home - West Haven HS-Bennett Rink [Directions] | 6:45 p.m. | ||
| Mon., 1/30 | V Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 7:00 p.m. | L 43-56 | |
| Mon., 1/30 | JV Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | V Girls Basketball | Kolbe Cathedral | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 61-35 | |
| Mon., 1/30 | JV Girls Basketball | Kolbe Cathedral | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Girls Basketball | New Fairfield | Home - Immaculate HS-Immaculate Gym [Directions] | Postponed | ||
| Tue., 1/31 | V Boys Indoor Track | Senior Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Tue., 1/31 | V Boys Swimming and Diving | Newtown | Away - Newtown HS-pool [Directions] | 4:00 p.m. | Newtown 97, Barlow/Bethel 64 | |
| Tue., 1/31 | V Girls Ice Hockey | Greenwich | Home - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | L 4-2 | |
| Tue., 1/31 | V Girls Indoor Track | Senior Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Thu., 2/2 | V Boys Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | W 57-44 | |
| Thu., 2/2 | JV Boys Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Thu., 2/2 | FR Boys Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 2/2 | V Girls Basketball | New Milford | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 49-45 | |
| Thu., 2/2 | JV Girls Basketball | New Milford | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Sat., 2/4 | V Boys Ice Hockey | Amity | Away - West Haven HS-Bennett Rink [Directions] | 3:00 p.m. | L 10-2 | |
| Sat., 2/4 | V Boys Indoor Track | SWC Championship Meet | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Sat., 2/4 | V Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 4:30 p.m. | L 37-35 | |
| Sat., 2/4 | JV Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 3:00 p.m. | ||
| Sat., 2/4 | FR Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 1:30 p.m. | ||
| Sat., 2/4 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:30 p.m. | W 4-2 | |
| Sat., 2/4 | V Girls Indoor Track | Bethel, Brookfield, Bunnell, Joel Barlow, Kolbe Cathedral, Masuk, New Fairfield, New Milford, Newtown, Notre Dame-Fairfield, Pomperaug, Stratford, Weston | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Mon., 2/6 | V Boys Basketball | Masuk | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 65-36 | |
| Mon., 2/6 | JV Boys Basketball | Masuk | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Mon., 2/6 | FR Boys Basketball | Masuk | Home - Immaculate HS-Immaculate Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/6 | V Boys Ice Hockey | Westhill/Stamford | Home - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | L 1-8 | |
| Mon., 2/6 | V Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 7:00 p.m. | W 54-32 | |
| Mon., 2/6 | JV Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:30 p.m. | ||
| Wed., 2/8 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 5:30 p.m. | L 2-4 | |
| Wed., 2/8 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | W 6-4 | |
| Thu., 2/9 | V Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 7:00 p.m. | L 39-46 | |
| Thu., 2/9 | JV Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 5:30 p.m. | ||
| Thu., 2/9 | FR Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 4:00 p.m. | ||
| Thu., 2/9 | V Boys Swimming and Diving | Pomperaug | Away - Pomperaug HS-PHS Pool [Directions] | 6:00 p.m. | Pomperaug 88, Barlow/Bethel 71 | |
| Thu., 2/9 | V Girls Basketball | Weston | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 48-22 | |
| Thu., 2/9 | JV Girls Basketball | Weston | Home - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Sat., 2/11 | V Boys Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | 3:45 p.m. | W 51-42 | |
| Sat., 2/11 | JV Boys Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | 2:15 p.m. | ||
| Sat., 2/11 | FR Boys Basketball | Harding | Away - Warren Harding HS-Gym [Directions] | 12:30 p.m. | ||
| Sat., 2/11 | V Boys Ice Hockey | Housatonic Coop | Away - South Kent School-Ice Rink [Directions] | 3:15 p.m. | W 7-4 | |
| Sat., 2/11 | V Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 6:00 p.m. | L 39-33 | |
| Sat., 2/11 | JV Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:30 p.m. | ||
| Tue., 2/14 | V Boys Basketball | Bunnell | Home - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 43-36 | |
| Tue., 2/14 | JV Boys Basketball | Bunnell | Home - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/14 | FR Boys Basketball | Bunnell | Home - Immaculate HS-Immaculate Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/14 | V Boys Swimming and Diving | Weston | Away - Weston HS-Weston MS Pool [Directions] | 4:00 p.m. | Weston 89 Barlow/Bethel 68 | |
| Tue., 2/14 | V Girls Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 7:00 p.m. | W 55-26 | |
| Tue., 2/14 | JV Girls Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/14 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | W 4-2 | |
| Wed., 2/15 | V Boys Ice Hockey | Conard | Home - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | L 4-7 | |
| Thu., 2/16 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - Danbury Ice Arena-Patriot Rink [Directions] | 3:15 p.m. | L 5-6 | |
| Thu., 2/16 | V Girls Ice Hockey | Woodstock Academy Coop | Home - West Haven HS-Bennett Rink [Directions] | 6:30 p.m. | W 3-1 | |
| Fri., 2/17 | V Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | W 63-44 | |
| Fri., 2/17 | JV Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/17 | FR Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/17 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | L 2-3 | |
| Sat., 2/18 | V Boys Basketball | St. Bernard | Home - Immaculate HS-Immaculate Gym [Directions] | 2:45 p.m. | L 56-68 | |
| Sat., 2/18 | JV Boys Basketball | St. Bernard | Home - Immaculate HS-Immaculate Gym [Directions] | 12:30 p.m. | ||
| Sat., 2/18 | FR Boys Basketball | St. Bernard | Home - Immaculate HS-Immaculate Gym [Directions] | Postponed | ||
| Sat., 2/18 | V Boys Ice Hockey | JBWA | Home - Danbury Ice Arena-Patriot Rink [Directions] | 11:30 a.m. | L 2-5 | senior night |
| Mon., 2/20 | V Boys Ice Hockey | Guilford | Away - East Haven HS-Veterans Rink [Directions] | 4:30 p.m. | L 3-6 | |
| Tue., 2/21 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Danbury Ice Arena-Patriot Rink [Directions] | 3:15 p.m. | W 6-1 | |
| Wed., 2/22 | V Boys Ice Hockey | Wilton | Home - Danbury Ice Arena-Patriot Rink [Directions] | 5:30 p.m. | W 7-4 | |
| Sat., 2/25 | V Girls Ice Hockey | Hamden Coop | Home - West Haven HS-Bennett Rink [Directions] | 7:15 p.m. | ||
| Mon., 2/27 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - West Haven HS-Bennett Rink [Directions] | 4:00 p.m. | W 5-3 | |
| Sat., 4/1 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 2:00 p.m. | W 14-4 | |
| Sat., 4/1 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 12:00 p.m. | L 9-18 | |
| Mon., 4/3 | V Boys Tennis | New Fairfield | Home - Immaculate HS-Rogers Park, Danbury [Directions] | 3:15 p.m. | W 5-2 [Detailed Results] | |
| Mon., 4/3 | V Girls Tennis | New Fairfield | Away - New Fairfield HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Tue., 4/4 | V Girls Golf | Brookfield | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Immaculate 214 Brookfield 259 | |
| Tue., 4/4 | V Girls Lacrosse | Danbury | Away - Danbury HS-Stadium Turf Field [Directions] | 5:00 p.m. | L 6-13 | |
| Tue., 4/4 | V Girls Tennis | Newtown | Away - Newtown HS-NHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Wed., 4/5 | V Baseball | New Milford | Home - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | W 2-0 | |
| Wed., 4/5 | V Boys Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | L 0-18 | |
| Wed., 4/5 | V Boys Tennis | Pomperaug | Away - Edgewood Bath and Tennis Club [Directions] | 5:30 p.m. | L 1-6 [Detailed Results] | |
| Wed., 4/5 | V Softball | Danbury | Home - Immaculate HS-Softball Diamond [Directions] | 4:15 p.m. | L 5-1 | |
| Wed., 4/5 | V Girls Tennis | Pomperaug | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 2-7 [Detailed Results] | |
| Sat., 4/8 | V Softball | Brien McMahon | Away - Brien McMahon HS-Softball Diamond [Directions] | 12:00 p.m. | W 8-6 | |
| Mon., 4/10 | V Baseball | New Milford | Away - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 7-3 | |
| Mon., 4/10 | V Softball | New Milford | Away - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 10-6 9inn | |
| Tue., 4/11 | V Boys Lacrosse | Pomperaug | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 2-20 | |
| Tue., 4/11 | V Girls Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | L 3-16 | |
| Wed., 4/12 | V Baseball | Masuk | Home - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | W 6-4 | |
| Wed., 4/12 | V Boys Tennis | New Fairfield | Away - New Fairfield HS-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Wed., 4/12 | V Softball | Masuk | Home - Immaculate HS-Softball Diamond [Directions] | 4:15 p.m. | L 12-1 | |
| Wed., 4/12 | V Girls Tennis | New Fairfield | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Thu., 4/13 | V Boys Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 6:00 p.m. | L 7-16 | |
| Thu., 4/13 | V Boys Tennis | Abbott Tech | Away - Abbott V-T School-Abbott Tech Tennis Complex [Directions] | 2:30 p.m. | L 0-7 [Detailed Results] | |
| Fri., 4/14 | V Baseball | Pomperaug | Home - Immaculate HS-Baseball Diamond [Directions] | 4:00 p.m. | L 13-2 | |
| Sat., 4/15 | V Softball | East Lyme | Away - East Lyme HS-Veteran Memorial Softball Field (ELPR) [Directions] | 12:00 p.m. | W 6-4 | |
| Mon., 4/17 | V Baseball | Joel Barlow | Away - Joel Barlow HS-Baseball Field [Directions] | 4:15 p.m. | L 0-9 | |
| Mon., 4/17 | V Boys Outdoor Track | New Milford, Bethel, Joel Barlow | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Mon., 4/17 | V Softball | Joel Barlow | Away - Joel Barlow High-Field E (Softball) [Directions] | 4:15 p.m. | W 19-1 | |
| Tue., 4/18 | JV Baseball | Joel Barlow | Home - Immaculate HS-Baseball Diamond [Directions] | Postponed | ||
| Tue., 4/18 | V Boys Lacrosse | New Fairfield | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 3-18 | |
| Tue., 4/18 | V Boys Tennis | Joel Barlow | Away - Joel Barlow HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Tue., 4/18 | V Girls Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 4/18 | V Girls Lacrosse | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 4:00 p.m. | L 1-18 | |
| Tue., 4/18 | V Girls Outdoor Track | Bethel, Joel Barlow, New Milford | Away - Bethel HS-BHS track [Directions] | 4:00 p.m. | ||
| Wed., 4/19 | V Baseball | Bunnell | Away - Bunnell HS-Bunnell Baseball Field [Directions] | 4:45 p.m. | W 3-0 | |
| Wed., 4/19 | V Boys Tennis | Bunnell | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Wed., 4/19 | V Girls Golf | Weston | Home - Richter Park Golf Course [Directions] | 3:00 p.m. | ||
| Wed., 4/19 | V Softball | Bunnell | Away - Bunnell HS-Bunnell Softball FIeld [Directions] | 4:45 p.m. | W 20-1 | |
| Wed., 4/19 | V Girls Tennis | Bunnell | Away - Bunnell HS-Bunnell Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Thu., 4/20 | JV Baseball | Bunnell | Home - Immaculate HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 4/20 | V Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 5:30 p.m. | L 4-15 | |
| Thu., 4/20 | V Boys Tennis | Brookfield | Away - Brookfield HS-BHS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Thu., 4/20 | V Girls Golf | Masuk | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | ||
| Thu., 4/20 | V Girls Lacrosse | Joel Barlow | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 3-12 | |
| Thu., 4/20 | V Girls Tennis | Brookfield | Home - Immaculate HS-Rogers Park, Danbury [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Fri., 4/21 | V Baseball | Notre Dame-Fairfield | Home - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | W 8-5 | |
| Fri., 4/21 | V Softball | Notre Dame-Fairfield | Home - Immaculate HS-Softball Diamond [Directions] | 4:15 p.m. | L 10-7 8inn | |
| Sat., 4/22 | V Baseball | Abbott Tech | Away - Abbott V-T School-Abbott Tech Baseball Field, School Campus [Directions] | 11:00 a.m. | W 11-1 | |
| Sat., 4/22 | V Boys Lacrosse | Masuk | Home - Immaculate HS-Mustang Valley [Directions] | 1:00 p.m. | L 2-10 | |
| Sat., 4/22 | V Girls Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 12:45 p.m. | L 1-18 | |
| Sat., 4/22 | JV Girls Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 11:00 a.m. | ||
| Sat., 4/22 | V Softball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 10:30 a.m. | L 10-9 8inn | |
| Mon., 4/24 | V Boys Outdoor Track | Weston, Newtown | Away - Weston HS-WHS Track [Directions] | 4:00 p.m. | ||
| Mon., 4/24 | V Girls Golf | Weston | Away - Weston HS-Aspetuck Country Club [Directions] | 3:00 p.m. | ||
| Mon., 4/24 | V Girls Outdoor Track | Weston, Newtown | Away - Weston HS-WHS Track [Directions] | 4:00 p.m. | ||
| Mon., 4/24 | V Softball | Weston | Home - Immaculate HS-Softball Diamond [Directions] | 4:15 p.m. | W 15-8 | |
| Tue., 4/25 | V Baseball | Weston | Home - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | W 9-0 | |
| Tue., 4/25 | V Boys Lacrosse | Bethel | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 2-14 | |
| Tue., 4/25 | V Girls Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 4:00 p.m. | L 10-4 | |
| Tue., 4/25 | JV Girls Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 5:45 p.m. | ||
| Tue., 4/25 | V Girls Tennis | Joel Barlow | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Wed., 4/26 | V Baseball | Pomperaug | Away - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | W 4-1 | |
| Wed., 4/26 | V Boys Tennis | Stratford | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Wed., 4/26 | V Softball | Pomperaug | Away - Pomperaug HS-Softball Field [Directions] | 4:15 p.m. | L 11-5 | |
| Wed., 4/26 | V Girls Tennis | Stratford | Away - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Thu., 4/27 | V Boys Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 4:00 p.m. | L 2-15 | |
| Thu., 4/27 | V Girls Golf | Pomperaug | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | ||
| Thu., 4/27 | V Girls Lacrosse | Stratford/Bunnell | Away - Penders Field-Penders Field - Stratford [Directions] | 6:30 p.m. | L 18-11 | |
| Thu., 4/27 | JV Girls Lacrosse | Stratford/Bunnell | Away - Penders Field-Penders Field - Stratford [Directions] | Canceled | Cancelled | |
| Fri., 4/28 | V Baseball | Newtown | Home - Immaculate HS-Rogers Park, Danbury [Directions] | 4:15 p.m. | W 3-2 | |
| Fri., 4/28 | V Boys Tennis | Newtown | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Sat., 4/29 | V Boys Lacrosse | Stamford | Home - Immaculate HS [Directions] | 1:00 p.m. | L 1-7 | |
| Sat., 4/29 | V Girls Lacrosse | Stamford | Home - Immaculate HS-Mustang Valley [Directions] | 11:00 a.m. | L 15-2 | |
| Mon., 5/1 | V Boys Outdoor Track | Bunnell, Stratford | Away - Bunnell HS-Bunnell Track [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | V Girls Golf | Joel Barlow | Away - Redding Country Club [Directions] | 3:00 p.m. | ||
| Mon., 5/1 | V Girls Tennis | Notre Dame-Fairfield | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Tue., 5/2 | V Baseball | New Fairfield | Away - New Fairfield HS-Baseball Field [Directions] | 5:00 p.m. | L 4-0 | |
| Tue., 5/2 | JV Baseball | New Fairfield | Home - Immaculate HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Tue., 5/2 | V Boys Lacrosse | Notre Dame-Fairfield | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | W 14-2 | |
| Tue., 5/2 | V Girls Golf | Newtown, Pomperaug | Away - Newtown Country Club [Directions] | 3:00 p.m. | ||
| Tue., 5/2 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:30 p.m. | W 12-10 | |
| Tue., 5/2 | JV Girls Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | Canceled | Cancelled | |
| Tue., 5/2 | V Girls Outdoor Track | Bunnell, Stratford | Away - Bunnell HS-Bunnell Track [Directions] | 4:00 p.m. | ||
| Wed., 5/3 | V Boys Tennis | New Milford | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Wed., 5/3 | V Girls Golf | Joel Barlow | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | ||
| Wed., 5/3 | V Softball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Cal Ripken Field [Directions] | 4:15 p.m. | W 12-0 5inn | |
| Wed., 5/3 | V Girls Tennis | New Milford | Away - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Thu., 5/4 | V Baseball | Kolbe Cathedral | Home - Rogers Park (Danbury, CT)-Rogers Park [Directions] | 3:30 p.m. | W 7-0 | |
| Thu., 5/4 | V Softball | New Fairfield | Away - New Fairfield HS-Softball Field [Directions] | 4:15 p.m. | L 5-4 | |
| Fri., 5/5 | V Baseball | Brookfield | Home - Rogers Park (Danbury, CT)-Rogers Park [Directions] | 3:30 p.m. | L 3-0 | |
| Fri., 5/5 | V Boys Lacrosse | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | L 1-16 | |
| Fri., 5/5 | V Girls Lacrosse | New Milford | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 17-8 | |
| Sat., 5/6 | V Boys Lacrosse | Westhill | Home - Immaculate HS [Directions] | 2:00 p.m. | L 4-10 | |
| Sat., 5/6 | V Girls Lacrosse | Westhill | Home - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 16-5 | |
| Sat., 5/6 | V Softball | New Milford | Home - Danbury Hatters Park-PAL-Field 1 [Directions] | 7:00 p.m. | L 2-1 | |
| Mon., 5/8 | V Baseball | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 4:15 p.m. | W 2-1 | |
| Mon., 5/8 | V Boys Outdoor Track | Pomperaug, Brookfield, Notre Dame-Fairfield | Away - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/8 | V Boys Tennis | Bethel | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Mon., 5/8 | V Softball | Bethel | Away - Bethel HS-Kisling Field [Directions] | 4:00 p.m. | W 15-2 | |
| Mon., 5/8 | V Girls Tennis | Bethel | Away - Bethel HS-BHS Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Tue., 5/9 | JV Baseball | Bethel | Home - Immaculate HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Tue., 5/9 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell HS-Mastroni Field [Directions] | 7:00 p.m. | L 12-13 | |
| Tue., 5/9 | V Girls Golf | Newtown | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | ||
| Tue., 5/9 | V Girls Outdoor Track | Brookfield, Notre Dame-Fairfield, Pomperaug | Away - Brookfield HS-BHS Track [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Softball | Newtown | Home - Immaculate HS-Softball Diamond [Directions] | 4:15 p.m. | W 9-6 | |
| Tue., 5/9 | V Girls Tennis | Abbott Tech | Home - Rogers Park (Danbury, CT)-Rogers Park [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Wed., 5/10 | V Baseball | Brookfield | Away - Brookfield HS-Baseball Field [Directions] | 4:30 p.m. | L 6-0 | |
| Wed., 5/10 | V Boys Tennis | Brookfield | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Wed., 5/10 | V Girls Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 6:15 p.m. | L 20-1 | |
| Wed., 5/10 | V Softball | Brookfield | Away - Brookfield HS-BHS Softball Field [Directions] | 4:30 p.m. | W 9-4 | |
| Wed., 5/10 | V Girls Tennis | Brookfield | Away - Brookfield HS-BHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Thu., 5/11 | JV Baseball | Brookfield | Home - Immaculate HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 5/11 | V Boys Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 6:00 p.m. | L 4-8 | |
| Thu., 5/11 | V Boys Tennis | Masuk | Away - Wolfe Park-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Thu., 5/11 | V Girls Golf | Stratford, Pomperaug | Away - Mill River Country Club [Directions] | 3:00 p.m. | ||
| Thu., 5/11 | V Girls Lacrosse | Brookfield | Home - Immaculate HS-Mustang Valley [Directions] | 5:00 p.m. | L 4-16 | |
| Fri., 5/12 | V Baseball | Abbott Tech | Home - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | L 12-2 | |
| Fri., 5/12 | V Boys Tennis | Abbott Tech | Home - Immaculate HS-Rogers Park, Danbury [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Fri., 5/12 | V Girls Tennis | Abbott Tech | Away - Abbott V-T School-Abbott Tech Tennis Complex [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Sat., 5/13 | V Baseball | Joel Barlow | Home - Immaculate HS-Baseball Diamond [Directions] | 12:00 p.m. | L 8-4 | |
| Sat., 5/13 | V Boys Outdoor Track | Freshmen SWC track meet | Away - Bethel HS-BHS track | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 5/18 | ||||||
| Sat., 5/13 | V Girls Lacrosse | Weston | Home - Immaculate HS-Mustang Valley [Directions] | 12:00 p.m. | L 16-2 | |
| Sat., 5/13 | V Girls Outdoor Track | Freshmen SWC track meet | Away - Bethel HS-BHS track | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 5/18 | ||||||
| Sat., 5/13 | V Softball | East Lyme | Home - Immaculate HS-Softball Diamond [Directions] | 12:00 p.m. | L 15-2 | |
| Mon., 5/15 | V Baseball | Stratford | Home - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | W 9-0 | |
| Mon., 5/15 | V Boys Outdoor Track | New Fairfield, Kolbe Cathedral, Masuk | Away - New Fairfield HS-Stadium Field [Directions] | 4:00 p.m. | ||
| Mon., 5/15 | V Boys Tennis | Weston | Away - Weston HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Mon., 5/15 | V Girls Golf | Bunnell | Away - Bunnell HS-Blackhawk Country Club (Old OCC) [Directions] | 3:00 p.m. | ||
| Mon., 5/15 | V Softball | Stratford | Home - Immaculate HS-Softball Diamond [Directions] | 4:15 p.m. | W 7-3 | |
| Mon., 5/15 | V Girls Tennis | Weston | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Tue., 5/16 | V Baseball | New Fairfield | Home - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | L 5-3 (9) | |
| Tue., 5/16 | JV Baseball | Stratford | Away - Penders Field-Penders Field - Stratford [Directions] | Postponed | ||
| Tue., 5/16 | V Girls Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | Masuk, Kolbe Cathedral, New Fairfield | Away - Masuk HS-Edmund Butler Track @ Masuk HS [Directions] | 4:00 p.m. | ||
| Tue., 5/16 | V Softball | New Fairfield | Home - Immaculate HS-Softball Diamond [Directions] | 4:15 p.m. | W 4-3 | |
| Tue., 5/16 | V Girls Tennis | Masuk | Home - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Sat., 5/20 | V Girls Lacrosse | Norwalk | Home - Immaculate HS-Mustang Valley [Directions] | 11:00 a.m. | L 3-20 | |
| Mon., 5/22 | V Boys Lacrosse | Norwalk | Home - Immaculate HS [Directions] | 4:30 p.m. | L 12-13 2 OT | |
| Mon., 5/22 | V Boys Outdoor Track | SWC Outdoor Track Championship | Away - Bunnell HS-Bunnell Track | 3:00 p.m. | ||
| Mon., 5/22 | V Girls Golf | Bunnell | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | ||
| Mon., 5/22 | V Girls Outdoor Track | SWC Outdoor Track Championship | Away - Bunnell HS-Track | 3:00 p.m. | ||
| Tue., 5/23 | V Girls Golf | Stratford | Home - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | ||