| WCA 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 323 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 8/31 | V Boys Soccer | Wamogo (Scrim.) | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/2 | V Boys Soccer | Platt (Scrim.) | Away - Platt HS-Platt Turf field [Directions] | 3:45 p.m. | ||
| Tue., 9/7 | V Boys Soccer | Thomaston (Scrim.) | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | ||
| Thu., 9/9 | V Girls Volleyball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 9/9 | JV Girls Volleyball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 3:45 p.m. | ||
| Fri., 9/10 | V Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 8-22 | 2 buses |
| Fri., 9/10 | V Boys Soccer | Ansonia | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 3:30 p.m. | W 8-0 | |
| Tue., 9/14 | V Boys Cross Country | Watertown, Torrington, Wilby | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:30 p.m. | ||
| Tue., 9/14 | V Girls Cross Country | Watertown, Torrington, Wilby | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:30 p.m. | ||
| Tue., 9/14 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 6:00 p.m. | L 3-1 | |
| Tue., 9/14 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 9/17 | V Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | L 5-0 | |
| Fri., 9/17 | V Girls Swimming and Diving | Woodland | Home - Wilby HS-Gil Cyr Natatorium [Directions] | 4:00 p.m. | ||
| Fri., 9/17 | V Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 2-3 | |
| Fri., 9/17 | JV Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:45 p.m. | ||
| Mon., 9/20 | V Boys Soccer | Kaynor Tech | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | W 6-0 | |
| Tue., 9/21 | V Boys Cross Country | Seymour, Holy Cross, Wolcott | Away - Seymour HS-Seymour High Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 9/21 | V Boys Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 9/21 | V Girls Cross Country | Seymour, Holy Cross, Wolcott | Away - Seymour HS-Seymour High Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 9/21 | V Girls Volleyball | Wolcott | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | L 1-3 | |
| Tue., 9/21 | JV Girls Volleyball | Wolcott | Home - Waterbury Career Academy-Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 9/22 | JV Boys Soccer | Wolcott | Away - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 9/22 | V Girls Swimming and Diving | Torrington | Home - Wilby HS-Gil Cyr Natatorium [Directions] | 4:00 p.m. | ||
| Thu., 9/23 | V Girls Volleyball | Bridgeport Central | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/23 | JV Girls Volleyball | Bridgeport Central | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 9/24 | V Football | Wolcott | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 7:00 p.m. | W 32-18 | 2 buses |
| Fri., 9/24 | V Boys Soccer | Naugatuck | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 2:45 p.m. | L 8-3 | |
| Fri., 9/24 | V Girls Volleyball | Wilby | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/24 | JV Girls Volleyball | Wilby | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | ||
| Mon., 9/27 | JV Boys Soccer | Kennedy | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 5:00 p.m. | ||
| Tue., 9/28 | V Boys Soccer | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | W 6-0 | |
| Tue., 9/28 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Wilby HS-Gil Cyr Natatorium [Directions] | 5:00 p.m. | ||
| Tue., 9/28 | V Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 9/28 | JV Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:15 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:45 p.m. | ||||||
| Wed., 9/29 | V Boys Cross Country | St. Paul Catholic, Crosby | Away - St. Paul Catholic HS-St. Paul Track [Directions] | 5:00 p.m. | ||
| Wed., 9/29 | V Girls Cross Country | St. Paul Catholic, Crosby | Away - St. Paul Catholic HS-St. Paul Track [Directions] | 5:00 p.m. | ||
| Thu., 9/30 | JV Boys Soccer | Watertown | Away - Veterans Memorial Park-Vets #1 [Directions] | Postponed | ||
| Thu., 9/30 | V Girls Swimming and Diving | Naugatuck | Away - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 5:00 p.m. | ||
| Thu., 9/30 | V Girls Volleyball | Kennedy | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Thu., 9/30 | JV Girls Volleyball | Kennedy | Home - Waterbury Career Academy-Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 10/1 | V Football | Wilby | Away - Municipal Stadium Complex-Bethel HS Track & Field Training Center [Directions] | 7:00 p.m. | W 38-0 | 2 buses |
| Fri., 10/1 | V Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 10/1 | V Girls Volleyball | St. Paul Catholic | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 10/1 | JV Girls Volleyball | St. Paul Catholic | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 10/5 | V Boys Soccer | Holy Cross | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | L 5-0 | |
| Tue., 10/5 | JV Boys Soccer | Holy Cross | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | Postponed | ||
| Tue., 10/5 | V Girls Swimming and Diving | Seymour | Home - Wilby HS-Gil Cyr Natatorium [Directions] | 4:00 p.m. | ||
| Tue., 10/5 | V Girls Volleyball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/5 | JV Girls Volleyball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 10/6 | V Boys Cross Country | Kennedy | Away - Bucks Hill Park #2-Buck Hill Park #2 [Directions] | 5:15 p.m. | ||
| Wed., 10/6 | V Boys Soccer | St. Paul Catholic | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:45 p.m. | W 2-1 | |
| Wed., 10/6 | V Girls Cross Country | Kennedy | Away - Bucks Hill Park #2-Buck Hill Park #2 [Directions] | 5:15 p.m. | ||
| Wed., 10/6 | V Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:30 p.m. | L 2-3 | |
| Wed., 10/6 | JV Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:00 p.m. | ||
| Thu., 10/7 | V Football | Ansonia | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | L 8-27 | 2 buses |
| Thu., 10/7 | JV Boys Soccer | St. Paul Catholic | Home - Hamilton Park [Directions] | 4:30 p.m. | ||
| Fri., 10/8 | V Boys Soccer | Wilby | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 2:45 p.m. | W 5-0 | |
| Fri., 10/8 | V Girls Swimming and Diving | Oxford | Home - Wilby HS-Gil Cyr Natatorium [Directions] | 6:00 p.m. | ||
| Fri., 10/8 | V Girls Volleyball | Naugatuck | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:15 p.m. | L 0-3 | |
| Fri., 10/8 | JV Girls Volleyball | Naugatuck | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | ||
| Mon., 10/11 | V Girls Volleyball | Oxford | Home - Waterbury Career Academy-Gymnasium [Directions] | 4:00 p.m. | L 3-2 | |
| Mon., 10/11 | JV Girls Volleyball | Oxford | Home - Waterbury Career Academy-Gymnasium [Directions] | 3:00 p.m. | ||
| Tue., 10/12 | V Boys Soccer | Oxford | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | T 2-2 | |
| Tue., 10/12 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Tue., 10/12 | JV Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 10/13 | JV Boys Soccer | Oxford | Home - Hamilton Park [Directions] | Postponed | ||
| Thu., 10/14 | V Football | Crosby | Away - Municipal Stadium Complex-Ray Snyder, Sr. Turf Field [Directions] | 2:30 p.m. | W 20-13 | 2 buses |
| Thu., 10/14 | V Girls Volleyball | Seymour | Home - Waterbury Career Academy-Gymnasium [Directions] | 4:15 p.m. | L 3-0 | |
| Thu., 10/14 | JV Girls Volleyball | Seymour | Home - Waterbury Career Academy-Gymnasium [Directions] | 3:00 p.m. | ||
| Fri., 10/15 | V Boys Soccer | Seymour | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 2:45 p.m. | T 2-2 | |
| Fri., 10/15 | V Girls Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 5:15 p.m. | ||
| Sat., 10/16 | JV Boys Soccer | Seymour | Home - Hamilton Park [Directions] | 11:00 a.m. | ||
| Mon., 10/18 | V Boys Soccer | Wilby | Away - Municipal Stadium (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 2:45 p.m. | W 5-2 | |
| Tue., 10/19 | V Girls Swimming and Diving | Kennedy | Home - Wilby HS-Gil Cyr Natatorium [Directions] | 5:00 p.m. | ||
| Tue., 10/19 | V Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Tue., 10/19 | JV Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 10/20 | V Boys Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 2:45 p.m. | L 3-0 | |
| Thu., 10/21 | JV Boys Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:00 p.m. | ||
| Thu., 10/21 | V Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:45 p.m. | L 0-3 | |
| Thu., 10/21 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 10/25 | V Boys Soccer | Kennedy | Away - Municipal Stadium (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 5:15 p.m. | W 4-0 | |
| Mon., 10/25 | V Girls Volleyball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Mon., 10/25 | JV Girls Volleyball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 10/26 | JV Boys Soccer | Kennedy | Away - West Side MS-Waterbury-Soccer Field [Directions] | Canceled | Cancelled | |
| Wed., 10/27 | V Boys Soccer | Crosby | Home - Crosby HS-Jimmy Lee Stadium (turf) [Directions] | 6:15 p.m. | W 6-1 | |
| Wed., 10/27 | V Girls Volleyball | Holy Cross | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | W 3-1 | |
| Wed., 10/27 | JV Girls Volleyball | Holy Cross | Home - Waterbury Career Academy-Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 10/28 | V Girls Volleyball | Platt Tech | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Thu., 10/28 | JV Girls Volleyball | Platt Tech | Home - Waterbury Career Academy-Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 10/30 | V Football | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 12:00 p.m. | L 7-23 | 2 buses |
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class SS Championship | Away - Wickham Park | 3:10 p.m. | ||
| Mon., 11/1 | V Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 8:00 p.m. | L 3-0 | |
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class MM Championship | Away - Wickham Park | 10:50 a.m. | ||
| Fri., 11/5 | V Boys Cross Country | CIAC Boys Cross Country Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/5 | V Football | Holy Cross | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 7:00 p.m. | L 12-42 | 2 buses |
| Fri., 11/5 | V Girls Cross Country | CIAC Girls Cross Country Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/8 | V Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 6:00 p.m. | L 3-0 | |
| Tue., 11/9 | V Boys Soccer | O'Brien Tech | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 5:00 p.m. | W 5-1 | |
| Thu., 11/11 | V Boys Soccer | Nonnewaug | Away - Nonnewaug HS-Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 11/11 | V Girls Swimming and Diving | CIAC Class LL Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Fri., 11/12 | V Football | Kennedy | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 7:00 p.m. | L 6-14 | 2 buses |
| Sat., 11/13 | V Girls Swimming and Diving | CIAC Class LL Qualifying Meet | Away - East Hartford | 11:30 a.m. | ||
| Wed., 11/17 | V Girls Swimming and Diving | CIAC Class LL Swimming Championships | Away - SCSU | 6:00 p.m. | ||
| Thu., 11/18 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:00 p.m. | W 38-8 | 2 buses |
| Thu., 11/18 | V Girls Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sun., 11/21 | V Girls Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 2:00 p.m. | ||
| Tue., 11/23 | V Football | Wilby | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | W 52-0 | 2 buses |
| Wed., 12/8 | V Girls Basketball | Cheshire (Scrim.) | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:45 p.m. | ||
| Thu., 12/9 | V Boys Basketball | New Milford (Scrim.) | Away - New Milford HS-Main Gym - NMHS [Directions] | 6:15 p.m. | ||
| Sat., 12/11 | V Girls Basketball | Shelton (Scrim.) | Away - Shelton HS-Murray Gymnasium [Directions] | 10:00 a.m. | ||
| Mon., 12/13 | V Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 56-13 | |
| Mon., 12/13 | JV Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 12/14 | V Boys Basketball | Wamogo (Scrim.) | Home - Waterbury Career Academy-Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 12/14 | JV Boys Basketball | Wamogo (Scrim.) | Home - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Thu., 12/16 | V Girls Basketball | Naugatuck | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 20-51 | |
| Thu., 12/16 | JV Girls Basketball | Naugatuck | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/17 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Postponed | ||
| Tue., 12/21 | V Girls Basketball | Watertown | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 26-66 | |
| Tue., 12/21 | JV Girls Basketball | Watertown | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/22 | FR Boys Basketball | Watertown | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/22 | FR Boys Basketball | Watertown | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/22 | V Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 7:00 p.m. | L 39-45 | |
| Wed., 12/22 | JV Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/30 | V Boys Basketball | Oxford | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 72 - 67 | |
| Thu., 12/30 | JV Boys Basketball | Oxford | Home - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Thu., 12/30 | JV Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/4 | V Boys Basketball | Torrington | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 90-75 | |
| Tue., 1/4 | JV Boys Basketball | Torrington | Home - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 1/7 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 1/7 | FR Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 1/7 | V Boys Swimming and Diving | Woodland | Home - Crosby HS-CHS Pool [Directions] | Canceled | Cancelled | |
| Fri., 1/7 | JV Girls Basketball | Holy Cross | Home - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 1/8 | V Girls Basketball | Holy Cross | Home - Waterbury Career Academy-Gymnasium [Directions] | 11:00 a.m. | L 24-69 | |
| Mon., 1/10 | V Boys Basketball | Nonnewaug | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | L 49-64 | |
| Mon., 1/10 | JV Boys Basketball | Nonnewaug | Home - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 1/11 | V Boys Swimming and Diving | Woodland, Seymour | Away - Woodland HS-pool [Directions] | 6:15 p.m. | ||
| Wed., 1/12 | V Girls Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 5:30 p.m. | W 53-18 | |
| Wed., 1/12 | JV Girls Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | Canceled | Cancelled | |
| Thu., 1/13 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | L 59-89 | |
| Thu., 1/13 | FR Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 1/14 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 6:00 p.m. | ||
| Fri., 1/14 | V Girls Basketball | Wilby | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | W 56-19 | |
| Fri., 1/14 | JV Girls Basketball | Wilby | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 1/15 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 12:00 p.m. | W 78-62 | |
| Sat., 1/15 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 10:30 a.m. | ||
| Tue., 1/18 | V Boys Basketball | Derby | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | W 72-56 | |
| Tue., 1/18 | JV Boys Basketball | Derby | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/18 | V Girls Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | W 52-15 | |
| Tue., 1/18 | JV Girls Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Wed., 1/19 | V Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | W 81-69 | |
| Wed., 1/19 | JV Boys Basketball | Ansonia | Home - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 1/19 | V Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:30 p.m. | L 24-45 | |
| Wed., 1/19 | JV Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/21 | FR Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Fri., 1/21 | V Boys Swimming and Diving | Torrington | Home - Crosby HS-CHS Pool [Directions] | 6:00 p.m. | ||
| Fri., 1/21 | V Girls Basketball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | W 38-25 | |
| Fri., 1/21 | JV Girls Basketball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 1/22 | V Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 12:00 p.m. | L 57-91 | |
| Sat., 1/22 | JV Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 10:30 a.m. | ||
| Tue., 1/25 | V Boys Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 7:00 p.m. | W 81-61 | |
| Tue., 1/25 | JV Boys Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/25 | V Boys Swimming and Diving | Oxford | Home - Crosby HS-CHS Pool [Directions] | 6:00 p.m. | ||
| Tue., 1/25 | V Girls Basketball | Seymour | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 25-55 | |
| Tue., 1/25 | JV Girls Basketball | Seymour | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/27 | V Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | L 51-65 | |
| Thu., 1/27 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/28 | V Boys Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 5:15 p.m. | W 71-70 | |
| Fri., 1/28 | JV Boys Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/28 | FR Boys Basketball | Kennedy | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 1/28 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:30 p.m. | W 39-38 | |
| Fri., 1/28 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | Postponed | ||
| Mon., 1/31 | V Boys Basketball | Kennedy | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 62-78 | |
| Mon., 1/31 | JV Boys Basketball | Kennedy | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/31 | FR Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/1 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:45 p.m. | W 73-60 | |
| Tue., 2/1 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 2/1 | V Boys Swimming and Diving | Holy Cross | Away - Kennedy HS (Waterbury) [Directions] | 6:00 p.m. | ||
| Tue., 2/1 | V Girls Basketball | Woodland | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 41-57 | |
| Tue., 2/1 | JV Girls Basketball | Woodland | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/2 | V Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 6:00 p.m. | L 43-49 | |
| Thu., 2/3 | V Boys Swimming and Diving | Naugatuck | Home - Crosby HS-CHS Pool [Directions] | 6:00 p.m. | ||
| Fri., 2/4 | FR Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | Postponed | ||
| Sat., 2/5 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 11:00 a.m. | L 69-79 | |
| Sat., 2/5 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 9:30 a.m. | ||
| Sat., 2/5 | V Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 1:00 p.m. | L 28-46 | |
| Sat., 2/5 | JV Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 11:30 a.m. | ||
| Mon., 2/7 | FR Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:00 p.m. | ||
| Tue., 2/8 | V Boys Basketball | Holy Cross | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 65-75 | |
| Tue., 2/8 | JV Boys Basketball | Holy Cross | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/8 | V Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | L 31-79 | |
| Tue., 2/8 | JV Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/9 | FR Boys Basketball | Holy Cross | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 2/10 | V Girls Basketball | Kennedy | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | W 56-43 | |
| Thu., 2/10 | JV Girls Basketball | Kennedy | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/11 | FR Boys Basketball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 2/11 | V Boys Swimming and Diving | Kennedy | Away - John F. Kennedy HS-John Reardon Pool [Directions] | 5:30 p.m. | ||
| Fri., 2/11 | V Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 43-27 | |
| Fri., 2/11 | JV Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Sat., 2/12 | V Boys Basketball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 12:00 p.m. | W 82-76 | |
| Sat., 2/12 | JV Boys Basketball | Crosby | Home - Waterbury Career Academy-Gymnasium [Directions] | 10:30 a.m. | ||
| Mon., 2/14 | V Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 7:00 p.m. | W 71 - 46 | |
| Mon., 2/14 | JV Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/14 | V Girls Basketball | Wolcott | Home - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | W 42-39 | |
| Mon., 2/14 | JV Girls Basketball | Wolcott | Home - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/16 | V Boys Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | W 113-82 | |
| Wed., 2/16 | JV Boys Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/17 | FR Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/17 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | L 24-68 | |
| Thu., 2/17 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 2/19 | V Boys Basketball | St. Paul Catholic | Home - Waterbury Career Academy-Gymnasium [Directions] | 12:00 p.m. | W 82-67 | |
| Sat., 2/19 | JV Boys Basketball | St. Paul Catholic | Home - Waterbury Career Academy-Gymnasium [Directions] | 10:30 a.m. | ||
| Tue., 2/22 | V Boys Basketball | Wilby | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 89 - 69 | |
| Tue., 2/22 | JV Boys Basketball | Wilby | Home - Waterbury Career Academy-Gymnasium [Directions] | 4:15 p.m. | ||
| Wed., 2/23 | FR Boys Basketball | Wilby | Home - Waterbury Career Academy-Gymnasium [Directions] | 6:30 p.m. | ||
| Sat., 2/26 | V Boys Basketball | Holy Cross | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 2:30 p.m. | ||
| Sat., 2/26 | V Boys Swimming and Diving | Woodland, Crosby/WCA, Holy Cross, Kennedy, Naugatuck, Oxford, Seymour, Torrington, Watertown | Away - John F. Kennedy HS-John Reardon Pool | 12:00 p.m. | ||
| Sat., 2/26 | V Boys Swimming and Diving | Woodland, Holy Cross, Kennedy, Naugatuck, Oxford, Seymour, Torrington, WCA, Watertown | Away - John F. Kennedy HS-John Reardon Pool | 12:00 p.m. | ||
| Mon., 2/28 | V Boys Basketball | Naugatuck | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:30 p.m. | ||
| Mon., 2/28 | V Girls Basketball | Fitch | Away - Fitch HS-Main Gym [Directions] | 6:30 p.m. | ||
| Wed., 3/2 | V Boys Basketball | Naugatuck | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 3/2 | V Girls Swimming and Diving | TBA, Crosby, Holy Cross, Kennedy, TBA, Oxford, Seymour, Torrington, Watertown | Away - Watertown HS | 6:00 p.m. | ||
| Sat., 3/5 | V Boys Swimming and Diving | Woodland, Crosby/WCA, Holy Cross, Kennedy, Naugatuck, Oxford, Seymour, Torrington, Watertown | Away - John F. Kennedy HS-John Reardon Pool | 11:00 a.m. | ||
| Sat., 3/5 | V Boys Swimming and Diving | Woodland, Holy Cross, Kennedy, Naugatuck, Oxford, Seymour, Torrington, WCA, Watertown | Away - John F. Kennedy HS-John Reardon Pool | 11:00 a.m. | ||
| Tue., 3/8 | V Boys Basketball | Darien | Home - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 3/10 | V Boys Basketball | Bassick | Away - Bassick HS-Gym [Directions] | 6:30 p.m. | ||
| Fri., 3/25 | V Softball | Nonnewaug (Scrim.) | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 3/29 | V Softball | Platt (Scrim.) | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 3:45 p.m. | ||
| Wed., 3/30 | V Softball | Stratford (Scrim.) | Home - Huntingdon Park #3 [Directions] | 4:15 p.m. | ||
| Thu., 3/31 | V Softball | Woodland (Scrim.) | Away - Woodland HS-Softball Diamond [Directions] | 5:15 p.m. | Cancelled | |
| Sat., 4/2 | V Baseball | Holy Cross | Home - Municipal Stadium Complex-Bethel HS Track & Field Training Center [Directions] | 12:00 p.m. | L 33-0 | |
| Sat., 4/2 | V Softball | Holy Cross | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 12:00 p.m. | L 7-32 (5) | |
| Tue., 4/5 | V Baseball | Watertown | Away - Deland Field-Deland field [Directions] | 5:00 p.m. | L 14-0 | |
| Tue., 4/5 | V Boys Outdoor Track | Crosby, Torrington | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/5 | V Girls Outdoor Track | Crosby, Torrington | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/5 | V Softball | Watertown | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 4:00 p.m. | L 24-3 (5) | |
| Fri., 4/8 | V Baseball | Wilby | Home - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:00 p.m. | W 18-8 | |
| Fri., 4/8 | V Softball | Wilby | Away - Huntington Park #1 [Directions] | 5:00 p.m. | W 25-9 (6) | |
| Mon., 4/11 | V Baseball | Naugatuck | Home - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:00 p.m. | L 10-1 | |
| Mon., 4/11 | V Boys Golf | Torrington | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | Laniah Moffet 48 Aoife Devaney 48 Aidan Devaney 44 | |
| Tue., 4/12 | V Boys Outdoor Track | Wolcott, Seymour | Away - Wolcott HS-WHS Track and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 4/12 | JV Softball | Crosby | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 5:00 p.m. | ||
| Wed., 4/13 | V Baseball | Crosby | Away - Municipal Stadium Complex-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:30 p.m. | L 8-6 | |
| Wed., 4/13 | V Boys Golf | St. Paul Catholic | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | Laniah Moffet 40 Aoife Devaney 46 Aidan Devaney 40 | |
| Wed., 4/13 | V Softball | Crosby | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 5:30 p.m. | W 18-2 (5) | |
| Thu., 4/14 | JV Baseball | Crosby | Away - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 10-5 | |
| Thu., 4/14 | V Softball | Ansonia | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 3:30 p.m. | L 6-4 | |
| Fri., 4/15 | V Boys Golf | Wolcott | Away - Farmingbury Golf Course [Directions] | 11:00 a.m. | Laniah Moffet 39 Aidan Devaney 42 Aoife Devaney 44 Branden Halle 68 | |
| Fri., 4/15 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 1:00 p.m. | L 12-0 (5) | |
| Fri., 4/15 | JV Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 4/16 | V Baseball | Ansonia | Away - Nolan Field-Ansonia-Baseball Field [Directions] | 10:30 a.m. | L 10-0 | |
| Mon., 4/18 | V Boys Golf | Watertown | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 11:00 a.m. | Laniah Moffet 47 Aidan Devaney 44 Aoife Devaney 48 Branden Halle 68 | |
| Wed., 4/20 | V Baseball | Kennedy | Home - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 2:00 p.m. | L 14-5 | |
| Wed., 4/20 | V Boys Outdoor Track | Derby, Wilby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | V Girls Outdoor Track | Derby, Wilby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 11:00 a.m. | W 16-1 (5) | |
| Thu., 4/21 | JV Baseball | Wilby | Away - Wilby HS-Wilby H.S. [Directions] | 11:00 a.m. | W 8-7 | |
| Thu., 4/21 | JV Softball | Stratford | Away - DeLuca Field-Deluca Field [Directions] | 4:00 p.m. | ||
| Fri., 4/22 | V Baseball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 22-1 | |
| Fri., 4/22 | V Softball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 14-2 (5) | |
| Sat., 4/23 | V Boys Outdoor Track | Woodland, Kennedy | Away - Woodland HS-Track [Directions] | 10:00 a.m. | ||
| Sat., 4/23 | V Girls Outdoor Track | Woodland, Kennedy | Away - Woodland HS-Track [Directions] | 10:00 a.m. | ||
| Sat., 4/23 | JV Softball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 10:00 a.m. | ||
| Mon., 4/25 | V Baseball | Wolcott | Home - Municipal Stadium Complex-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:00 p.m. | L 17-3 | |
| Mon., 4/25 | V Boys Golf | Seymour | Away - Seymour HS-Oxford Greens [Directions] | 2:30 p.m. | Laniah Moffet 41 Aidan Devaney 46 Aoife Devaney 46 Branden Halle 72 | |
| Mon., 4/25 | V Softball | Wolcott | Away - Wolcott HS-George Babcock Softball Field [Directions] | 5:30 p.m. | L 19-0 (5) | |
| Tue., 4/26 | JV Softball | Wolcott | Away - Wolcott HS-JV Softball Field [Directions] | 5:00 p.m. | ||
| Wed., 4/27 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | 3:45 p.m. | L 23-3 | |
| Wed., 4/27 | V Boys Golf | Naugatuck | Away - Hop Brook Golf Course [Directions] | 2:30 p.m. | Laniah Moffet 44 Aidan Devaney 49 Aoife Devaney 43 Branden Halle 69 | |
| Wed., 4/27 | V Softball | Torrington | Home - Huntingdon Park #3 [Directions] | 3:45 p.m. | L 14-1 (5) | |
| Thu., 4/28 | V Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | 5:15 p.m. | L 2-20 | |
| Thu., 4/28 | V Boys Golf | Woodland | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | Aoife Devaney 44 Laniah Moffet 43 Aidan Devaney 44 Branden Halle 70 | |
| Thu., 4/28 | V Softball | Oxford | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 5:30 p.m. | L 18-0 (5) | |
| Thu., 4/28 | JV Softball | Torrington | Home - Huntington Park #2 [Directions] | 4:00 p.m. | ||
| Mon., 5/2 | V Softball | Crosby | Away - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 7:15 p.m. | W 21-4 (5) | |
| Tue., 5/3 | V Baseball | Crosby | Home - Bucks Hill (MONTOE) Park-Baseball Field [Directions] | 5:00 p.m. | L 12-11 | |
| Tue., 5/3 | V Boys Golf | St. Paul Catholic | Away - Chippanee Country Club [Directions] | 2:45 p.m. | Laniah Moffet 39 Aoife Devaney 42 Aidan Devaney 42 Branden Halle 66 | |
| Tue., 5/3 | V Boys Outdoor Track | Watertown, Oxford | Away - Watertown HS [Directions] | 2:30 p.m. | ||
| Tue., 5/3 | V Girls Outdoor Track | Watertown, Oxford | Away - Watertown HS [Directions] | 2:30 p.m. | ||
| Wed., 5/4 | V Softball | Woodland | Away - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 4:00 p.m. | L 13-0 (5) | |
| Thu., 5/5 | JV Baseball | Crosby | Away - Crosby HS-CHS Baseball Field [Directions] | Postponed | ||
| Fri., 5/6 | V Baseball | St. Paul Catholic | Home - Bucks Hill (MONTOE) Park-Baseball Field [Directions] | 4:45 p.m. | L 1-23 | |
| Fri., 5/6 | V Softball | St. Paul Catholic | Away - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 5:00 p.m. | L 20-6 (5) | |
| Sat., 5/7 | JV Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | Postponed | ||
| Mon., 5/9 | V Baseball | Kennedy | Away - Municipal Stadium Complex-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 6:00 p.m. | L 6-1 | |
| Mon., 5/9 | V Boys Golf | Watertown | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 2:30 p.m. | Laniah Moffet 49 Aoife Devaney 50 Aidan Devaney 52 Branden Halle 71 | |
| Mon., 5/9 | V Softball | Kennedy | Home - Huntingdon Park #3 [Directions] | 3:45 p.m. | W 9-3 | |
| Tue., 5/10 | V Baseball | Woodland | Home - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 6:00 p.m. | L 0-15 | |
| Tue., 5/10 | V Boys Outdoor Track | Naugatuck, St. Paul Catholic | Away - Naugatuck HS-Veterans Field [Directions] | 5:15 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | Naugatuck, St. Paul Catholic | Away - Naugatuck HS-Veterans Field [Directions] | 5:15 p.m. | ||
| Tue., 5/10 | JV Softball | Crosby | Home - Huntingdon Park #2 [Directions] | 3:30 p.m. | ||
| Wed., 5/11 | V Baseball | Seymour | Away - French Park-Baseball Field [Directions] | 5:15 p.m. | L 0-19 | |
| Wed., 5/11 | V Boys Golf | Holy Cross | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | Laniah Moffet 40 Aoife Devaney 41 Aidan Devaney 40 Stephanie Cruz 72 | |
| Wed., 5/11 | V Softball | Seymour | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 5:00 p.m. | L 0-15 | |
| Fri., 5/13 | V Softball | Wilby | Home - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 5:00 p.m. | W 13-0 | |
| Mon., 5/16 | V Boys Golf | Seymour | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | Laniah Moffet 42 Aoife Devaney 45 Aidan Devaney 48 | |
| Tue., 5/17 | V Boys Outdoor Track | Holy Cross | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 3:00 p.m. | ||
| Tue., 5/17 | V Girls Outdoor Track | Holy Cross | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 3:00 p.m. | ||
| Tue., 5/17 | V Softball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Athletic Complex [Directions] | 5:15 p.m. | L 17-10 | |
| Tue., 5/17 | JV Softball | Derby | Away - Derby HS-Payden Park [Directions] | 5:15 p.m. | ||
| Wed., 5/18 | V Baseball | Wilby | Away - Municipal Stadium Complex-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 6:00 p.m. | W 16-15 | |
| Wed., 5/18 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:00 p.m. | Laniah Moffet 44 Aoife Devaney 43 Aidan Devaney 38 | |
| Thu., 5/19 | V Boys Golf | Wolcott | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | Aidan Devaney 44 Aoife Devaney 45 Laniah Moffet 41 | |
| Thu., 5/19 | V Softball | Derby | Away - Payden Park-Payden Field [Directions] | 3:00 p.m. | W 24-7 (5) | |
| Fri., 5/20 | V Baseball | Derby | Home - Bucks Hill (MONTOE) Park-Baseball Field [Directions] | 5:30 p.m. | L 8-2 | |
| Sat., 5/21 | V Softball | O'Brien Tech | Away - Emmett O' Brien Reg Voc Tech School-O'Brien Tech Athletic Complex [Directions] | 10:00 a.m. | L 0-12 | |
| Tue., 5/24 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | Laniah Moffet 36 Aoife Devaney 44 Aidan Devaney 43 Branden Halle 72 | |
| Wed., 5/25 | V Boys Golf | Holy Cross | Away - Western Hills Golf Course (Wtby) [Directions] | 1:30 p.m. | ||
| Fri., 5/27 | V Boys Outdoor Track | Derby, Naugatuck, Seymour, Torrington | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 2:30 p.m. | ||
| Fri., 5/27 | V Girls Outdoor Track | Derby, Naugatuck, Seymour, Torrington | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 2:30 p.m. | ||
| Wed., 6/1 | V Girls Outdoor Track | CIAC Class MM Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Thu., 6/2 | V Boys Outdoor Track | CIAC Class M Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Mon., 6/6 | V Boys Golf | CIAC Division I Spring Championship | Away - Stanley GC | 8:00 a.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Sat., 6/11 | V Boys Golf | CIAC State Open | Away - Black Hall Club | 1:00 p.m. | ||
| Mon., 6/13 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Mon., 6/13 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Tue., 6/14 | V Boys Outdoor Track | CIAC Decathlon Championship Day 1 | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 1 | Away - Willow Brook Park | 10:30 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Decathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||