| Wilby 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 361 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Wed., 8/28 | V Football | Lewis Mills (Scrim.) | Home - Wilby HS [Directions] | 4:00 p.m. | ||
| Sat., 8/31 | V Football | Haddam-Killingworth, Hamden Hall, Stamford (Scrim.) | Home - Wilby HS-Football Field [Directions] | 10:00 a.m. | ||
| Thu., 9/5 | V Football | Bristol Eastern (Scrim.) | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | 3:00 p.m. | 2:15 PM; 2 Buses | |
| Thu., 9/5 | V Boys Soccer | Kennedy (Scrim.) | Home - Wilby HS-Wilby H.S. [Directions] | 3:30 p.m. | ||
| Sat., 9/7 | V Boys Soccer | Chase Collegiate (Scrim.) | Home - Crosby HS-Jimmy Lee Stadium (turf) [Directions] | 10:00 a.m. | ||
| Sat., 9/7 | V Boys Soccer | Crosby (Scrim.) | Home - Crosby HS-Jimmy Lee Stadium (turf) [Directions] | 11:30 a.m. | ||
| Sat., 9/7 | V Boys Soccer | Sacred Heart (Scrim.) | Away - Crosby HS-Jimmy Lee Stadium (turf) | 1:15 p.m. | ||
| Tue., 9/10 | V Boys Cross Country | Oxford, Naugatuck, Sacred Heart | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/10 | V Girls Cross Country | Oxford, Naugatuck, Sacred Heart | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Thu., 9/12 | V Boys Soccer | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | L 0-1 | 4:45 PM | |
| Thu., 9/12 | V Girls Volleyball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | L 0-3 | 3:15 PM | |
| Thu., 9/12 | JV Girls Volleyball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:30 p.m. | 3:15 PM | |
| Fri., 9/13 | V Football | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | L 0-12 | 4:00 PM; 2 Buses | |
| Fri., 9/13 | JV Boys Soccer | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | Postponed | 2:15 PM | |
| Sat., 9/14 | FM Football | Oxford | Home - Wilby HS-Football Field [Directions] | 10:00 a.m. | ||
| Tue., 9/17 | V Boys Cross Country | Watertown, Crosby, Seymour | Away - Veterans Park-Veterans Park Field #2 [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/17 | V Boys Soccer | St. Paul Catholic | Home - Wilby HS-Wilby H.S. [Directions] | L 1-4 | ||
| Tue., 9/17 | V Girls Cross Country | Watertown, Crosby, Seymour | Away - Veterans Park-Veterans Park Field #2 [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/17 | V Girls Volleyball | Torrington | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Tue., 9/17 | JV Girls Volleyball | Torrington | Home - Wilby HS-Gym [Directions] | 3:30 p.m. | ||
| Wed., 9/18 | JV Boys Soccer | St. Paul Catholic | Home - Wilby HS-Wilby H.S. [Directions] | 3:45 p.m. | ||
| Thu., 9/19 | V Football | Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | L 14-54 | 4:00 PM; 2 Buses | |
| Thu., 9/19 | V Girls Volleyball | Seymour | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Thu., 9/19 | JV Girls Volleyball | Seymour | Home - Wilby HS-Gym [Directions] | 3:30 p.m. | ||
| Fri., 9/20 | FM Football | Woodland | Away - Woodland HS-Woodland Football Field [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Fri., 9/20 | V Boys Soccer | WCA | Away - Hamilton Park [Directions] | L 0-3 | 2:30 PM | |
| Fri., 9/20 | V Boys Swimming and Diving | Kennedy (Scrim.) | Away - John F. Kennedy HS-John Reardon Pool [Directions] | Postponed | 2:30 PM | |
| Fri., 9/20 | V Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | L 0-3 | 2:45 PM; 1 Bus | |
| Fri., 9/20 | JV Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:00 p.m. | 2:45 PM; 1 Bus | |
| Sat., 9/21 | JV Boys Soccer | WCA | Away - Hamilton Park [Directions] | 10:30 a.m. | 9:15 AM; 1 Bus | |
| Tue., 9/24 | V Boys Cross Country | St. Paul Catholic, Derby, WCA | Away - St. Paul Catholic HS-St. Paul Track [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/24 | V Boys Soccer | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | L 0-8 | 2:30 PM; 1 Bus | |
| Tue., 9/24 | V Girls Cross Country | St. Paul Catholic, Derby, WCA | Away - St. Paul Catholic HS-St. Paul Track [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/24 | V Girls Volleyball | Crosby | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Tue., 9/24 | JV Girls Volleyball | Crosby | Home - Wilby HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/25 | FM Football | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Wed., 9/25 | JV Boys Soccer | Holy Cross | Away - Upper Murray Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 9/25 | V Girls Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | 6:00 PM; 1 Bus | |
| Thu., 9/26 | V Boys Soccer | Torrington | Home - Wilby HS-Wilby H.S. [Directions] | L 0-5 | ||
| Fri., 9/27 | V Football | Kennedy | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | W 32-16 | 5:00 PM; 2 Buses | |
| Fri., 9/27 | JV Boys Soccer | Torrington | Home - Wilby HS-Wilby H.S. [Directions] | 4:30 p.m. | ||
| Fri., 9/27 | V Boys Swimming and Diving | Sacred Heart (Scrim.) | Home - Wilby HS-pool [Directions] | 3:45 p.m. | ||
| Fri., 9/27 | V Girls Volleyball | Oxford | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Fri., 9/27 | JV Girls Volleyball | Oxford | Home - Wilby HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Cross Country | Woodland, Wolcott | Away - Woodland HS-Track [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Tue., 10/1 | V Boys Soccer | Seymour | Home - Wilby HS-Wilby H.S. [Directions] | L 1-3 | ||
| Tue., 10/1 | V Boys Swimming and Diving | Oxford (Scrim.) | Away - Oxford HS-Pool [Directions] | 4:00 p.m. | 2:45 PM; 1 Bus | |
| Tue., 10/1 | V Girls Cross Country | Woodland, Wolcott | Away - Woodland HS-Track [Directions] | 4:00 p.m. | 12:00 PM; 1 Bus | |
| Tue., 10/1 | V Girls Volleyball | Kennedy | Away - J F Kennedy HS Turf-Gym [Directions] | L 0-3 | 3:15 PM; 1 Bus | |
| Tue., 10/1 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 4:30 p.m. | 3:15 PM; 1 Bus | |
| Tue., 10/1 | Unified Sports Soccer | Torrington | Away - Torrington HS [Directions] | 3:00 p.m. | ||
| Wed., 10/2 | FM Football | Crosby | Home - Wilby HS-Football Field [Directions] | 3:45 p.m. | ||
| Wed., 10/2 | JV Boys Soccer | Seymour | Home - Wilby HS-Wilby H.S. [Directions] | 3:45 p.m. | ||
| Thu., 10/3 | V Boys Soccer | WCA | Home - Wilby HS-Wilby H.S. [Directions] | L 3-7 | ||
| Thu., 10/3 | V Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | L 0-3 | 2:30 PM; 1 Bus | |
| Thu., 10/3 | JV Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | 2:30 PM; 1 Bus | |
| Fri., 10/4 | V Football | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | W 20-14 | 5:00 PM; 2 Buses | |
| Fri., 10/4 | V Boys Swimming and Diving | Watertown (Scrim.) | Home - Wilby HS-pool [Directions] | 3:45 p.m. | ||
| Fri., 10/4 | V Girls Volleyball | WCA | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Fri., 10/4 | JV Girls Volleyball | WCA | Home - Wilby HS-Gym [Directions] | 4:15 p.m. | ||
| Tue., 10/8 | V Boys Cross Country | Holy Cross, Kennedy, Torrington | Away - Holy Cross [Directions] | 3:45 p.m. | 12:00 PM; 1 Bus | |
| Tue., 10/8 | V Boys Soccer | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | L 2-5 | 2:30 PM; 1 Bus | |
| Tue., 10/8 | V Girls Cross Country | Holy Cross, Kennedy, Torrington | Away - Holy Cross [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Tue., 10/8 | V Girls Swimming and Diving | Seymour | Away - Seymour HS-pool [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Tue., 10/8 | V Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | L 0-3 | 3:00 PM; 1 Bus | |
| Tue., 10/8 | JV Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | 3:00 PM; 1 Bus | |
| Wed., 10/9 | JV Boys Soccer | Kennedy | Away - West Side MS-Waterbury-Soccer Field [Directions] | Postponed | 2:30 PM; 1 Bus | |
| Thu., 10/10 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | L 0-3 | 3:15 PM; 1 Bus | |
| Thu., 10/10 | JV Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 4:30 p.m. | 3:15 PM; 1 Bus | |
| Fri., 10/11 | V Boys Cross Country | City Meet | Away - Bucks Hill (MONTOE) Park | 3:45 p.m. | ||
| Fri., 10/11 | V Boys Soccer | Wolcott | Home - Wilby HS-Wilby H.S. [Directions] | L 3-4 | ||
| Fri., 10/11 | V Boys Swimming and Diving | St. Paul Catholic (Scrim.) | Home - Wilby HS-pool [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Girls Volleyball | Sacred Heart | Home - Wilby HS-Gym [Directions] | L 1-3 | ||
| Fri., 10/11 | JV Girls Volleyball | Sacred Heart | Home - Wilby HS-Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/12 | V Football | Derby | Away - Ryan Field-Football Field [Directions] | W 32-19 | 11:00 AM; 1 Bus | |
| Sat., 10/12 | JV Boys Soccer | Wolcott | Home - Wilby HS-Wilby H.S. [Directions] | Postponed | ||
| Tue., 10/15 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Ave [Directions] | L 1-4 | 2:15 PM; 1 Bus | |
| Tue., 10/15 | V Girls Volleyball | St. Paul Catholic | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Tue., 10/15 | JV Girls Volleyball | St. Paul Catholic | Home - Wilby HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 10/15 | Unified Sports Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 3:00 p.m. | ||
| Thu., 10/17 | V Boys Soccer | Sacred Heart | Home - Municipal Stadium (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | T 1-1 | ||
| Thu., 10/17 | V Boys Swimming and Diving | Woodland (Scrim.) | Away - Woodland HS-pool [Directions] | 5:00 p.m. | 2:30 PM; 1 Bus | |
| Thu., 10/17 | V Girls Volleyball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | L 1-3 | 3:30 PM; 1 Bus | |
| Thu., 10/17 | JV Girls Volleyball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | 3:30 PM; 1 Bus | |
| Fri., 10/18 | V Boys Soccer | O'Brien Tech | Home - Wilby HS-Wilby H.S. [Directions] | L 0-5 | ||
| Fri., 10/18 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | L 0-3 | 3:30 PM; 1 Bus | |
| Fri., 10/18 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | 3:30 PM; 1 Bus | |
| Mon., 10/21 | V Boys Soccer | Oxford | Home - Wilby HS-Wilby H.S. [Directions] | L 1-5 | ||
| Tue., 10/22 | V Boys Swimming and Diving | Naugatuck (Scrim.) | Home - Wilby HS-pool [Directions] | 3:45 p.m. | ||
| Tue., 10/22 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | L 0-3 | 2:30 PM; 1 Bus | |
| Tue., 10/22 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 3:45 p.m. | 2:30 PM; 1 Bus | |
| Wed., 10/23 | FM Football | Torrington | Home - Wilby HS-Football Field [Directions] | 3:45 p.m. | ||
| Thu., 10/24 | JV Boys Soccer | Oxford | Home - Wilby HS-Wilby H.S. [Directions] | 3:45 p.m. | ||
| Fri., 10/25 | V Football | Torrington | Away - Torrington HS [Directions] | L 12-34 | 4:45 PM; 2 Buses | |
| Fri., 10/25 | V Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | L 1-7 | 2:30 PM; 1 Bus | |
| Fri., 10/25 | V Girls Volleyball | Holy Cross | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Fri., 10/25 | JV Girls Volleyball | Holy Cross | Home - Wilby HS-Gym [Directions] | 3:30 p.m. | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class L Divisional Championship | Away - Wickham Park | 2:40 p.m. | ||
| Sat., 10/26 | JV Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | Cancelled | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class MM Divisional Championship | Away - Wickham Park | 1:00 p.m. | ||
| Mon., 10/28 | V Boys Soccer | Derby | Home - Wilby HS-Wilby H.S. [Directions] | W 6-1 | ||
| Tue., 10/29 | JV Boys Soccer | Derby | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Tue., 10/29 | V Girls Volleyball | Kaynor Tech | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Tue., 10/29 | JV Girls Volleyball | Kaynor Tech | Home - Wilby HS-Gym [Directions] | 3:30 p.m. | ||
| Wed., 10/30 | V Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | L 0-6 | 5:30 PM; 1 Bus | |
| Wed., 10/30 | V Girls Volleyball | Kennedy | Home - Wilby HS-Gym [Directions] | L 0-3 | ||
| Wed., 10/30 | JV Girls Volleyball | Kennedy | Home - Wilby HS-Gym [Directions] | 3:30 p.m. | ||
| Thu., 10/31 | FR Football | Holy Cross | Away - Holy Cross [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Thu., 10/31 | JV Boys Soccer | Watertown | Away - Veterans Park-Veterans Park Field #2 [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Football | Holy Cross | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | L 6-62 | 4:00 PM; 2 Buses | |
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Girls Volleyball | Plainville | Away - Plainville HS-Wood Gymnasium [Directions] | W 3-2 | 2:15 PM; 1 Bus | |
| Fri., 11/1 | JV Girls Volleyball | Plainville | Away - Plainville HS-Wood Gymnasium [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Thu., 11/7 | V Football | Watertown | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | L 0-28 | 4:00 PM; 2 Buses | |
| Wed., 11/13 | V Girls Swimming and Diving | CIAC Girls Class M Diving Championship | Away - Bulkeley HS-Pool | 4:30 p.m. | ||
| Fri., 11/15 | V Football | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | L 12-17 | 5:00 PM; 2 Buses | |
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Girls Class M Trials | Away - East Hartford HS-Pool | 5:55 p.m. | ||
| Wed., 11/20 | V Girls Swimming and Diving | CIAC Girls Class M Finals | Away - Moore Field House, SCSU | 6:00 p.m. | ||
| Thu., 11/21 | V Girls Swimming and Diving | CIAC Girls State Open Diving | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Sun., 11/24 | V Girls Swimming and Diving | CIAC Girls State Open Swimming | Away - Yale | 2:00 p.m. | ||
| Mon., 11/25 | FM Football | Sacred Heart | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field | Cancelled | 2:15 PM; 1 Bus | |
| Thu., 11/28 | V Football | Sacred Heart | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | W 46-6 | 7:45 AM; 2 Buses | |
| Mon., 12/9 | V Girls Basketball | Bunnell (Scrim.) | Home - Wilby HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 12/10 | V Boys Basketball | Pomperaug (Scrim.) | Away - Pomperaug HS-Main Gym [Directions] | 6:30 p.m. | 5:15 PM; 1 Bus | |
| Tue., 12/10 | V Girls Basketball | Litchfield (Scrim.) | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | 4:15 PM; 1 Bus | |
| Sat., 12/14 | V Boys Basketball | Windsor (Scrim.) | Away - Windsor HS-Main Gym [Directions] | 3:00 p.m. | 1:15 PM; 1 Bus | |
| Tue., 12/17 | FR Boys Basketball | Brookfield (Scrim.) | Away - Brookfield HS-BHS Small Gym [Directions] | 4:30 p.m. | 2:30 PM; 1 Bus | |
| Tue., 12/17 | JV Girls Basketball | Watertown | Home - Wilby HS-Gym [Directions] | Cancelled | ||
| Wed., 12/18 | V Boys Basketball | Brookfield (Scrim.) | Away - Brookfield HS-BHS Big Gym [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 12/18 | JV Boys Basketball | Brookfield (Scrim.) | Away - Brookfield HS-BHS Small Gym [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 12/20 | V Girls Basketball | South Windsor | Home - Wilby HS-Gym [Directions] | L 31-64 | ||
| Fri., 12/20 | JV Girls Basketball | South Windsor | Home - Wilby HS-Gym [Directions] | Cancelled | ||
| Mon., 12/23 | V Boys Basketball | Wolcott | Home - Wilby HS-Gym [Directions] | W 66-56 | ||
| Mon., 12/23 | JV Boys Basketball | Wolcott | Home - Wilby HS-Gym [Directions] | 5:30 p.m. | ||
| Mon., 12/23 | FR Boys Basketball | Wolcott | Home - Wilby HS-Gym [Directions] | 3:30 p.m. | ||
| Mon., 12/23 | V Girls Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | L 28-69 | 3:15 PM; 1 Bus | |
| Mon., 12/23 | JV Girls Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:15 p.m. | 3:15 PM; 1 Bus | |
| Mon., 12/30 | V Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | L 60-63 | 12:00 PM; 1 Bus | |
| Mon., 12/30 | JV Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 1:15 p.m. | 12:00 PM; 1 Bus | |
| Mon., 12/30 | V Girls Basketball | Ansonia | Home - Wilby HS-Gym [Directions] | L 17-49 | ||
| Mon., 12/30 | JV Girls Basketball | Ansonia | Home - Wilby HS-Gym [Directions] | 1:00 p.m. | ||
| Fri., 1/3 | V Boys Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | L 74-90 | ||
| Fri., 1/3 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | 5:15 p.m. | ||
| Fri., 1/3 | FR Boys Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Fri., 1/3 | V Girls Basketball | Sacred Heart | Home - Wilby HS-Gym [Directions] | L 18-79 | ||
| Fri., 1/3 | JV Girls Basketball | Sacred Heart | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/6 | V Boys Basketball | Naugatuck | Home - Wilby HS-Gym [Directions] | L 50-74 | ||
| Mon., 1/6 | JV Boys Basketball | Naugatuck | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/7 | FR Boys Basketball | Naugatuck | Home - Wilby HS-Gym [Directions] | 6:00 p.m. | ||
| Tue., 1/7 | V Boys Swimming and Diving | Holy Cross | Home - Wilby HS-pool [Directions] | 6:00 p.m. | ||
| Tue., 1/7 | V Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | L 31-68 | 4:00 PM; 1 Bus | |
| Tue., 1/7 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | 4:00 PM; 1 Bus | |
| Wed., 1/8 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | W 68-58 | 3:15 PM; 1 Bus | |
| Wed., 1/8 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | 3:15 PM; 1 Bus | |
| Wed., 1/8 | V Girls Basketball | Watertown | Home - Wilby HS-Gym [Directions] | L 42-49 | ||
| Thu., 1/9 | FR Boys Basketball | Holy Cross | Home - Wilby HS-Gym [Directions] | 6:30 p.m. | ||
| Fri., 1/10 | V Boys Basketball | Holy Cross | Home - Wilby HS-Gym [Directions] | L 62-69 | ||
| Fri., 1/10 | JV Boys Basketball | Holy Cross | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | V Boys Swimming and Diving | Sacred Heart | Home - Wilby HS-pool [Directions] | 6:00 p.m. | ||
| Fri., 1/10 | V Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | L 15-62 | 4:00 PM; 1 Bus | |
| Fri., 1/10 | JV Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | Cancelled | 4:00 PM; 1 Bus | |
| Mon., 1/13 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | W 75-70 | ||
| Mon., 1/13 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/13 | FR Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Mon., 1/13 | V Girls Basketball | Kennedy | Home - Wilby HS-Gym [Directions] | L 37-44 | ||
| Mon., 1/13 | JV Girls Basketball | Kennedy | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/14 | V Boys Swimming and Diving | Watertown | Home - Wilby HS-pool [Directions] | 6:00 p.m. | ||
| Tue., 1/14 | V Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | L 19-52 | 4:15 PM; 1 Bus | |
| Tue., 1/14 | JV Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | 4:15 PM; 1 Bus | |
| Wed., 1/15 | V Boys Basketball | WCA | Home - Wilby HS-Gym [Directions] | W 67-57 | ||
| Wed., 1/15 | JV Boys Basketball | WCA | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/15 | Unified Sports Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 3:00 p.m. | ||
| Thu., 1/16 | FR Boys Basketball | WCA | Home - Wilby HS-Gym [Directions] | 6:30 p.m. | ||
| Thu., 1/16 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 4:00 p.m. | 2:45 PM; 1 Bus | |
| Fri., 1/17 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | L 18-43 | 3:45 PM; 1 Bus | |
| Fri., 1/17 | JV Girls Basketball | Torrington | Away - Torrington HS [Directions] | Cancelled | 3:45 PM; 1 Bus | |
| Tue., 1/21 | V Girls Basketball | Kaynor Tech | Home - Wilby HS-Gym [Directions] | L 25-49 | ||
| Tue., 1/21 | JV Girls Basketball | Kaynor Tech | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/22 | V Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | L 69-89 | ||
| Wed., 1/22 | JV Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Wed., 1/22 | V Boys Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | 6:00 PM; 1 Bus | |
| Wed., 1/22 | V Girls Basketball | Crosby | Home - Wilby HS-Gym [Directions] | L 19-63 | ||
| Wed., 1/22 | JV Girls Basketball | Crosby | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/23 | FR Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Fri., 1/24 | V Boys Basketball | Oxford | Home - Wilby HS-Gym [Directions] | W 80-75 | ||
| Fri., 1/24 | JV Boys Basketball | Oxford | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/24 | V Boys Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 4:00 p.m. | 2:45 PM; 1 Bus | |
| Fri., 1/24 | V Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | L 25-44 | 3:00 PM; 1 Bus | |
| Fri., 1/24 | JV Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 4:15 p.m. | 3:00 PM; 1 Bus | |
| Tue., 1/28 | V Boys Basketball | Derby | Away - Derby HS-Gym [Directions] | W 84-75 | 4:15 PM; 1 Bus | |
| Tue., 1/28 | JV Boys Basketball | Derby | Away - Derby HS-Gym [Directions] | 5:15 p.m. | 4:15 PM; 1 Bus | |
| Tue., 1/28 | V Girls Basketball | Derby | Home - Wilby HS-Gym [Directions] | L 18-50 | ||
| Tue., 1/28 | JV Girls Basketball | Derby | Home - Wilby HS-Gym [Directions] | Cancelled | ||
| Fri., 1/31 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | L 76-84 | ||
| Fri., 1/31 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/31 | FR Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Fri., 1/31 | V Boys Swimming and Diving | Crosby/WCA | Home - Wilby HS-pool [Directions] | 5:30 p.m. | ||
| Fri., 1/31 | V Girls Basketball | Holy Cross | Home - Wilby HS-Gym [Directions] | L 17-57 | ||
| Fri., 1/31 | JV Girls Basketball | Holy Cross | Home - Wilby HS-Gym [Directions] | Cancelled | ||
| Mon., 2/3 | FR Boys Basketball | Kennedy | Home - Wilby HS-Gym [Directions] | 6:30 p.m. | ||
| Tue., 2/4 | V Boys Basketball | Kennedy | Home - Wilby HS-Gym [Directions] | L 62-73 | ||
| Tue., 2/4 | JV Boys Basketball | Kennedy | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | L 30-54 | 4:15 PM; 1 Bus | |
| Tue., 2/4 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 4:30 p.m. | 4:15 PM; 1 Bus | |
| Thu., 2/6 | FR Boys Basketball | Sacred Heart | Home - Wilby HS-Gym [Directions] | 6:30 p.m. | ||
| Fri., 2/7 | V Boys Basketball | Sacred Heart | Home - Wilby HS-Gym [Directions] | L 54-68 | ||
| Fri., 2/7 | JV Boys Basketball | Sacred Heart | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/7 | V Boys Swimming and Diving | Woodland | Away - Woodland HS-pool [Directions] | 5:00 p.m. | 2:45 PM; 1 Bus | |
| Fri., 2/7 | V Girls Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | L 11-48 | 4:15 PM; 1 Bus | |
| Fri., 2/7 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | Postponed | 4:15 PM; 1 Bus | |
| Mon., 2/10 | FR Boys Basketball | Crosby | Home - Wilby HS-Gym [Directions] | 6:30 p.m. | ||
| Tue., 2/11 | V Boys Basketball | Crosby | Home - Wilby HS-Gym [Directions] | L 79-98 | ||
| Tue., 2/11 | JV Boys Basketball | Crosby | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/11 | V Boys Swimming and Diving | Crosby/WCA, Danbury (Scrim.) | Home - Wilby HS-pool [Directions] | 4:30 p.m. | ||
| Tue., 2/11 | V Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | L 16-69 | 4:15 PM; 1 Bus | |
| Tue., 2/11 | JV Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | Postponed | 4:15 PM; 1 Bus | |
| Thu., 2/13 | V Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | L 61-92 | ||
| Thu., 2/13 | JV Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/13 | V Boys Swimming and Diving | Seymour | Away - Seymour HS-pool [Directions] | 6:00 p.m. | 4:45 PM; 1 Bus | |
| Thu., 2/13 | V Girls Basketball | WCA | Home - Wilby HS-Gym [Directions] | L 9-59 | ||
| Thu., 2/13 | JV Girls Basketball | WCA | Home - Wilby HS-Gym [Directions] | Cancelled | ||
| Tue., 2/18 | V Girls Basketball | Woodland | Home - Wilby HS-Gym [Directions] | L 20-57 | ||
| Tue., 2/18 | JV Girls Basketball | Woodland | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/19 | V Boys Basketball | Kaynor Tech | Home - Wilby HS-Gym [Directions] | W 78-67 | ||
| Wed., 2/19 | JV Boys Basketball | Kaynor Tech | Home - Wilby HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/19 | FR Boys Basketball | Kaynor Tech | Home - Wilby HS-Gym [Directions] | 3:30 p.m. | ||
| Wed., 2/19 | V Boys Swimming and Diving | Kennedy | Home - Wilby HS-pool [Directions] | 5:30 p.m. | ||
| Fri., 2/21 | V Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | L 69-73 | 4:00 PM; 1 Bus | |
| Fri., 2/21 | JV Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | 4:00 PM; 1 Bus | |
| Fri., 2/21 | FR Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Mon., 2/24 | FR Boys Basketball | St. Paul Catholic | Home - Wilby HS-Gym [Directions] | 6:30 p.m. | ||
| Tue., 2/25 | V Boys Basketball | St. Paul Catholic | Home - Wilby HS-Gym [Directions] | W 62-61 | ||
| Tue., 2/25 | JV Boys Basketball | St. Paul Catholic | Home - Wilby HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/27 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | W 58-51 | 4:00 PM; 1 Bus | |
| Thu., 2/27 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:15 p.m. | 4:00 PM; 1 Bus | |
| Thu., 2/27 | FR Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Fri., 2/28 | V Boys Swimming and Diving | NVL Diving Championship | Away - Watertown High-WHS Pool | 6:00 p.m. | ||
| Sat., 2/29 | V Boys Swimming and Diving | Crosby/WCA, Ansonia, Kennedy, TBA, TBA, Naugatuck, Oxford, Sacred Heart, Seymour, Torrington, WCA, Watertown, Wolcott, Woodland | Away - John F. Kennedy HS-John Reardon Pool | 11:00 a.m. | ||
| Sat., 2/29 | V Boys Swimming and Diving | Sacred Heart, Ansonia, Crosby/WCA, Holy Cross, Kennedy, TBA, TBA, Naugatuck, Oxford, Seymour, Torrington, WCA, Watertown, Wolcott, Woodland | Away - John F. Kennedy HS-John Reardon Pool | 5:00 p.m. | ||
| Fri., 3/6 | V Boys Basketball | Crosby (Scrim.) | Away - Crosby HS-CHS - Augelli Court [Directions] | 4:00 p.m. | ||
| Tue., 3/10 | V Boys Basketball | Granby Memorial | Away - Granby Memorial HS-Granby [Directions] | Cancelled | 4:00 PM; 1 Bus | |
| Wed., 3/11 | V Boys Swimming and Diving | CIAC Boys Class LL Diving Championship | Away - Middletown HS-MHS Pool | Cancelled | ||
| Fri., 3/13 | V Co-ed Weightlifting | NVL Weightlifting Competition | Away - Seymour HS-Gym | Cancelled | ||
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Boys Class LL Trials | Away - East Hartford HS-Pool | Cancelled | ||
| Tue., 3/17 | V Boys Swimming and Diving | CIAC Boys Class LL Finals | Away - Wesleyan University-Pool | Cancelled | ||
| Thu., 3/19 | V Boys Swimming and Diving | CIAC Boys State Open Diving | Away - Bulkeley HS-Pool | Cancelled | ||
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Boys State Open Swimming | Away - Yale | Cancelled | ||
| Tue., 3/24 | V Baseball | Hopkins School | Away - Hopkins School-Baseball Field 1 | Cancelled | ||
| Wed., 3/25 | V Baseball | Nonnewaug (Scrim.) | Away - Nonnewaug HS-Baseball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 3/27 | V Baseball | TBA | Away - TBA | Cancelled | 2:15 PM; 1 Bus | |
| Sat., 4/4 | V Baseball | Kaynor Tech | Away - Kaynor Technical School- Kaynor Baseball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 4/6 | V Boys Golf | St. Paul Catholic | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | Postponed | 1:50 PM | |
| Tue., 4/7 | V Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 4/7 | V Boys Outdoor Track | Derby, WCA | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 4/7 | V Girls Outdoor Track | Derby, WCA | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 4/7 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 4/7 | JV Softball | Naugatuck | Away - Breen South South [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/8 | JV Baseball | Naugatuck | Away - Rotary Field-Baseball [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Tennis | Naugatuck | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Wed., 4/8 | V Softball | Kaynor Tech | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/8 | V Girls Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Thu., 4/9 | V Baseball | Seymour | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Thu., 4/9 | V Girls Tennis | Woodland | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Mon., 4/13 | V Boys Tennis | Sacred Heart | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Mon., 4/13 | V Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 4/13 | V Girls Tennis | Sacred Heart | Away - Fulton Park-Tennis Courts | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 4/14 | V Baseball | Wolcott | Away - Wolcott HS-Baseball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 4/14 | V Boys Golf | Holy Cross | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | Postponed | 10:00 AM | |
| Tue., 4/14 | V Boys Outdoor Track | Woodland, Sacred Heart | Away - Woodland HS-Track [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 4/14 | V Girls Outdoor Track | Woodland, Sacred Heart | Away - Woodland HS-Track [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 4/14 | JV Softball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/15 | V Boys Tennis | Holy Cross | Away - Holy Cross [Directions] | Cancelled | 11:00 AM; 1 Bus | |
| Wed., 4/15 | V Softball | Wolcott | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/15 | V Girls Tennis | Holy Cross | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Thu., 4/16 | V Boys Golf | Wolcott | Away - Farmingbury Golf Course [Directions] | Postponed | 1:45 PM | |
| Thu., 4/16 | JV Softball | Wolcott | Home - Bucks Hill Park #2-Buck Hill Park #2 [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 4/17 | V Baseball | Sacred Heart | Away - Fulton Park-Baseball Diamond | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 4/17 | V Boys Tennis | Crosby | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Fri., 4/17 | V Softball | Sacred Heart | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | TBA; 1 Bus | |
| Fri., 4/17 | V Girls Tennis | Crosby | Away - Crosby HS-CHS Tennis. Courts [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Sat., 4/18 | JV Baseball | Sacred Heart | Away - Fulton Park-Baseball Diamond | Cancelled | 10:00 AM; 1 Bus | |
| Mon., 4/20 | V Baseball | Holy Cross | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Golf | Watertown | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | Postponed | 2:00 PM; 1 Bus | |
| Mon., 4/20 | V Boys Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Mon., 4/20 | V Softball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Mon., 4/20 | JV Softball | Holy Cross | Away - Lower Murray Park [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Mon., 4/20 | V Girls Tennis | Ansonia | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Outdoor Track | Seymour, Watertown | Away - Seymour HS-Seymour High School Turf Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 4/21 | V Girls Outdoor Track | Seymour, Watertown | Away - Seymour HS-Seymour High School Turf Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Wed., 4/22 | V Baseball | WCA | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Golf | Naugatuck | Away - Hop Brook Golf Course [Directions] | Postponed | 1:45 PM; 1 Bus | |
| Wed., 4/22 | V Softball | WCA | Away - Huntington Park #3 [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/22 | V Girls Tennis | Seymour | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Thu., 4/23 | JV Softball | WCA | Away - Huntington Park #2 [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 4/24 | V Baseball | Crosby | Away - Crosby HS-CHS Baseball Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 4/24 | V Boys Tennis | Kennedy | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Fri., 4/24 | V Softball | Crosby | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 4/24 | V Girls Tennis | Kennedy | Away - John F. Kennedy HS-Chase Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 4/27 | V Baseball | Ansonia | Away - Nolan Field-Ansonia-Baseball Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 4/27 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | Postponed | 1:40 PM; 1 Bus | |
| Mon., 4/27 | V Boys Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Mon., 4/27 | V Softball | Ansonia | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 4/27 | V Girls Tennis | Torrington | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Outdoor Track | Naugatuck, St. Paul Catholic | Away - Naugatuck HS-Veterans Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 4/28 | V Girls Outdoor Track | Naugatuck, St. Paul Catholic | Away - Naugatuck HS-Veterans Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/29 | V Baseball | Kennedy | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Tennis | Watertown | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Wed., 4/29 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/29 | JV Softball | Kennedy | Away - Town Plot Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 4/29 | V Girls Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/1 | V Baseball | Derby | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Fri., 5/1 | V Boys Tennis | Sacred Heart | Away - Fulton Park-Tennis Courts | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/1 | V Softball | Derby | Away - Payden Park-Payden Field [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Fri., 5/1 | V Girls Tennis | Sacred Heart | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Mon., 5/4 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 5/4 | V Boys Golf | Holy Cross | Away - Western Hills Golf Course (Wtby) [Directions] | Postponed | 2:00 PM | |
| Mon., 5/4 | V Boys Tennis | Holy Cross | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | Torrington | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 5/4 | V Girls Tennis | Holy Cross | Away - Holy Cross [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 5/5 | V Boys Outdoor Track | Oxford, Torrington | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Tue., 5/5 | V Girls Outdoor Track | Oxford, Torrington | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Wed., 5/6 | V Baseball | Watertown | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Tennis | Crosby | Away - Crosby HS-CHS Tennis. Courts [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 5/6 | V Softball | Watertown | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 5/6 | V Girls Tennis | Crosby | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Thu., 5/7 | JV Softball | Watertown | Home - Bucks Hill Park #2-Buck Hill Park #2 [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/8 | V Baseball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/8 | V Boys Tennis | Wolcott | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Fri., 5/8 | V Softball | Holy Cross | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/8 | JV Softball | Holy Cross | Home - Bucks Hill Park #2-Buck Hill Park #2 [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/8 | V Girls Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 5/11 | V Baseball | Crosby | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Golf | Seymour | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | Postponed | 2:00 PM; 1 Bus | |
| Mon., 5/11 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 5/11 | V Softball | Crosby | Away - Crosby HS-CHS Softball Field #1 [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Mon., 5/11 | JV Softball | Crosby | Away - Crosby HS-CHS Softball Field #2 [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Mon., 5/11 | V Girls Tennis | Kennedy | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | Postponed | 1:40 PM | |
| Tue., 5/12 | V Boys Outdoor Track | Crosby, Holy Cross | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 5/12 | V Girls Outdoor Track | Crosby, Holy Cross | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Wed., 5/13 | V Baseball | Sacred Heart | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Tennis | Torrington | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Wed., 5/13 | V Softball | Sacred Heart | Away - Municipal Stadium-Joan Joyce Softball Diamond | Cancelled | 2:45 PM; 1 Bus | |
| Wed., 5/13 | V Girls Tennis | St. Paul Catholic | Away - St. Paul Catholic HS-Page Park, Tennis Courts [Directions] | Cancelled | 3:15 PM; 1 Bus | |
| Thu., 5/14 | JV Softball | Sacred Heart | Away - Municipal Stadium-Joan Joyce Softball Diamond | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/15 | V Baseball | WCA | Away - Washington Park - Waterbury-Baseball FIeld [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Fri., 5/15 | V Softball | WCA | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Sat., 5/16 | JV Softball | Derby | Away - Amendola Field Derby Var-Softball Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Baseball | Kennedy | Away - John F. Kennedy HS-Waterville Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Mon., 5/18 | V Boys Golf | Sacred Heart | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | Postponed | 2:00 PM | |
| Mon., 5/18 | V Softball | Kennedy | Home - Bucks Hill Park #1-Bucks Hill Park [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 5/19 | V Baseball | Oxford | Home - Wilby HS-Wilby H.S. [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Golf | Woodland | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | Postponed | 1:45 PM; 1 Bus | |
| Tue., 5/19 | V Boys Outdoor Track | City Championship | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 5/19 | V Girls Outdoor Track | City Championship | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 5/19 | V Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Wed., 5/20 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | Postponed | 2:00 PM | |
| Wed., 5/20 | JV Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Thu., 5/21 | V Baseball | Hillhouse/Career | Away - West Rock Park - Amhryn Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |