| Crosby 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 317 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Sat., 8/28 | V Football | Hall, Capital/Achievement, Middletown (Scrim.) | Away - Hall HS-Stadium (Turf Field) [Directions] | 9:00 a.m. | ||
| Fri., 9/3 | V Football | East Hartford (Scrim.) | Away - East Hartford HS-Turf Field [Directions] | 5:30 p.m. | ||
| Sat., 9/4 | V Football | Wilby (Scrim.) | Away - Municipal Stadium-Bethel HS Track & Field Training Center [Directions] | Canceled | Cancelled | |
| Sat., 9/4 | V Boys Soccer | Kennedy | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | ||
| Fri., 9/10 | V Football | Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 7:00 p.m. | L 27-38 | |
| Fri., 9/10 | V Boys Soccer | Terryville (Scrim.) | Away - Terryville HS-Soccer Field [Directions] | 4:45 p.m. | ||
| Sat., 9/11 | FM Football | Woodland | Away - Woodland HS-Woodland Football Field [Directions] | 10:00 a.m. | ||
| Tue., 9/14 | V Boys Cross Country | Holy Cross, Derby, Kennedy | Away - Holy Cross [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Tue., 9/14 | V Boys Soccer | Ansonia | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | W 9-1 | |
| Tue., 9/14 | V Girls Cross Country | Holy Cross, Derby, Kennedy | Away - Holy Cross [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Tue., 9/14 | V Girls Volleyball | Holy Cross | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | L 0-3 | |
| Tue., 9/14 | JV Girls Volleyball | Holy Cross | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 9/17 | V Boys Soccer | Wolcott | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | L 2-3 | |
| Fri., 9/17 | V Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 9/17 | JV Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 9/21 | V Boys Cross Country | Oxford, Wilby | Home - Bucks Hill (MONTOE) Park-Soccer Pitch [Directions] | Postponed | ||
| Tue., 9/21 | V Boys Soccer | Watertown | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 1-7 | |
| Tue., 9/21 | V Girls Cross Country | Oxford, Wilby | Home - Bucks Hill (MONTOE) Park-Soccer Pitch [Directions] | Postponed | ||
| Tue., 9/21 | V Girls Volleyball | Oxford | Away - Oxford HS-Main Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/21 | JV Girls Volleyball | Oxford | Away - Oxford HS-Gym 1 [Directions] | 4:30 p.m. | ||
| Thu., 9/23 | V Girls Volleyball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | 5:15 p.m. | L 0-3 | |
| Fri., 9/24 | V Boys Soccer | Torrington | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | L 1-5 | |
| Fri., 9/24 | V Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Fri., 9/24 | JV Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 5:15 p.m. | ||
| Sat., 9/25 | FM Football | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | Postponed | ||
| Tue., 9/28 | V Boys Soccer | Holy Cross | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 0-9 | |
| Tue., 9/28 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Tue., 9/28 | JV Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 9/29 | V Boys Cross Country | St. Paul Catholic, WCA | Away - St. Paul Catholic HS-St. Paul Track [Directions] | 5:00 p.m. | ||
| Wed., 9/29 | V Girls Cross Country | St. Paul Catholic, WCA | Away - St. Paul Catholic HS-St. Paul Track [Directions] | 5:00 p.m. | ||
| Thu., 9/30 | V Football | Holy Cross | Away - Municipal Stadium Complex-Bethel HS Track & Field Training Center [Directions] | 2:30 p.m. | L 21-33 | |
| Thu., 9/30 | V Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 9/30 | JV Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:45 p.m. | ||
| Fri., 10/1 | V Boys Soccer | Naugatuck | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:00 p.m. | L 1-9 | |
| Fri., 10/1 | V Girls Volleyball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/1 | JV Girls Volleyball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/2 | FM Football | Holy Cross | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | ||
| Sat., 10/2 | V Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 11:00 a.m. | W 3-0 | |
| Mon., 10/4 | V Boys Soccer | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 3-4 | |
| Tue., 10/5 | V Boys Cross Country | Watertown, Seymour, Woodland | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:00 p.m. | ||
| Tue., 10/5 | V Girls Cross Country | Watertown, Seymour, Woodland | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:00 p.m. | ||
| Tue., 10/5 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/5 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 10/6 | V Boys Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | L 2-6 | |
| Thu., 10/7 | V Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:45 p.m. | L 0-3 | |
| Thu., 10/7 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 10/8 | V Football | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 34-20 | |
| Fri., 10/8 | V Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Fri., 10/8 | JV Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Sat., 10/9 | JV Football | Oxford | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | ||
| Tue., 10/12 | V Boys Cross Country | Naugatuck, Torrington, Wolcott | Away - Hop Brook Park [Directions] | 3:45 p.m. | ||
| Tue., 10/12 | V Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:30 p.m. | L 1-6 | |
| Tue., 10/12 | V Girls Cross Country | Naugatuck, Torrington, Wolcott | Away - Hop Brook Park [Directions] | 3:30 p.m. | ||
| Tue., 10/12 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | L 0-3 | |
| Tue., 10/12 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/13 | V Boys Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | L 1-4 | |
| Thu., 10/14 | V Football | WCA | Home - Municipal Stadium Complex-Ray Snyder, Sr. Turf Field [Directions] | 2:30 p.m. | L 13-20 | |
| Thu., 10/14 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | L 1-3 | |
| Thu., 10/14 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 10/15 | V Boys Cross Country | City Championships | Home - Bucks Hill (MONTOE) Park-Soccer Pitch [Directions] | 3:45 p.m. | ||
| Fri., 10/15 | V Boys Soccer | Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | L 0-9 | |
| Fri., 10/15 | V Girls Cross Country | City Championships | Home - Bucks Hill (MONTOE) Park-Soccer Pitch [Directions] | 3:45 p.m. | ||
| Fri., 10/15 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:30 p.m. | L 0-3 | |
| Fri., 10/15 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 10/18 | V Boys Soccer | Kennedy | Away - Municipal Stadium (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | W 6-3 | |
| Wed., 10/20 | V Boys Soccer | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 6:00 p.m. | L 1-9 | |
| Thu., 10/21 | V Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/21 | JV Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 10/22 | V Football | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | W 55-0 | |
| Fri., 10/22 | V Girls Volleyball | Kennedy | Away - J F Kennedy HS Turf-Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Fri., 10/22 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 10/25 | V Boys Soccer | Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | W 4-0 | |
| Mon., 10/25 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:30 p.m. | L 0-3 | |
| Mon., 10/25 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 10/27 | V Boys Soccer | WCA | Away - Crosby HS-Jimmy Lee Stadium (turf) [Directions] | 6:15 p.m. | L 1-6 | |
| Wed., 10/27 | V Girls Volleyball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:30 p.m. | W 3-2 | |
| Wed., 10/27 | JV Girls Volleyball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:15 p.m. | ||
| Thu., 10/28 | FM Football | St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | Postponed | ||
| Thu., 10/28 | FM Football | Seymour | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | ||
| Thu., 10/28 | V Girls Volleyball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | 5:15 p.m. | L 0-3 | |
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class LL Championship | Away - Wickham Park | 1:00 p.m. | ||
| Mon., 11/1 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:00 p.m. | W 49-0 | |
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class LL Championship | Away - Wickham Park | 1:30 p.m. | ||
| Fri., 11/5 | FM Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | ||
| Sat., 11/6 | V Football | Watertown | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | L 6-7 | |
| Wed., 11/10 | FM Football | Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:30 p.m. | ||
| Thu., 11/11 | V Football | Wilby | Away - Municipal Stadium Complex-Bethel HS Track & Field Training Center [Directions] | 6:00 p.m. | W 62-28 | |
| Wed., 11/17 | FM Football | Naugatuck | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:30 p.m. | ||
| Thu., 11/18 | V Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | L 14-37 | |
| Thu., 11/25 | V Football | Kennedy | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | W 35-22 | |
| Wed., 12/8 | V Boys Basketball | Harding (Scrim.) | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | ||
| Thu., 12/9 | V Boys Basketball | Bristol Central (Scrim.) | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | ||
| Sat., 12/11 | V Boys Basketball | Windsor, Capital Prep, Cromwell, Daniel Hand, East Hartford, Farmington, Fitch, Holy Cross, New London, Norwich Free Academy, West Springfield (MA), Xavier | Away - Windsor HS-WHS Main Gym | 4:00 p.m. | ||
| Tue., 12/14 | V Boys Basketball | Ridgefield (Scrim.) | Away - Ridgefield HS-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 12/14 | V Girls Basketball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 35-60 | |
| Tue., 12/14 | JV Girls Basketball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Thu., 12/16 | FR Boys Basketball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Fri., 12/17 | V Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 7:00 p.m. | L 22-57 | |
| Fri., 12/17 | JV Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Sat., 12/18 | V Boys Basketball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | 12:00 p.m. | W 86-36 | |
| Sat., 12/18 | JV Boys Basketball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | 10:30 a.m. | ||
| Mon., 12/20 | FR Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Tue., 12/21 | V Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 79-56 | |
| Tue., 12/21 | JV Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 12/21 | V Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | L 18-76 | |
| Tue., 12/21 | JV Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 12/23 | V Boys Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 5:00 p.m. | W 82-49 | |
| Thu., 12/23 | JV Boys Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 3:30 p.m. | ||
| Thu., 12/23 | V Girls Basketball | Seymour | Home - Crosby HS-CHS - Augelli Court [Directions] | 1:30 p.m. | L 23-69 | |
| Thu., 12/23 | JV Girls Basketball | Seymour | Home - Crosby HS-CHS - Augelli Court [Directions] | 12:00 p.m. | ||
| Tue., 12/28 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | W 97-91(2OT) | |
| Tue., 12/28 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/29 | FR Boys Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Thu., 12/30 | V Boys Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 62-84 | |
| Thu., 12/30 | JV Boys Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 1/4 | V Boys Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 7:00 p.m. | L 74-76 | |
| Tue., 1/4 | JV Boys Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/6 | FR Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 1/7 | V Boys Swimming and Diving | Woodland | Home - Crosby HS-CHS Pool [Directions] | Canceled | Cancelled | |
| Sat., 1/8 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 12:00 p.m. | W 81-37 | |
| Sat., 1/8 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | Postponed | ||
| Sat., 1/8 | V Girls Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 11:30 a.m. | W 45-15 | |
| Sat., 1/8 | JV Girls Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 10:00 a.m. | ||
| Tue., 1/11 | V Boys Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | W 85-43 | |
| Tue., 1/11 | JV Boys Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/11 | V Boys Swimming and Diving | Woodland, Seymour | Away - Woodland HS-pool [Directions] | 6:15 p.m. | ||
| Tue., 1/11 | V Girls Basketball | Derby | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 42-11 | |
| Tue., 1/11 | JV Girls Basketball | Derby | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Wed., 1/12 | V Girls Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 32-54 | |
| Wed., 1/12 | JV Girls Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 1/14 | V Boys Basketball | Amistad | Away - Amistad HS-Gym [Directions] | 6:00 p.m. | W 64 53 | |
| Fri., 1/14 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 6:00 p.m. | ||
| Fri., 1/14 | V Girls Basketball | Brookfield | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 33-52 | |
| Fri., 1/14 | JV Girls Basketball | Brookfield | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 1/18 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 7:00 p.m. | W 71-46 | |
| Tue., 1/18 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/18 | V Girls Basketball | Woodland | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 40-65 | |
| Tue., 1/18 | JV Girls Basketball | Woodland | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Wed., 1/19 | FR Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 1/21 | FR Boys Basketball | WCA | Home - 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 | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 25-38 | |
| Fri., 1/21 | JV Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 1/22 | V Boys Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 12:00 p.m. | W 91-57 | |
| Sat., 1/22 | JV Boys Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 10:30 a.m. | ||
| Mon., 1/24 | FR Boys Basketball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Tue., 1/25 | V Boys Basketball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 69-56 | |
| Tue., 1/25 | JV Boys Basketball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 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 | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | L 34-80 | |
| Tue., 1/25 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/26 | V Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 56-53 | |
| Wed., 1/26 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/28 | V Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:15 p.m. | W 71-60 | |
| Fri., 1/28 | JV Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:45 p.m. | ||
| Fri., 1/28 | V Girls Basketball | Ansonia | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:30 p.m. | L 42-62 | |
| Fri., 1/28 | JV Girls Basketball | Ansonia | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:15 p.m. | ||
| Mon., 1/31 | FR Boys Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Tue., 2/1 | V Boys Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 92-47 | |
| Tue., 2/1 | JV Boys Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 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 | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | L 16-50 | |
| Tue., 2/1 | JV Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/2 | V Girls Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 63-48 | |
| Wed., 2/2 | JV Girls Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Thu., 2/3 | V Boys Swimming and Diving | Naugatuck | Home - Crosby HS-CHS Pool [Directions] | 6:00 p.m. | ||
| Fri., 2/4 | JV Girls Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Mon., 2/7 | V Boys Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 82-70 | |
| Mon., 2/7 | JV Boys Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 2/8 | FR Boys Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Tue., 2/8 | V Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 62-42 | |
| Tue., 2/8 | JV Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/9 | V Girls Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | L 42-81 | |
| Thu., 2/10 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | L 61-63 | |
| Thu., 2/10 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/11 | FR Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 2/11 | V Boys Indoor Track | Class LL Championship | Away - Floyd Little Athletic Center | 4:00 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 | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 27-43 | |
| Fri., 2/11 | JV Girls Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Sat., 2/12 | V Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 12:00 p.m. | L 76-82 | |
| Sat., 2/12 | JV Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 10:30 a.m. | ||
| Mon., 2/14 | FR Boys Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Tue., 2/15 | V Boys Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 78 83 | |
| Tue., 2/15 | JV Boys Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 2/15 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:00 p.m. | L 40-49 | |
| Tue., 2/15 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | Canceled | Cancelled | |
| Thu., 2/17 | V Boys Basketball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 98-37 | |
| Thu., 2/17 | JV Boys Basketball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Thu., 2/17 | V Girls Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | L 43-56 | |
| Thu., 2/17 | JV Girls Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 2/19 | FR Boys Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 11:00 a.m. | ||
| Sat., 2/19 | V Boys Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Girls Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Tue., 2/22 | V Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 7:00 p.m. | W 91-50 | |
| Tue., 2/22 | JV Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/26 | V Boys Basketball | St. Paul Catholic | Home - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 11:00 a.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 | Kennedy | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 3/2 | V Girls Swimming and Diving | TBA, Holy Cross, Kennedy, TBA, Oxford, Seymour, Torrington, WCA, Watertown | Away - Watertown HS | 6:00 p.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. | ||
| Thu., 3/10 | V Boys Basketball | Stamford | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:30 p.m. | ||
| Fri., 3/11 | V Boys Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 7:00 p.m. | ||
| Thu., 3/31 | V Baseball | Wamogo (Scrim.) | Home - Crosby HS-CHS Baseball Field [Directions] | 3:45 p.m. | ||
| Sat., 4/2 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | Canceled | Cancelled | |
| Sat., 4/2 | V Softball | Wilby | Away - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 9:30 a.m. | L 12-24 | |
| Sat., 4/2 | V Girls Tennis | Seymour | Away - Seymour HS-Tennis [Directions] | 10:00 a.m. | L 0-7 | |
| Mon., 4/4 | V Baseball | Derby | Away - Payden Park [Directions] | 5:30 p.m. | L 4-11 | |
| Mon., 4/4 | V Softball | Derby | Home - Municipal Stadium (Waterbury, CT)-Joan Joyce Softball Diamond [Directions] | 5:30 p.m. | L 8-23 | |
| Tue., 4/5 | V Baseball | Holy Cross | Away - Bucks Hill (MONTOE) Park-Baseball Field [Directions] | 4:00 p.m. | L 2-14 | |
| Tue., 4/5 | V Boys Outdoor Track | Torrington, WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/5 | V Girls Outdoor Track | Torrington, WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/5 | V Girls Tennis | Holy Cross | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Wed., 4/6 | V Boys Tennis | Holy Cross | Away - Holy Cross-Tennis Courts [Directions] | Canceled | Cancelled | |
| Thu., 4/7 | JV Baseball | Wamogo | Home - Crosby HS-CHS Baseball Field [Directions] | 10:00 a.m. | ||
| Thu., 4/7 | V Softball | Holy Cross | Home - Municipal Stadium (Waterbury, CT)-Joan Joyce Softball Diamond [Directions] | 3:45 p.m. | L 0-12 | |
| Fri., 4/8 | V Boys Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | Canceled | Cancelled | |
| Mon., 4/11 | V Baseball | Watertown | Away - Deland Field-Deland field [Directions] | 3:45 p.m. | L 0-10 | |
| 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 | |
| Mon., 4/11 | V Boys Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | Canceled | Cancelled | |
| Mon., 4/11 | V Softball | Watertown | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 18-0 | |
| Mon., 4/11 | V Girls Tennis | Watertown | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Tue., 4/12 | V Boys Outdoor Track | Holy Cross, Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 4:45 p.m. | ||
| Tue., 4/12 | V Girls Outdoor Track | Holy Cross, Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 4:45 p.m. | ||
| Tue., 4/12 | JV Softball | WCA | Away - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 5:00 p.m. | ||
| Wed., 4/13 | V Baseball | WCA | Home - Municipal Stadium Complex-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:30 p.m. | W 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 Boys Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | Canceled | Cancelled | |
| Wed., 4/13 | V Softball | WCA | Away - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 5:30 p.m. | L 2-18 | |
| Thu., 4/14 | JV Baseball | WCA | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | ||
| Fri., 4/15 | V Baseball | Wilby | Home - Washington Park Waterbury-Baseball FIeld [Directions] | 11:00 a.m. | W 12-2 | |
| 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 | |
| Sat., 4/16 | V Softball | Seymour | Home - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 10:00 a.m. | L 1-19 | |
| Sat., 4/16 | V Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | 1:00 p.m. | L 2-17 | |
| Sat., 4/16 | V Girls Tennis | Seymour | Home - Crosby HS-CHS Tennis. Courts [Directions] | 11:00 a.m. | L 0-7 | |
| 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 | |
| Mon., 4/18 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | Canceled | Cancelled | |
| Mon., 4/18 | V Softball | Kennedy | Home - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 11:00 a.m. | L 2-19 | |
| Mon., 4/18 | V Girls Tennis | Kennedy | Home - Crosby HS-CHS Tennis. Courts [Directions] | 10:00 a.m. | L 0-7 | |
| Wed., 4/20 | V Baseball | Holy Cross | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 13-0 | |
| Wed., 4/20 | V Boys Tennis | Holy Cross | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Wed., 4/20 | V Softball | Holy Cross | Away - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 3:30 p.m. | L 0-17 | |
| Wed., 4/20 | V Girls Tennis | Holy Cross | Away - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Thu., 4/21 | JV Baseball | Wamogo | Away - Wamogo Regional HS-Litchfield MS [Directions] | 10:30 a.m. | ||
| Fri., 4/22 | V Baseball | Wilby | Away - Municipal Stadium Complex-Bethel HS Track & Field Training Center [Directions] | 6:00 p.m. | L 6-8 | |
| Fri., 4/22 | V Boys Tennis | Wilby | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Fri., 4/22 | V Softball | Wilby | Home - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 3:30 p.m. | L 12-13 | |
| Fri., 4/22 | V Girls Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 11:00 a.m. | L 1-4 | |
| Sat., 4/23 | V Boys Outdoor Track | Seymour, St. Paul Catholic | Away - Seymour HS-Seymour High School Turf Field [Directions] | 1:00 p.m. | ||
| Sat., 4/23 | V Girls Outdoor Track | Seymour, St. Paul Catholic | Away - Seymour HS-Seymour High School Turf Field [Directions] | 1:00 p.m. | ||
| Mon., 4/25 | V Baseball | Kennedy | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 2-0 | |
| 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 Boys Tennis | Kennedy | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Mon., 4/25 | V Girls Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| 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 Boys Outdoor Track | Derby, Watertown | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:00 p.m. | ||
| Wed., 4/27 | V Girls Outdoor Track | Derby, Watertown | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:00 p.m. | ||
| Wed., 4/27 | V Girls Tennis | Woodland | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-7 | |
| 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 | |
| Fri., 4/29 | V Baseball | Naugatuck | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 0-29 | |
| Fri., 4/29 | V Boys Tennis | Naugatuck | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Fri., 4/29 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 5:30 p.m. | L 0-20 | |
| Fri., 4/29 | V Girls Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 5:30 p.m. | L 0-7 | |
| Mon., 5/2 | V Softball | WCA | Home - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 7:15 p.m. | L 18-3 | |
| Tue., 5/3 | V Baseball | WCA | Away - Bucks Hill (MONTOE) Park-Baseball Field [Directions] | 5:00 p.m. | W 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 | Wolcott, Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 2:30 p.m. | ||
| Tue., 5/3 | V Girls Outdoor Track | Wolcott, Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 2:30 p.m. | ||
| Tue., 5/3 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 3:45 p.m. | L 8-20 | |
| Wed., 5/4 | V Boys Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | Canceled | Cancelled | |
| Thu., 5/5 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | 5:30 p.m. | L 3-12 | |
| Thu., 5/5 | JV Baseball | WCA | Home - Crosby HS-CHS Baseball Field [Directions] | Postponed | ||
| Thu., 5/5 | V Softball | Torrington | Home - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 3:45 p.m. | L 0-20 | |
| Thu., 5/5 | V Girls Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Fri., 5/6 | V Boys Tennis | Wolcott | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Sat., 5/7 | JV Baseball | Wamogo | Home - Crosby HS-CHS Baseball Field [Directions] | Postponed | ||
| Mon., 5/9 | V Baseball | Ansonia | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 4-1 | |
| 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 Boys Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Mon., 5/9 | V Softball | Ansonia | Away - Ansonia HS-Charger Field [Directions] | 5:00 p.m. | L 26-6 | |
| Mon., 5/9 | V Girls Tennis | Ansonia | Away - Nolan Field-Ansonia-Nolan Field- Tennis Courts [Directions] | 5:00 p.m. | L 0-7 | |
| Tue., 5/10 | V Boys Outdoor Track | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 2:30 p.m. | ||
| Tue., 5/10 | V Boys Tennis | Watertown | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Tue., 5/10 | V Girls Outdoor Track | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 2:30 p.m. | ||
| Tue., 5/10 | JV Softball | WCA | Away - Huntingdon Park #2 [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Girls Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 2:15 p.m. | L 0-7 | |
| Wed., 5/11 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Baseball Field [Directions] | 5:15 p.m. | L 15-1 | |
| 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 | St. Paul Catholic | Home - Huntingdon Park #3 [Directions] | 4:30 p.m. | L 0-16 | |
| Wed., 5/11 | V Girls Tennis | St. Paul Catholic | Home - Crosby HS-CHS Tennis. Courts [Directions] | 4:30 p.m. | L 0-7 | |
| Thu., 5/12 | V Baseball | Seymour | Away - French Park-Baseball Field [Directions] | 5:00 p.m. | L 0-13 | |
| Fri., 5/13 | V Boys Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | Canceled | Cancelled | |
| Fri., 5/13 | V Girls Tennis | Ansonia | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Sat., 5/14 | V Baseball | Oxford | Home - Crosby HS-CHS Baseball Field [Directions] | 11:00 a.m. | L 13-3 | |
| Sat., 5/14 | V Softball | Wolcott | Away - Wolcott HS-George Babcock Softball Field [Directions] | 6:00 p.m. | L 1-19 | |
| Mon., 5/16 | V Baseball | Woodland | Home - Crosby HS-CHS Baseball Field [Directions] | 2:45 p.m. | L 3-18 | |
| 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 | |
| Mon., 5/16 | V Boys Tennis | Woodland | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Mon., 5/16 | V Girls Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 1:45 p.m. | L 0-7 | |
| Tue., 5/17 | V Baseball | Wolcott | Home - Crosby HS-CHS Baseball Field [Directions] | 4:00 p.m. | L 1-16 | |
| Tue., 5/17 | V Boys Outdoor Track | Kennedy, Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 2:30 p.m. | ||
| Tue., 5/17 | V Girls Outdoor Track | Kennedy, Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 2:30 p.m. | ||
| Wed., 5/18 | V Baseball | Kennedy | Away - John F. Kennedy HS-Waterville Park [Directions] | 3:45 p.m. | L 5-8 | |
| Wed., 5/18 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:00 p.m. | Laniah Moffet 44 Aoife Devaney 43 Aidan Devaney 38 | |
| Wed., 5/18 | V Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | 5:00 p.m. | L 0-23 | |
| 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 | |
| Fri., 5/20 | V Baseball | Kaynor Tech | Away - Kaynor Technical School-Municipal Stadium [Directions] | 3:45 p.m. | L 5-6 | |
| Mon., 5/23 | V Girls Tennis | NVL Girls Tennis Individual Tournament | Away - Woodland HS-Tennis Courts | 12:00 p.m. | ||
| 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. | ||
| Wed., 5/25 | V Softball | Kaynor Tech | Home - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 6:30 p.m. | L 3-22 | |
| Tue., 5/31 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Tue., 5/31 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park | 4:00 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. | ||