| Crosby 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 320 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Sat., 8/27 | V Football | Hall, Berlin, Middletown (Scrim.) | Away - Hall HS-Stadium (Turf Field) [Directions] | 9:00 a.m. | ||
| Fri., 9/2 | V Football | Capital/Achievement (Scrim.) | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:00 p.m. | ||
| Wed., 9/7 | V Boys Soccer | Wilby (Scrim.) | Away - Wilby HS-Wilby H.S. [Directions] | 3:30 p.m. | ||
| Fri., 9/9 | V Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 50-34 | |
| Sat., 9/10 | FM Football | Watertown (Scrim.) | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | ||
| Tue., 9/13 | V Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/13 | JV Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 9/14 | V Boys Cross Country | Derby, Holy Cross, Kennedy | Home - Bucks Hill (MONTOE) Park-XC Course [Directions] | 3:45 p.m. | ||
| Wed., 9/14 | V Girls Cross Country | Derby, Holy Cross, Kennedy | Home - Bucks Hill (MONTOE) Park-Soccer Pitch [Directions] | 3:45 p.m. | ||
| Thu., 9/15 | V Boys Soccer | WCA | Away - Crosby HS-Jimmy Lee Stadium (turf) [Directions] | 5:00 p.m. | L 3-1 | |
| Fri., 9/16 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 7:00 p.m. | L 24-28 | |
| Fri., 9/16 | V Boys Soccer | Wolcott | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:00 p.m. | L 7-1 | |
| Fri., 9/16 | V Girls Volleyball | Wilby | Away - Wilby HS-Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 9/16 | JV Girls Volleyball | Wilby | Away - Wilby HS-Gym [Directions] | 4:45 p.m. | ||
| Sat., 9/17 | FM Football | St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | ||
| Sat., 9/17 | JV Boys Soccer | WCA | Away - Hamilton Park [Directions] | 10:30 a.m. | ||
| Mon., 9/19 | V Boys Soccer | Ansonia | Away - Ansonia HS-Charger Field [Directions] | 3:30 p.m. | L 5-0 | |
| Tue., 9/20 | V Boys Cross Country | Oxford, Wilby | Away - Oxford HS-OHS XC TRAIL [Directions] | 4:30 p.m. | ||
| Tue., 9/20 | V Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | L 4-0 | |
| Tue., 9/20 | V Girls Cross Country | Oxford, Wilby | Away - Oxford HS-OHS XC TRAIL [Directions] | 4:30 p.m. | ||
| Tue., 9/20 | V Girls Volleyball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 1-3 | |
| Tue., 9/20 | JV Girls Volleyball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:45 p.m. | ||
| Thu., 9/22 | V Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 3:45 p.m. | L 7-1 | |
| Thu., 9/22 | V Girls Volleyball | Terryville | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:15 p.m. | W 3-2 | |
| Thu., 9/22 | JV Girls Volleyball | Terryville | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:00 p.m. | ||
| Fri., 9/23 | V Football | Derby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 7:00 p.m. | W 42-8 | |
| Fri., 9/23 | V Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/23 | JV Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 4:45 p.m. | ||
| Sat., 9/24 | JV Football | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 10:00 a.m. | ||
| Tue., 9/27 | V Boys Cross Country | WCA, St. Paul Catholic | Away - Bucks Hill (MONTOE) Park-XC Course [Directions] | 4:30 p.m. | ||
| Tue., 9/27 | V Boys Soccer | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 0-7 | |
| Tue., 9/27 | V Girls Cross Country | WCA, St. Paul Catholic | Away - Bucks Hill (MONTOE) Park-XC Course [Directions] | 4:30 p.m. | ||
| Tue., 9/27 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/27 | JV Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 9/28 | V Boys Soccer | Kaynor Tech | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | L 2-1 | |
| Wed., 9/28 | JV Boys Soccer | St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:30 p.m. | ||
| Thu., 9/29 | V Girls Volleyball | Ansonia | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/29 | JV Girls Volleyball | Ansonia | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Fri., 9/30 | V Football | Torrington | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 7:00 p.m. | W 42-6 | |
| Fri., 9/30 | V Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 3:45 p.m. | L 3-0 | |
| Fri., 9/30 | V Girls Volleyball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/30 | JV Girls Volleyball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Sat., 10/1 | FM Football | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | Postponed | ||
| Sat., 10/1 | JV Boys Soccer | Naugatuck | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 11:00 a.m. | ||
| Mon., 10/3 | V Boys Soccer | Derby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | W 7-1 | |
| Tue., 10/4 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Tue., 10/4 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 10/6 | V Boys Cross Country | Woodland, Seymour, Watertown | Away - Woodland HS-Track [Directions] | 4:00 p.m. | ||
| Thu., 10/6 | FM Football | WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Thu., 10/6 | V Boys Soccer | Oxford | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:30 p.m. | L 5-0 | |
| Thu., 10/6 | V Girls Cross Country | Woodland, Seymour, Watertown | Away - Woodland HS-Track [Directions] | 4:00 p.m. | ||
| Thu., 10/6 | V Girls Volleyball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 2-3 | |
| Thu., 10/6 | JV Girls Volleyball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Fri., 10/7 | V Football | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 7:00 p.m. | L 0-21 | |
| Fri., 10/7 | V Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/7 | JV Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Tue., 10/11 | V Boys Cross Country | Torrington, Naugatuck, Wolcott | Away - Hop Brook Park [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Boys Soccer | St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:00 p.m. | L 5-1 | |
| Tue., 10/11 | V Girls Cross Country | Torrington, Naugatuck, Wolcott | Away - Hop Brook Park [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Tue., 10/11 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 4:45 p.m. | ||
| Thu., 10/13 | JV Boys Soccer | WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | Postponed | ||
| Thu., 10/13 | V Girls Volleyball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/13 | JV Girls Volleyball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Fri., 10/14 | V Boys Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 3:45 p.m. | L 2-0 | |
| Fri., 10/14 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/14 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | ||
| Mon., 10/17 | V Boys Soccer | Kennedy | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 10/18 | V Girls Volleyball | Kaynor Tech | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | W 3-2 | |
| Tue., 10/18 | JV Girls Volleyball | Kaynor Tech | Home - Crosby HS-CHS - Augelli Court [Directions] | 3:30 p.m. | ||
| Wed., 10/19 | V Boys Cross Country | NVL XC Championships | Away - Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. | ||
| Wed., 10/19 | V Boys Soccer | Seymour | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | L 4-0 | |
| Wed., 10/19 | V Girls Cross Country | NVL XC Championships | Away - Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. | ||
| Thu., 10/20 | FM Football | Gilbert/Northwestern/Housy | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Thu., 10/20 | V Girls Volleyball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/20 | JV Girls Volleyball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Fri., 10/21 | V Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/21 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/22 | V Football | Gilbert/Northwestern/Housy | Away - Gilbert School-Football Field [Directions] | 1:00 p.m. | L 42-69 | |
| Mon., 10/24 | V Boys Soccer | Wilby | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | W 2-0 | |
| Mon., 10/24 | V Girls Volleyball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 10/24 | JV Girls Volleyball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Wed., 10/26 | V Boys Soccer | WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | T 1-1 | |
| Wed., 10/26 | V Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | W 3-1 | |
| Wed., 10/26 | JV Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/27 | JV Boys Soccer | Watertown | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Thu., 10/27 | V Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 5:15 p.m. | W 3-1 | |
| Thu., 10/27 | JV Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/28 | FM Football | Holy Cross | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | Postponed | ||
| Sat., 10/29 | V Boys Cross Country | CIAC Class LL Championship | Away - Wickham Park | 10:45 a.m. | ||
| Sat., 10/29 | V Football | Holy Cross | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | L 8-35 | |
| Sat., 10/29 | V Girls Cross Country | CIAC Class LL Championship | Away - Wickham Park | 10:10 a.m. | ||
| Wed., 11/2 | FM Football | Wilby | Away - Wilby HS-Football Field [Directions] | 3:30 p.m. | ||
| Sat., 11/5 | V Football | Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | W 58-50 | |
| Thu., 11/10 | JV Football | Oxford | Away - Oxford HS-Wolverine Field [Directions] | 5:00 p.m. | ||
| Sat., 11/12 | V Football | Oxford | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | W 18-14 | |
| Thu., 11/17 | FM Football | Kennedy | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Thu., 11/24 | V Football | Kennedy | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 10:00 a.m. | W 8-6 | |
| Tue., 12/6 | V Boys Basketball | Bristol Central (Scrim.) | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 12/8 | V Girls Basketball | Platt Tech (Scrim.) | Away - Platt Tech.-Gym [Directions] | 3:45 p.m. | ||
| Mon., 12/12 | V Boys Basketball | New Canaan (Scrim.) | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:30 p.m. | ||
| Tue., 12/13 | V Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 5:00 p.m. | L 41-69 | |
| Tue., 12/13 | JV Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 12/16 | V Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 7:00 p.m. | W 82-36 | |
| Fri., 12/16 | JV Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/16 | V Boys Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 4:00 p.m. | ||
| Fri., 12/16 | V Girls Basketball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 32-53 | |
| Fri., 12/16 | JV Girls Basketball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Mon., 12/19 | FR Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 12/20 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | L 70-77 | |
| Tue., 12/20 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/20 | V Boys Swimming and Diving | Holy Cross | Away - Kennedy HS (Waterbury) [Directions] | 5:00 p.m. | ||
| Tue., 12/20 | V Girls Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 42-74 | |
| Tue., 12/20 | JV Girls Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Thu., 12/22 | V Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 6:00 p.m. | L 29-58 | |
| Fri., 12/23 | JV Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | Canceled | Cancelled | |
| Mon., 12/26 | FR Boys Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Tue., 12/27 | V Boys Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 61-72 | |
| Tue., 12/27 | JV Boys Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 12/27 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 3:00 p.m. | W 68-48 | |
| Tue., 12/27 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 1:30 p.m. | ||
| Thu., 12/29 | V Boys Basketball | New London | Away - New London HS-Conway Gym [Directions] | 7:00 p.m. | L 64-81 | |
| Thu., 12/29 | JV Boys Basketball | New London | Away - New London HS-Conway Gym [Directions] | 5:30 p.m. | ||
| Fri., 12/30 | V Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 54-52 | |
| Fri., 12/30 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/30 | V Girls Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 48-51(OT) | |
| Fri., 12/30 | JV Girls Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Wed., 1/4 | V Boys Basketball | Seymour | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 74-56 | |
| Wed., 1/4 | JV Boys Basketball | Seymour | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Thu., 1/5 | FR Boys Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Fri., 1/6 | V Boys Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 52-51 | |
| Fri., 1/6 | JV Boys Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 1/6 | V Boys Swimming and Diving | Woodland | Away - Woodland HS-pool [Directions] | Canceled | Cancelled | |
| Fri., 1/6 | V Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 60-39 | |
| Fri., 1/6 | JV Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/9 | V Boys Basketball | Derby | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 94-44 | |
| Mon., 1/9 | JV Boys Basketball | Derby | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Mon., 1/9 | V Girls Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | W 44-22 | |
| Wed., 1/11 | V Girls Basketball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | 5:30 p.m. | W 63-49 | |
| Wed., 1/11 | JV Girls Basketball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 1/12 | V Boys Basketball | New London | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 67-75 | |
| Thu., 1/12 | JV Boys Basketball | New London | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 1/13 | V Boys Swimming and Diving | Watertown | Home - Crosby HS-CHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/13 | V Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:00 p.m. | L 38-59 | |
| Fri., 1/13 | JV Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/17 | V Boys Basketball | Woodland | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 95-59 | |
| Tue., 1/17 | JV Boys Basketball | Woodland | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 1/17 | V Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:45 p.m. | L 46-51 | |
| Tue., 1/17 | JV Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | Canceled | Cancelled | |
| Thu., 1/19 | FR Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 1/20 | V Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 89-95 | |
| Fri., 1/20 | JV Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/20 | V Boys Swimming and Diving | Torrington | Home - Crosby HS-CHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/20 | V Girls Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 46-51(OT) | |
| Fri., 1/20 | JV Girls Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Tue., 1/24 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | W 80-50 | |
| Tue., 1/24 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/24 | V Girls Basketball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 34-78 | |
| Tue., 1/24 | JV Girls Basketball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Fri., 1/27 | V Boys Basketball | Ansonia | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 79-65 | |
| Fri., 1/27 | JV Boys Basketball | Ansonia | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 1/27 | V Boys Indoor Track | NVL INDOOR TRACK AND FIELD CHAMPIONSHIP | Away - New Haven Athletic Center/Hillhouse HS | 5:15 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Fri., 1/27 | V Boys Swimming and Diving | Seymour | Home - Crosby HS-CHS Pool [Directions] | Canceled | Cancelled | |
| Fri., 1/27 | V Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:30 p.m. | L 45-59 | |
| Fri., 1/27 | V Girls Indoor Track | NVL INDOOR TRACK AND FIELD CHAMPIONSHIP | Away - New Haven Athletic Center/Hillhouse HS | 5:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:15 p.m. | ||||||
| Mon., 1/30 | FR Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:15 p.m. | ||
| Tue., 1/31 | V Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | L 70-76 | |
| Tue., 1/31 | JV Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/31 | V Boys Swimming and Diving | Seymour, Woodland | Home - Woodland HS-pool [Directions] | 5:00 p.m. | ||
| Tue., 1/31 | V Girls Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 19-49 | |
| Tue., 1/31 | JV Girls Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Thu., 2/2 | FR Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Fri., 2/3 | V Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 76-67 | |
| Fri., 2/3 | JV Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Fri., 2/3 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/3 | V Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | L 72-33 | |
| Fri., 2/3 | JV Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/6 | FR Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Tue., 2/7 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 72-65 | |
| Tue., 2/7 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/7 | V Girls Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 51-37 | |
| Tue., 2/7 | JV Girls Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Thu., 2/9 | FR Boys Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Fri., 2/10 | V Boys Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 92-93 OT | |
| Fri., 2/10 | JV Boys Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 2/10 | V Boys Swimming and Diving | Kennedy | Home - Crosby HS-CHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/10 | V Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:30 p.m. | L 36-50 | |
| Fri., 2/10 | JV Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 2/11 | V Boys Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Sat., 2/11 | V Girls Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Mon., 2/13 | FR Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:30 p.m. | ||
| Tue., 2/14 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | L 63-64 | |
| Tue., 2/14 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/14 | V Girls Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 53-60 | |
| Tue., 2/14 | JV Girls Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Thu., 2/16 | V Girls Basketball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 28-54 | |
| Thu., 2/16 | JV Girls Basketball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Fri., 2/17 | V Boys Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 7:00 p.m. | W 83-57 | |
| Fri., 2/17 | JV Boys Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/17 | V Boys Swimming and Diving | Wilby/Kaynor | Away - Wilby HS-Gil Cyr Natatorium [Directions] | Canceled | Cancelled | |
| Tue., 2/21 | V Boys Basketball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 94-53 | Senior Night |
| Tue., 2/21 | JV Boys Basketball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Sat., 2/25 | V Boys Basketball | Seymour | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 2:30 p.m. | ||
| Tue., 3/7 | V Boys Basketball | Southington | Away - Southington HS-Gym West [Directions] | 6:00 p.m. | ||
| Wed., 3/29 | JV Softball | Lyman Hall (Scrim.) | Away - Lyman Hall HS-Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/3 | V Baseball | Derby | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 13-1 | |
| Mon., 4/3 | V Softball | Derby | Away - Payden Park-Payden Field [Directions] | 5:30 p.m. | L 5-15 | |
| Tue., 4/4 | V Boys Outdoor Track | Torrington, WCA | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Tue., 4/4 | V Girls Outdoor Track | Torrington, WCA | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Tue., 4/4 | V Softball | Wilby | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | W 22-5 | |
| Wed., 4/5 | V Baseball | Holy Cross | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 19-0 | |
| Wed., 4/5 | V Boys Tennis | Holy Cross | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Wed., 4/5 | V Softball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 1-15 | |
| Wed., 4/5 | V Girls Tennis | Holy Cross | Away - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Thu., 4/6 | V Baseball | Wilby | Away - Wilby HS-Wilby H.S. [Directions] | 3:30 p.m. | W 9-5 | |
| Sat., 4/8 | V Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | 11:00 a.m. | L 16-0 | |
| Sat., 4/8 | V Boys Outdoor Track | Naugatuck, Holy Cross | Away - Naugatuck HS-Veterans Field [Directions] | 10:00 a.m. | ||
| Sat., 4/8 | V Girls Outdoor Track | Naugatuck, Holy Cross | Away - Naugatuck HS-Veterans Field [Directions] | 10:00 a.m. | ||
| Sat., 4/8 | V Softball | Oxford | Home - Crosby HS-CHS Softball Field #1 [Directions] | 11:00 a.m. | L 25-2 | |
| Mon., 4/10 | V Baseball | Watertown | Home - Crosby HS-CHS Baseball Field [Directions] | 11:00 a.m. | L 16-1 | |
| Mon., 4/10 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | 11:00 a.m. | L 19-3 | |
| Mon., 4/10 | V Girls Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 11:00 p.m. | L 0-7 | |
| Tue., 4/11 | JV Baseball | Wamogo | Home - Crosby HS-CHS Baseball Field [Directions] | 11:00 a.m. | ||
| Wed., 4/12 | V Baseball | WCA | Away - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 11:00 a.m. | L 16-5 | |
| Wed., 4/12 | V Softball | WCA | Home - Crosby HS-CHS Softball Field #1 [Directions] | 11:00 a.m. | L 18-3 | |
| Fri., 4/14 | V Baseball | Seymour | Home - Crosby HS-CHS Baseball Field [Directions] | 11:00 a.m. | L 12-0 | |
| Fri., 4/14 | V Boys Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 12:00 p.m. | L 0-5 | |
| Fri., 4/14 | V Softball | Seymour | Away - Seymour HS-Softball Diamond [Directions] | 11:00 a.m. | L 18-1 | |
| Fri., 4/14 | V Girls Tennis | Seymour | Away - Seymour HS-Tennis [Directions] | 11:00 a.m. | L 0-7 | |
| Fri., 4/14 | V Girls Tennis | Seymour | Away - Seymour HS-Tennis [Directions] | 1:00 p.m. | L 0-7 | |
| Sat., 4/15 | JV Baseball | WCA | Home - Crosby HS-CHS Baseball Field [Directions] | Canceled | Cancelled | |
| Mon., 4/17 | V Baseball | Kennedy | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 24-4 | |
| Tue., 4/18 | V Boys Outdoor Track | Seymour, St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/18 | V Girls Outdoor Track | Seymour, St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/18 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 3:30 p.m. | W 19-16 | |
| Wed., 4/19 | V Baseball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 15-0 | |
| Wed., 4/19 | V Boys Golf | Holy Cross | Away - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | ||
| Wed., 4/19 | V Boys Tennis | Holy Cross | Away - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Wed., 4/19 | V Softball | Holy Cross | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 14-2 | |
| Wed., 4/19 | V Girls Tennis | Holy Cross | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Thu., 4/20 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 2:30 p.m. | L 0-5 | |
| Thu., 4/20 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 4:00 p.m. | L 0-5 | |
| Fri., 4/21 | V Baseball | Wilby | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | W 7-5 | |
| Fri., 4/21 | V Softball | Wilby | Away - Bucks Hill Park #1-Bucks Hill Park [Directions] | 3:45 p.m. | W 19-15 | |
| Fri., 4/21 | V Girls Tennis | Wilby | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 1-6 | |
| Mon., 4/24 | V Baseball | Kennedy | Away - John F. Kennedy HS-Waterville Park [Directions] | 3:30 p.m. | L 11-1 | |
| Mon., 4/24 | V Boys Golf | Seymour, Oxford | Away - Seymour HS-Oxford Greens [Directions] | 2:30 p.m. | ||
| Mon., 4/24 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 3:00 p.m. | L 0-5 | |
| Mon., 4/24 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-5 | |
| Mon., 4/24 | V Softball | Kennedy | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | W 19-7 | |
| Mon., 4/24 | V Girls Tennis | Kennedy | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:00 p.m. | L 0-7 | |
| Mon., 4/24 | V Girls Tennis | Kennedy | Home - Crosby HS-CHS Tennis. Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Tue., 4/25 | V Boys Golf | Torrington | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 4/25 | V Boys Outdoor Track | Derby, Watertown | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/25 | V Girls Outdoor Track | Derby, Watertown | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/25 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | 3:45 p.m. | L 10-11 | |
| Wed., 4/26 | V Boys Golf | Naugatuck | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Wed., 4/26 | V Girls Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Wed., 4/26 | V Girls Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 4:30 p.m. | L 0-7 | |
| Thu., 4/27 | V Boys Golf | Woodland | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Fri., 4/28 | V Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 3:30 p.m. | L 12-0 | |
| Fri., 4/28 | V Boys Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Fri., 4/28 | V Softball | Naugatuck | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 0-13 | |
| Fri., 4/28 | V Girls Tennis | Naugatuck | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Sat., 4/29 | JV Baseball | WCA | Home - Crosby HS-CHS Baseball Field [Directions] | Canceled | Cancelled | |
| Mon., 5/1 | V Softball | WCA | Away - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 5:30 p.m. | L 17-20 | |
| Tue., 5/2 | V Boys Golf | Wolcott | Away - Farmingbury Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 5/2 | V Boys Outdoor Track | Wolcott, Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 5/2 | V Girls Outdoor Track | Wolcott, Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Wed., 5/3 | V Boys Golf | St. Paul Catholic | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Wed., 5/3 | V Girls Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Thu., 5/4 | V Boys Golf | Wolcott | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Fri., 5/5 | V Baseball | Wolcott | Away - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | L 14-4 | |
| Fri., 5/5 | V Boys Tennis | Wolcott | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Fri., 5/5 | V Boys Tennis | Wolcott | Home - Crosby HS-CHS Tennis. Courts [Directions] | 5:15 p.m. | L 0-5 | |
| Fri., 5/5 | V Softball | Wolcott | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 12-0 | |
| Fri., 5/5 | V Girls Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Sat., 5/6 | V Baseball | WCA | Home - Crosby HS-CHS Baseball Field [Directions] | 10:30 a.m. | L 5-1 | |
| Mon., 5/8 | V Baseball | Ansonia | Away - Nolan Field-Ansonia-Baseball Field [Directions] | 3:00 p.m. | L 8-7 | |
| Mon., 5/8 | V Boys Golf | Watertown | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Mon., 5/8 | V Boys Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | Cancelled | |
| Mon., 5/8 | V Softball | Ansonia | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 14-0 | |
| Mon., 5/8 | V Girls Tennis | Ansonia | Away - Nolan Field-Ansonia-Nolan Field- Tennis Courts [Directions] | 2:15 p.m. | L 0-7 | |
| Mon., 5/8 | V Girls Tennis | Ansonia | Away - Nolan Field-Ansonia-Nolan Field- Tennis Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Tue., 5/9 | V Boys Outdoor Track | Oxford | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 2:30 p.m. | ||
| Tue., 5/9 | V Boys Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Tue., 5/9 | V Boys Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 5:30 p.m. | L 0-5 | |
| Tue., 5/9 | V Girls Outdoor Track | Oxford | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 2:30 p.m. | ||
| Wed., 5/10 | V Baseball | St. Paul Catholic | Home - Crosby HS-CHS Baseball Field [Directions] | 4:45 p.m. | L 16-0 | |
| Wed., 5/10 | V Boys Golf | Holy Cross | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Wed., 5/10 | V Boys Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 3:45 p.m. | L 0-5 | |
| Wed., 5/10 | V Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | 5:00 p.m. | L 20-9 | |
| Wed., 5/10 | V Girls Tennis | St. Paul Catholic | Away - Page Park -Tennis Courts [Directions] | 3:00 p.m. | L 0-7 | |
| Thu., 5/11 | V Softball | Torrington | Away - Torrington HS Varsity Ladies Softball-varsity field [Directions] | 5:00 p.m. | L 14-0 | |
| Thu., 5/11 | JV Softball | WCA | Home - Crosby HS-CHS Softball Field #1 [Directions] | Postponed | ||
| Fri., 5/12 | V Baseball | Kaynor Tech | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 15-4 | |
| Fri., 5/12 | V Boys Tennis | Naugatuck | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Mon., 5/15 | V Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 3:30 p.m. | L 10-0 | |
| Mon., 5/15 | V Boys Golf | Seymour, Oxford | Away - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Mon., 5/15 | V Boys Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Mon., 5/15 | V Boys Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 4:30 p.m. | L 0-5 | |
| Mon., 5/15 | V Softball | Woodland | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 15-0 | |
| Tue., 5/16 | V Baseball | Torrington | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 15-0 | |
| Tue., 5/16 | V Boys Golf | Naugatuck | Away - Hop Brook Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 5/16 | V Boys Outdoor Track | Kennedy, Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | Kennedy, Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Wed., 5/17 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:30 p.m. | ||
| Thu., 5/18 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | ||
| Fri., 5/19 | V Softball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Softball Diamond [Directions] | 3:45 p.m. | L 2-18 | |
| Sat., 5/20 | V Boys Outdoor Track | NVL Outdoor Track and Field Championship | Away - Naugatuck HS-Veterans Field | TBA | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 5/24, Time to 10:00 p.m. | ||||||
| Sat., 5/20 | V Girls Outdoor Track | NVL Outdoor Track and Field Championship | Away - Naugatuck HS-Veterans Field | TBA | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 5/24, Time to 10:00 a.m. | ||||||
| Mon., 5/22 | V Boys Golf | St. Paul Catholic, Canton | Away - Westwoods Golf Course [Directions] | 2:15 p.m. | ||
| Wed., 5/24 | V Boys Golf | Watertown | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 2:30 p.m. | ||
| Wed., 5/31 | V Boys Outdoor Track | CIAC Class LL Championships | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 5/31 | V Girls Outdoor Track | CIAC Class L Championships | Away - Willow Brook Park | 4:00 p.m. | ||
| Thu., 6/1 | V Boys Golf | NVL Boys' Golf Championship | Away - Watertown Golf Club | 7:30 a.m. | ||
| Mon., 6/5 | V Boys Golf | CIAC Division I Championship | Away - Tallwood CC | 7:30 a.m. | ||
| Mon., 6/5 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/5 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Sat., 6/10 | V Boys Golf | CIAC State Open Championship | Away - Black Hall Club | 1:00 p.m. | ||