| Crosby 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 331 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Sat., 8/26 | V Football | Hall, Berlin, Middletown (Scrim.) | Away - Hall HS-Stadium (Turf Field) [Directions] | 9:00 a.m. | ||
| Fri., 9/1 | V Football | VGW Techs (Scrim.) | Away - Vinal Tech-Football Field [Directions] | 3:45 p.m. | ||
| Fri., 9/1 | V Boys Soccer | Terryville (Scrim.) | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | L 9-0 | |
| Sat., 9/9 | V Football | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 9:00 a.m. | L 8-20 | |
| Sat., 9/9 | FM Football | Torrington | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | Postponed | ||
| Tue., 9/12 | V Boys Cross Country | Naugatuck, Torrington, Wilby | Away - Hop Brook Park [Directions] | 4:45 p.m. | ||
| Tue., 9/12 | V Boys Soccer | Wolcott | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 5-0 | |
| Tue., 9/12 | V Girls Cross Country | Naugatuck, Torrington, Wilby | Away - Hop Brook Park [Directions] | 4:45 p.m. | ||
| Tue., 9/12 | V Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/12 | JV Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 9/14 | V Boys Soccer | Watertown | Away - Swift MS-Soccer Field [Directions] | 4:45 p.m. | L 7-0 | |
| Thu., 9/14 | V Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/14 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 9/15 | V Football | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | W 37-12 | |
| Fri., 9/15 | V Girls Volleyball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/15 | JV Girls Volleyball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Sat., 9/16 | JV Football | Derby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 11:00 a.m. | ||
| Sat., 9/16 | JV Boys Soccer | Watertown | Away - Swift MS-Soccer Field [Directions] | 1:00 p.m. | L 6-3 | |
| Mon., 9/18 | V Boys Soccer | WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 5-0 | |
| Tue., 9/19 | V Boys Cross Country | Oxford, Woodland | Home - Bucks Hill (MONTOE) Park-XC Course [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | JV Boys Soccer | WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 4-2 | |
| Tue., 9/19 | V Girls Cross Country | Oxford, Woodland | Home - Bucks Hill (MONTOE) Park-Soccer Pitch [Directions] | 3:45 p.m. | ||
| Wed., 9/20 | V Boys Soccer | Holy Cross | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 6-1 | |
| Thu., 9/21 | V Girls Volleyball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/21 | JV Girls Volleyball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Fri., 9/22 | V Boys Soccer | Ansonia | Away - Ansonia HS-Charger Field [Directions] | 3:30 p.m. | L 5-0 | |
| Fri., 9/22 | V Girls Volleyball | Derby | Away - Derby MS-DMS Gym [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 9/22 | JV Girls Volleyball | Derby | Away - Derby MS-DMS Gym [Directions] | 4:45 p.m. | ||
| Sat., 9/23 | V Football | Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | L 8-46 | |
| Mon., 9/25 | JV Football | Woodland | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Mon., 9/25 | V Boys Soccer | Kaynor Tech | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 3:45 p.m. | L 6-1 | |
| Tue., 9/26 | V Boys Soccer | Derby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | W 4-0 | |
| Tue., 9/26 | V Girls Volleyball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:30 p.m. | L 0-3 | |
| Tue., 9/26 | JV Girls Volleyball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Wed., 9/27 | JV Boys Soccer | WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 6-0 | |
| Thu., 9/28 | V Boys Soccer | Oxford | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 8-0 | |
| Thu., 9/28 | V Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/28 | JV Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 4:45 p.m. | ||
| Sun., 10/1 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 4:00 p.m. | W 14-8 (OT) | |
| Mon., 10/2 | V Boys Soccer | St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 4-0 | |
| Tue., 10/3 | V Boys Cross Country | Watertown, Seymour, Wolcott | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Watertown, Seymour, Wolcott | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/3 | JV Girls Volleyball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Wed., 10/4 | V Boys Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 3:45 p.m. | L 6-0 | |
| Thu., 10/5 | V Boys Cross Country | St. Paul Catholic, WCA | Away - St. Paul Catholic HS -SP Track [Directions] | 3:15 p.m. | ||
| Thu., 10/5 | JV Boys Soccer | Kaynor Tech | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | L 6-1 | |
| Thu., 10/5 | V Girls Cross Country | St. Paul Catholic, WCA | Away - St. Paul Catholic HS -SP Track [Directions] | 3:15 p.m. | ||
| Thu., 10/5 | V Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Thu., 10/5 | JV Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:45 p.m. | ||
| Fri., 10/6 | V Boys Soccer | Kennedy | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 0-4 | |
| Fri., 10/6 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/6 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 4:45 p.m. | ||
| Sat., 10/7 | V Football | Watertown | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | L 0-28 | |
| Mon., 10/9 | FM Football | Watertown | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Boys Cross Country | Holy Cross, Derby, Kennedy | Away - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Seymour | Away - Seymour HS-turf field [Directions] | 6:00 p.m. | L 0-5 | |
| Tue., 10/10 | V Girls Cross Country | Holy Cross, Derby, Kennedy | Away - Holy Cross-Alumni Field [Directions] | 4:15 p.m. | ||
| Tue., 10/10 | V Girls Volleyball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/10 | JV Girls Volleyball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Wed., 10/11 | JV Boys Soccer | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 4:45 p.m. | ||
| Thu., 10/12 | V Girls Volleyball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/12 | JV Girls Volleyball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Fri., 10/13 | V Boys Soccer | Wilby | Away - Wilby HS-Wilby H.S. [Directions] | 2:30 p.m. | L 0-2 | |
| Fri., 10/13 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/13 | JV Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 4:30 p.m. | ||
| Mon., 10/16 | V Boys Soccer | Torrington | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | L 0-4 | |
| Tue., 10/17 | JV Boys Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:30 p.m. | ||
| Tue., 10/17 | V Girls Volleyball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 1-3 | |
| Tue., 10/17 | JV Girls Volleyball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Wed., 10/18 | FM Football | Wilby | Away - Wilby HS-Football Field [Directions] | 4:45 p.m. | ||
| Wed., 10/18 | V Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 3:45 p.m. | L 1-9 | |
| Thu., 10/19 | V Girls Volleyball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/19 | JV Girls Volleyball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Fri., 10/20 | V Girls Volleyball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 10/20 | JV Girls Volleyball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Sat., 10/21 | V Football | Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | W 28-24 | |
| Mon., 10/23 | JV Boys Soccer | WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | ||
| Mon., 10/23 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 10/23 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 10/24 | V Boys Soccer | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:45 p.m. | L 9-3 | |
| Tue., 10/24 | V Girls Volleyball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | 5:00 p.m. | L 2-5 | |
| Tue., 10/24 | JV Girls Volleyball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | V Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:45 p.m. | W 3-0 | |
| Thu., 10/26 | JV Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 10/27 | V Football | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | L 20-23 | |
| Sat., 10/28 | FM Football | Oxford | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 11:00 a.m. | ||
| Sat., 10/28 | V Girls Cross Country | CIAC Class L Championship | Away - Wickham Park | 2:05 p.m. | ||
| Mon., 10/30 | V Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Mon., 10/30 | JV Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 4:45 p.m. | ||
| Tue., 10/31 | V Boys Cross Country | CIAC Class LL Championship | Away - Wickham Park | 3:15 p.m. | ||
| Fri., 11/3 | V Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | ||
| Sat., 11/4 | FM Football | Naugatuck | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 11:00 a.m. | ||
| Fri., 11/10 | V Football | WCA | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | ||
| Sat., 11/11 | JV Football | WCA | Away - Waterbury Career Academy-Football Field [Directions] | 11:00 a.m. | ||
| Wed., 11/15 | FM Football | Kennedy | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:00 p.m. | ||
| Thu., 11/23 | V Football | Kennedy | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | L 20-26 | |
| Wed., 12/6 | V Boys Basketball | Bristol Central (Scrim.) | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 12/8 | V Boys Basketball | New Britain (Scrim.) | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | ||
| Fri., 12/8 | V Girls Basketball | Shepaug Valley (Scrim.) | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 12/11 | V Boys Basketball | Immaculate (Scrim.) | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | ||
| Tue., 12/12 | V Girls Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | W 61-42 | |
| Fri., 12/15 | V Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 68-56 | |
| Fri., 12/15 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 12/15 | V Boys Swimming and Diving | Holy Cross | Away - Kennedy HS (Waterbury) [Directions] | 6:30 p.m. | ||
| Fri., 12/15 | V Girls Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 50-45 | |
| Fri., 12/15 | JV Girls Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Sat., 12/16 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 9:00 a.m. | ||
| Mon., 12/18 | FR Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Tue., 12/19 | V Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 68-64 | |
| Tue., 12/19 | JV Boys Basketball | Holy Cross | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 18-75 | |
| Tue., 12/19 | JV Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 12/22 | V Boys Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | W 94-22 | |
| Fri., 12/22 | JV Boys Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/22 | V Girls Basketball | Derby | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 42-30 | |
| Sat., 12/23 | V Boys Basketball | Kolbe Cathedral | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 74-89 | |
| Wed., 12/27 | V Boys Basketball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 73-57 | |
| Wed., 12/27 | JV Boys Basketball | St. Paul Catholic | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 12/29 | V Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | W 57-33 | |
| Fri., 12/29 | JV Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/29 | FR Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 12:30 p.m. | ||
| Fri., 12/29 | V Girls Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 46-56 | |
| Fri., 12/29 | JV Girls Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Tue., 1/2 | FR Boys Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Wed., 1/3 | V Boys Basketball | Ansonia | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 100-44 | |
| Wed., 1/3 | JV Boys Basketball | Ansonia | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Wed., 1/3 | V Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:30 p.m. | L 22-52 | |
| Wed., 1/3 | JV Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:45 p.m. | ||
| Fri., 1/5 | V Boys Basketball | Seymour | Away - Seymour MS-Gymnasium [Directions] | 7:00 p.m. | W 74-67 | |
| Fri., 1/5 | JV Boys Basketball | Seymour | Away - Seymour MS-Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/5 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 5:00 p.m. | ||
| Fri., 1/5 | V Girls Basketball | Seymour | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 46-64 | |
| Fri., 1/5 | JV Girls Basketball | Seymour | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Mon., 1/8 | V Girls Basketball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | 4:45 p.m. | W 52-44 | |
| Mon., 1/8 | JV Girls Basketball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 1/9 | JV Girls Basketball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Wed., 1/10 | V Boys Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 7:00 p.m. | W 95-27 | |
| Wed., 1/10 | JV Boys Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/10 | V Girls Basketball | Wolcott | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 31-63 | |
| Thu., 1/11 | FR Boys Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Fri., 1/12 | V Boys Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 55-71 | |
| Fri., 1/12 | JV Boys Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 1/12 | V Boys Swimming and Diving | Seymour, TBA | Away - Seymour HS-pool [Directions] | 6:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Fri., 1/12 | V Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:30 p.m. | L 24-67 | |
| Fri., 1/12 | JV Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 1/17 | FR Boys Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Thu., 1/18 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 68-65 | |
| Thu., 1/18 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 1/18 | V Girls Basketball | Canton | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | ||
| Thu., 1/18 | JV Girls Basketball | Canton | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Fri., 1/19 | V Boys Swimming and Diving | Naugatuck | Home - Crosby HS-CHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | ||
| Fri., 1/19 | JV Girls Basketball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Mon., 1/22 | FR Boys Basketball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Tue., 1/23 | V Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 5:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 1/24 | ||||||
| Tue., 1/23 | JV Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | Canceled | Cancelled | |
| Wed., 1/24 | V Boys Basketball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 91-54 | |
| Wed., 1/24 | JV Boys Basketball | Oxford | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 1/26 | V Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 7:00 p.m. | W 92-42 | |
| Fri., 1/26 | JV Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/26 | V Boys Indoor Track | NVL INDOOR TRACK AND FIELD CHAMPIONSHIP | Away - New Haven Athletic Center/Hillhouse HS | 5:00 p.m. | ||
| Fri., 1/26 | V Boys Swimming and Diving | Woodland, Kennedy | Away - Woodland HS-pool [Directions] | 5:15 p.m. | ||
| Fri., 1/26 | V Girls Basketball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | ||
| Fri., 1/26 | JV Girls Basketball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Fri., 1/26 | V Girls Indoor Track | NVL INDOOR TRACK AND FIELD CHAMPIONSHIP | Away - New Haven Athletic Center/Hillhouse HS | 5:00 p.m. | ||
| Sat., 1/27 | FR Boys Basketball | Watertown | Home - Crosby HS-CHS - Augelli Court [Directions] | 2:00 p.m. | ||
| Mon., 1/29 | FR Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 1/30 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | W 93-46 | |
| Tue., 1/30 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/30 | V Boys Swimming and Diving | Oxford, Torrington, Wilby/Kaynor | Away - Oxford HS-Pool [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | V Girls Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 6:00 p.m. | ||||||
| Tue., 1/30 | JV Girls Basketball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Wed., 1/31 | FR Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 2/1 | FR Boys Basketball | Woodland | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Fri., 2/2 | V Boys Basketball | Woodland | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 113-59 | |
| Fri., 2/2 | JV Boys Basketball | Woodland | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Fri., 2/2 | V Boys Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | Canceled | Cancelled | |
| Fri., 2/2 | V Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:00 p.m. | ||
| Fri., 2/2 | JV Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | Canceled | Cancelled | |
| Mon., 2/5 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 2/6 | V Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 7:00 p.m. | L 64-79 | |
| Tue., 2/6 | JV Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 5:15 p.m. | ||
| Thu., 2/8 | V Boys Indoor Track | CIAC LL Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 2/9 | V Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 62-66 | |
| Fri., 2/9 | JV Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | V Boys Swimming and Diving | Kennedy | Home - Crosby HS-CHS Pool [Directions] | Canceled | Cancelled | |
| Fri., 2/9 | V Girls Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | ||
| Fri., 2/9 | JV Girls Basketball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Sat., 2/10 | FR Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 11:00 a.m. | ||
| Sat., 2/10 | V Girls Indoor Track | CIAC L Divisional Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/12 | FR Boys Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Mon., 2/12 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 2/12 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 2/14 | V Boys Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 76-71 | |
| Wed., 2/14 | JV Boys Basketball | Torrington | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Wed., 2/14 | V Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 2/14 | JV Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | Postponed | ||
| Thu., 2/15 | FR Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 2/16 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | L 51-66 | |
| Fri., 2/16 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/20 | V Boys Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 79-45 | |
| Tue., 2/20 | JV Boys Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Wed., 2/21 | FR Boys Basketball | Naugatuck | Home - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Fri., 2/23 | V Boys Swimming and Diving | Wilby/Kaynor | Away - Wilby HS-Gil Cyr Natatorium [Directions] | Canceled | Cancelled | |
| Sat., 2/24 | V Boys Basketball | St. Paul Catholic | Home - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 11:00 a.m. | ||
| Mon., 2/26 | V Boys Basketball | Holy Cross | Home - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/27 | V Boys Swimming and Diving | TBA, Holy Cross, Kennedy, TBA, Oxford, Seymour, Torrington, Watertown, Wilby/Kaynor | Away - Watertown HS-Frank M. Reinhold Pool | 6:00 p.m. | ||
| Fri., 3/1 | V Boys Swimming and Diving | Woodland, Holy Cross, Kennedy, Naugatuck, Oxford, Seymour, Torrington, Watertown, Wilby/Kaynor | Away - John F. Kennedy HS-JFK Pool | 4:00 p.m. | ||
| Thu., 3/7 | V Boys Basketball | St. Bernard | Away - St. Bernard School-Powers Gym [Directions] | 6:30 p.m. | L 60-64 | |
| Wed., 3/27 | V Baseball | Thomaston (Scrim.) | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 3/27 | V Softball | Gilbert (Scrim.) | Away - Gilbert (RowleySt) Field #1 [Directions] | 4:30 p.m. | ||
| Thu., 3/28 | V Baseball | Wamogo (Scrim.) | Home - Crosby HS-CHS Baseball Field [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Sat., 3/30 | V Baseball | Oxford | Home - Crosby HS-CHS Baseball Field [Directions] | 11:00 a.m. | L 14-2 | |
| Sat., 3/30 | V Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | 11:00 a.m. | L 19-0 | |
| Mon., 4/1 | V Baseball | Derby | Away - Payden Park [Directions] | 5:30 p.m. | L 10-0 | |
| Mon., 4/1 | V Softball | Derby | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 13-15 | |
| Fri., 4/5 | V Baseball | WCA | Away - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:00 p.m. | W 16-2 | |
| Sat., 4/6 | V Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 11:00 a.m. | L 25-0 | |
| Sat., 4/6 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 11:00 a.m. | L 13-0 | |
| Mon., 4/8 | V Baseball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 4:30 p.m. | L 10-0 | |
| Mon., 4/8 | V Boys Tennis | Holy Cross | Away - Holy Cross-Tennis Courts [Directions] | 4:30 p.m. | L 0-5 [Detailed Results] | |
| Mon., 4/8 | V Softball | Holy Cross | Home - Crosby HS-CHS Softball Field #1 [Directions] | 4:30 p.m. | L 16-1 | |
| Mon., 4/8 | V Girls Tennis | Holy Cross | Home - Crosby HS-CHS Tennis. Courts [Directions] | 4:30 p.m. | ||
| Tue., 4/9 | V Boys Golf | Holy Cross, Seymour | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 4/9 | V Boys Outdoor Track | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | JV Boys Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 4/9 | V Girls Outdoor Track | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | V Softball | WCA | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 19-13 | |
| Wed., 4/10 | V Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 3:45 p.m. | L 15-5 | |
| Wed., 4/10 | V Boys Golf | Wolcott | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Wed., 4/10 | V Boys Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Wed., 4/10 | V Softball | Woodland | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | L 24-0 | |
| Wed., 4/10 | V Girls Tennis | Woodland | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | ||
| Thu., 4/11 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:45 p.m. | ||
| Thu., 4/11 | V Boys Outdoor Track | Watertown | Away - Watertown HS [Directions] | Postponed | ||
| Thu., 4/11 | JV Boys Volleyball | WCA | Away - Waterbury Career Academy-Default Facility [Directions] | 5:00 p.m. | ||
| Thu., 4/11 | V Girls Outdoor Track | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Postponed | ||
| Sat., 4/13 | V Boys Tennis | Watertown | Home - Crosby HS-CHS Tennis. Courts [Directions] | 11:00 a.m. | L 1-4 | |
| Sat., 4/13 | V Girls Tennis | Seymour | Away - Seymour HS-Tennis [Directions] | 10:00 a.m. | ||
| Mon., 4/15 | V Baseball | Kennedy | Away - Waterville Park-Baseball Field [Directions] | 11:00 a.m. | L 12-4 | |
| Mon., 4/15 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 11:00 a.m. | L 0-5 | |
| Mon., 4/15 | V Softball | Kennedy | Home - Crosby HS-CHS Softball Field #1 [Directions] | 11:00 a.m. | W 30-22 | |
| Mon., 4/15 | V Girls Tennis | Kennedy | Home - Crosby HS-CHS Tennis. Courts [Directions] | Canceled | Cancelled | |
| Tue., 4/16 | V Baseball | Seymour | Home - Municipal Stadium Complex (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 6:30 p.m. | L 12-1 | |
| Tue., 4/16 | V Softball | Seymour | Away - Seymour HS-Softball Diamond [Directions] | 10:00 a.m. | L 23-0 | |
| Wed., 4/17 | V Baseball | Ansonia | Away - Nolan Field-Ansonia-Baseball Field [Directions] | 1:30 p.m. | L 13-1 | |
| Wed., 4/17 | V Boys Tennis | Woodland | Home - Crosby HS-CHS Tennis. Courts [Directions] | 11:00 a.m. | L 0-5 | |
| Wed., 4/17 | V Softball | Ansonia | Home - Crosby HS-CHS Softball Field #1 [Directions] | 11:00 a.m. | W 18-17 | |
| Fri., 4/19 | V Baseball | Wolcott | Home - Municipal Stadium Complex (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 3:30 p.m. | L 10-0 | |
| Fri., 4/19 | V Softball | Wilby | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 3:00 p.m. | W 24-6 | |
| Mon., 4/22 | V Baseball | Watertown | Away - Deland Field-Deland field [Directions] | 3:45 p.m. | L 14-5 | |
| Mon., 4/22 | V Boys Golf | Torrington | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Mon., 4/22 | V Boys Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 3:45 p.m. | L 0-5 | |
| Mon., 4/22 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | 4:30 p.m. | ||
| Mon., 4/22 | V Girls Tennis | Watertown | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | ||
| Tue., 4/23 | V Boys Golf | Oxford, Holy Cross | Away - Oxford HS-Oxford Greens [Directions] | 2:45 p.m. | ||
| Tue., 4/23 | V Boys Outdoor Track | Wolcott | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/23 | V Boys Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 3:00 p.m. | L 1-4 | |
| Tue., 4/23 | V Boys Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 4:30 p.m. | L 1-4 | |
| Tue., 4/23 | JV Boys Volleyball | Kennedy | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Wolcott | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/23 | V Girls Tennis | Ansonia | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | ||
| Wed., 4/24 | V Baseball | Derby | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | L 14-13 | |
| Wed., 4/24 | V Boys Golf | Naugatuck | Away - Hop Brook Golf Course [Directions] | 2:30 p.m. | ||
| Wed., 4/24 | V Softball | Ansonia | Away - Ansonia HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | V Boys Golf | Watertown | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 2:00 p.m. | ||
| Thu., 4/25 | V Boys Outdoor Track | WCA, Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Thu., 4/25 | V Girls Outdoor Track | WCA, Wilby | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Thu., 4/25 | V Girls Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Thu., 4/25 | V Girls Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 4:30 p.m. | ||
| Fri., 4/26 | V Boys Tennis | Holy Cross | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 0-5 | |
| Sat., 4/27 | JV Baseball | Wilby | Away - Wilby HS-Wilby H.S. [Directions] | 12:00 p.m. | ||
| Sat., 4/27 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS-Danbury HS Stadium | 9:00 a.m. | ||
| Mon., 4/29 | V Baseball | Shelton | Away - Shelton HS-Baseball Diamond - N Constitution Blvd [Directions] | 7:00 p.m. | L 16-0 | |
| Mon., 4/29 | V Boys Golf | St. Paul Catholic | Away - Chippanee Country Club [Directions] | 2:30 p.m. | ||
| Mon., 4/29 | V Boys Outdoor Track | St. Paul Catholic, Wilby | Home - Crosby HS-Jimmy Lee Stadium (turf) [Directions] | 4:30 p.m. | ||
| Mon., 4/29 | V Girls Outdoor Track | St. Paul Catholic, Wilby | Home - Crosby HS-Jimmy Lee Stadium (turf) [Directions] | 4:30 p.m. | ||
| Mon., 4/29 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 4:30 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Seymour | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | ||
| Tue., 4/30 | V Boys Golf | St. Paul Catholic | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 4/30 | JV Boys Volleyball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | ||
| Wed., 5/1 | V Baseball | St. Paul Catholic | Home - Crosby HS-CHS Baseball Field [Directions] | 4:30 p.m. | L 22-0 | |
| Wed., 5/1 | V Boys Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | L 1-4 | |
| Wed., 5/1 | V Boys Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 5:00 p.m. | L 1-4 | |
| Wed., 5/1 | V Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | 4:30 p.m. | ||
| Wed., 5/1 | V Girls Tennis | St. Paul Catholic | Away - Bristol Eastern HS-Tennis Court [Directions] | 4:30 p.m. | ||
| Thu., 5/2 | V Baseball | WCA | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | W 11-1 | |
| Thu., 5/2 | V Boys Golf | Woodland | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Thu., 5/2 | JV Boys Volleyball | WCA | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | ||
| Thu., 5/2 | V Girls Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | ||
| Sat., 5/4 | JV Baseball | Wilby | Home - Crosby HS-CHS Baseball Field [Directions] | 10:30 a.m. | ||
| Mon., 5/6 | V Baseball | Wilby | Away - Municipal Stadium Complex (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 7:00 p.m. | W 8-7 | |
| Mon., 5/6 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 3:30 p.m. | W 5-0 | |
| Mon., 5/6 | V Softball | Wolcott | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 3:45 p.m. | ||
| Mon., 5/6 | V Girls Tennis | Wilby | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Watertown, Wilby | Away - Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | JV Boys Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Watertown, Wilby | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Softball | Wilby | Away - Bucks Hill Park #1-Bucks Hill Park [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Boys Tennis | Kennedy | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 1-4 | |
| Wed., 5/8 | V Softball | Derby | Away - Payden Park-Payden Field [Directions] | 5:30 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Ansonia | Away - Nolan Field-Ansonia-Nolan Field- Tennis Courts [Directions] | 3:30 p.m. | no bus needed | |
| Thu., 5/9 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | 5:30 p.m. | ||
| Thu., 5/9 | V Boys Golf | Seymour | Away - Seymour HS-Oxford Greens [Directions] | 2:30 p.m. | ||
| Thu., 5/9 | V Boys Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | L 1-4 | |
| Thu., 5/9 | V Boys Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 5:00 p.m. | L 1-4 | |
| Thu., 5/9 | JV Boys Volleyball | Wilby | Home - Crosby HS-CHS - Augelli Court [Directions] | 5:00 p.m. | ||
| Thu., 5/9 | V Girls Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Fri., 5/10 | V Softball | Torrington | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 3:30 p.m. | ||
| Fri., 5/10 | V Girls Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | ||
| Fri., 5/10 | V Girls Tennis | Torrington | Home - Crosby HS-CHS Tennis. Courts [Directions] | 5:30 p.m. | ||
| Mon., 5/13 | V Baseball | Wilby | Home - Municipal Stadium Complex (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 7:00 p.m. | ||
| Mon., 5/13 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | ||
| Mon., 5/13 | V Boys Outdoor Track | St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Boys Tennis | Wilby | Home - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | W 5-0 | |
| Mon., 5/13 | V Girls Outdoor Track | St. Paul Catholic | Home - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Softball | Kaynor Tech | Home - Crosby HS-CHS Softball Field #1 [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | V Girls Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 3:30 p.m. | ||
| Tue., 5/14 | V Baseball | Kaynor Tech | Away - Kaynor Technical School- Kaynor Baseball Diamond [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | V Boys Golf | Naugatuck | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 5/14 | JV Boys Volleyball | WCA | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Tue., 5/14 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | Forfeit | ||
| Wed., 5/15 | V Boys Golf | Watertown | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Sat., 5/18 | JV Baseball | Wilby | Away - Wilby HS-Wilby H.S. [Directions] | 11:00 a.m. | ||
| Sat., 5/18 | V Boys Outdoor Track | NVL Championships | Away - Torrington HS-Track | 9:00 a.m. | ||
| Sat., 5/18 | V Girls Outdoor Track | NVL Championships | Away - Torrington HS-Track | 9:00 a.m. | ||
| Mon., 5/20 | V Baseball | Kennedy | Home - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | ||
| Mon., 5/20 | V Boys Golf | Wolcott | Away - Farmingbury Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 5/21 | V Boys Golf | Oxford | Home - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Thu., 5/30 | V Boys Golf | NVL Championship | Away - Watertown Golf Club | 7:30 a.m. | ||