| Crosby 2016-17 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 395 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Ansonia | Home - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Home - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Kennedy | Home - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Woodland | Away - Woodland HS Baseball Field [Directions] | TBA | 2:15pm | |
| TBA | JV Baseball | Torrington | Home - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Derby | Away - Derby -Ryan Athletic Complex-baseball field [Directions] | TBA | 2:15pm | |
| TBA | JV Baseball | Sacred Heart | Home - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | 2:15pm | |
| TBA | JV Baseball | WCA | Home - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Naugatuck | Home - Crosby HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | TBA | ||
| TBA | FR Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | TBA | 2:30pm | |
| TBA | FR Boys Basketball | Wilby | Home - Augelli Court -- Crosby HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | WCA | Home - Augelli Court -- Crosby HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | TBA | ||
| TBA | FR Boys Basketball | Holy Cross | Home - Augelli Court -- Crosby HS [Directions] | TBA | ||
| TBA | V Boys Golf | Woodland | Home - East Mountain [Directions] | 2:30 p.m. | 1:50pm | |
| TBA | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | TBA | ||
| TBA | JV Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | TBA | ||
| TBA | JV Girls Basketball | Sacred Heart | Home - Augelli Court -- Crosby HS [Directions] | TBA | ||
| TBA | JV Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | St. Paul Catholic | Home - Augelli Court -- Crosby HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | TBA | 2:30pm | |
| TBA | JV Softball | Watertown | Home - Crosby HS Field #2 [Directions] | TBA | ||
| TBA | JV Softball | Sacred Heart | Home - Crosby HS Field #2 [Directions] | TBA | ||
| TBA | JV Softball | Woodland | Home - Crosby HS Field #2 [Directions] | TBA | ||
| TBA | JV Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | TBA | 2:15pm | |
| Fri., 9/9 | V Football | Woodland | Away - Woodland Football Field [Directions] | W 41-29 | 5:00pm (2) | cheer bus @ 5:30pm |
| Fri., 9/9 | V Boys Soccer | Oxford | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | L 1-7 | ||
| Fri., 9/9 | V Girls Volleyball | Ansonia | Home - Augelli Court -- Crosby HS [Directions] | W 3-2 | 22min after JV game | |
| Fri., 9/9 | JV Girls Volleyball | Ansonia | Home - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Sat., 9/10 | JV Football | Woodland | Home - Crosby HS [Directions] | 11:00 a.m. | ||
| Sat., 9/10 | JV Boys Soccer | Oxford | Home - Crosby HS - grass soccer field [Directions] | 11:00 a.m. | ||
| Tue., 9/13 | V Boys Cross Country | Derby, Watertown, Wilby | Away - Derby HS [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/13 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | L 1-5 | 2:15pm | |
| Tue., 9/13 | V Girls Cross Country | Derby, Watertown, Wilby | Away - Derby HS [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/13 | V Girls Volleyball | Kennedy | Home - Augelli Court -- Crosby HS [Directions] | L 0-3 | 22min after JV game | |
| Tue., 9/13 | JV Girls Volleyball | Kennedy | Home - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Wed., 9/14 | JV Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 9/15 | V Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | W 3-0 | 2:15pm | 22min after JV game |
| Thu., 9/15 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 3:30 p.m. | ||
| Fri., 9/16 | V Football | Derby | Home - Crosby HS [Directions] | L 13-38 | ||
| Fri., 9/16 | V Boys Soccer | Derby | Home - Crosby HS - grass soccer field [Directions] | W 7-2 | ||
| Fri., 9/16 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 1-3 | 2:15pm | 22min after JV game |
| Fri., 9/16 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Sat., 9/17 | JV Football | Derby | Away - Derby -Ryan Athletic Complex- Deflippo Field [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 9/17 | JV Boys Soccer | Derby | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 11:00 a.m. | ||
| Mon., 9/19 | V Girls Volleyball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | W 3-0 | 2:15pm | |
| Mon., 9/19 | JV Girls Volleyball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 9/20 | V Boys Cross Country | Ansonia, Naugatuck, Holy Cross | Home - Montoe Park [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/20 | V Boys Soccer | WCA | Away - Hamilton Park [Directions] | W 3-1 | 2;15pm | |
| Tue., 9/20 | V Girls Cross Country | Ansonia, Naugatuck, Holy Cross | Home - Montoe Park [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/20 | V Girls Volleyball | Seymour | Home - Augelli Court -- Crosby HS [Directions] | L 0-3 | 22min after JV game | |
| Tue., 9/20 | JV Girls Volleyball | Seymour | Home - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Wed., 9/21 | FR Football | Wolcott | Home - Crosby HS [Directions] | 3:30 p.m. | ||
| Wed., 9/21 | JV Boys Soccer | WCA | Away - Hamilton Park [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 9/23 | V Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | L 28-39 | 5:00pm (2) | |
| Fri., 9/23 | V Boys Soccer | Torrington | Away - Torrington HS [Directions] | L 0-5 | 4:30pm | |
| Fri., 9/23 | V Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | L 0-3 | 2:15pm | 22min after JV game |
| Fri., 9/23 | JV Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 9/24 | JV Football | Wolcott | Home - Crosby HS [Directions] | 11:00 a.m. | ||
| Sat., 9/24 | JV Boys Soccer | Torrington | Away - Torrington HS [Directions] | 10:30 a.m. | 9:00am | |
| Tue., 9/27 | V Boys Cross Country | Woodland, Torrington, Wolcott | Away - Woodland HS [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/27 | V Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 2-3 | 4:30pm | |
| Tue., 9/27 | V Girls Cross Country | Woodland, Torrington, Wolcott | Away - Woodland HS [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/27 | V Girls Volleyball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | W 3-0 | 2:15pm | 22min after JV game |
| Tue., 9/27 | JV Girls Volleyball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 9/28 | JV Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 9/29 | V Girls Volleyball | WCA | Home - Augelli Court -- Crosby HS [Directions] | W 3-0 | 22min after JV game | |
| Thu., 9/29 | JV Girls Volleyball | WCA | Home - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Fri., 9/30 | V Football | Oxford | Home - Crosby HS [Directions] | L 0-9 | ||
| Fri., 9/30 | V Boys Soccer | Wolcott | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | T 1-1 | ||
| Fri., 9/30 | V Girls Volleyball | Wolcott | Home - Augelli Court -- Crosby HS [Directions] | L 1-3 | 22min after JV game | |
| Fri., 9/30 | JV Girls Volleyball | Wolcott | Home - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Sat., 10/1 | FM Football | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 10/1 | JV Boys Soccer | Wolcott | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 11:00 a.m. | ||
| Tue., 10/4 | V Boys Cross Country | Kennedy, Sacred Heart, WCA | Away - Montoe Park [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 10/4 | V Boys Soccer | Naugatuck | Away - Naugatuck HS [Directions] | L 0-6 | 4:30pm | |
| Tue., 10/4 | V Girls Cross Country | Kennedy, Sacred Heart, WCA | Away - Montoe Park [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 10/4 | V Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | L 0-3 | 2:15pm | 22min after JV game |
| Tue., 10/4 | JV Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 4:45 p.m. | ||
| Wed., 10/5 | FM Football | WCA | Away - Waterbury Career Academy [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 10/5 | JV Boys Soccer | Naugatuck | Away - Breen Field [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 10/6 | V Boys Soccer | Seymour | Away - Seymour HS [Directions] | L 0-5 | 4:00pm | |
| Fri., 10/7 | V Football | WCA | Home - Crosby HS [Directions] | L 24-62 | ||
| Fri., 10/7 | JV Boys Soccer | Seymour | Away - Seymour High Lower Field [Directions] | 3:30 p.m. | 9:30am | |
| Fri., 10/7 | V Girls Volleyball | Whitney Tech | Home - Augelli Court -- Crosby HS [Directions] | W 3-0 | 22min after JV game | |
| Fri., 10/7 | JV Girls Volleyball | Whitney Tech | Home - Augelli Court -- Crosby HS [Directions] | 3:30 p.m. | ||
| Tue., 10/11 | V Boys Cross Country | Oxford, Seymour, St. Paul Catholic | Away - Oxford HS [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 10/11 | V Boys Soccer | Watertown | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | L 1-6 | ||
| Tue., 10/11 | V Girls Cross Country | Oxford, Seymour, St. Paul Catholic | Away - Oxford HS [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 10/11 | V Girls Volleyball | Naugatuck | Home - Augelli Court -- Crosby HS [Directions] | L 0-3 | 22min after JV game | |
| Tue., 10/11 | JV Girls Volleyball | Naugatuck | Home - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Wed., 10/12 | V Boys Soccer | Kaynor Tech | Away - Kaynor Soccer Field [Directions] | W 4-2 | 2:15pm | |
| Thu., 10/13 | V Girls Volleyball | Torrington | Away - Torrington HS [Directions] | L 0-3 | 2:15pm | 22min after JV game |
| Thu., 10/13 | JV Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 4:45 p.m. | ||
| Fri., 10/14 | V Boys Cross Country | City Championships | Away - Montoe Park | 3:45 p.m. | 2:15pm | |
| Fri., 10/14 | V Football | Wilby | Away - Municipal Stadium [Directions] | W 68-14 | 5:30pm (2) | |
| Fri., 10/14 | V Boys Soccer | Holy Cross | Away - Holy Cross HS [Directions] | L 1-3 | 2:15pm | |
| Fri., 10/14 | V Girls Cross Country | City Championships | Away - Montoe Park | 3:45 p.m. | ||
| Fri., 10/14 | V Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 3-0 | 2:15pm | 22min after JV game |
| Fri., 10/14 | JV Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Sat., 10/15 | JV Football | Wilby | Home - Crosby HS [Directions] | 11:00 a.m. | ||
| Tue., 10/18 | V Boys Soccer | Kennedy | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | L 0-5 | ||
| Tue., 10/18 | V Girls Volleyball | Holy Cross | Home - Augelli Court -- Crosby HS [Directions] | L 0-3 | 22min after JV game | |
| Tue., 10/18 | JV Girls Volleyball | Holy Cross | Home - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Wed., 10/19 | V Boys Cross Country | NVL Championships | Away - Veterans' Park | 3:45 p.m. | 2:15pm | |
| Wed., 10/19 | JV Boys Soccer | Kennedy | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Wed., 10/19 | V Girls Cross Country | NVL Championships | Away - Veterans' Park | 3:45 p.m. | ||
| Thu., 10/20 | V Boys Soccer | Sacred Heart | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | L 1-2 | ||
| Fri., 10/21 | V Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | L 0-3 | 2:15pm | 22min after JV game |
| Fri., 10/21 | JV Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Sat., 10/22 | JV Boys Soccer | Sacred Heart | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 1:00 p.m. | ||
| Mon., 10/24 | V Boys Soccer | Wilby | Away - Municipal Stadium [Directions] | L 2-4 | 2:15pm | |
| Mon., 10/24 | V Girls Volleyball | Oxford | Home - Augelli Court -- Crosby HS [Directions] | L 2-3 | 22min after JV game | |
| Mon., 10/24 | JV Girls Volleyball | Oxford | Home - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Tue., 10/25 | JV Boys Soccer | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 10/25 | V Girls Volleyball | Whitney Tech | Away - Whitney Tech School Gymnasium [Directions] | W 3-0 | 2:15pm | |
| Tue., 10/25 | JV Girls Volleyball | Whitney Tech | Away - Whitney Tech School Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 10/26 | FR Football | Naugatuck | Home - Crosby HS [Directions] | 3:30 p.m. | ||
| Wed., 10/26 | V Boys Soccer | Woodland | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | L 0-8 | ||
| Wed., 10/26 | V Girls Volleyball | Wilby | Home - Augelli Court -- Crosby HS [Directions] | W 3-0 | 22min after JV game | |
| Wed., 10/26 | JV Girls Volleyball | Wilby | Home - Augelli Court -- Crosby HS [Directions] | 3:30 p.m. | ||
| Thu., 10/27 | V Football | Naugatuck | Away - Naugatuck HS [Directions] | L 14-46 | 4:30pm (2) | cheer bus @ 4:45pm |
| Thu., 10/27 | JV Boys Soccer | Woodland | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Sat., 10/29 | V Boys Cross Country | State Class Championships | Away | TBA | TBA | |
| Sat., 10/29 | JV Football | Naugatuck | Home - Crosby HS [Directions] | 11:00 a.m. | ||
| Sat., 10/29 | V Girls Cross Country | State Class Championships | Away | TBA | ||
| Wed., 11/2 | FM Football | Holy Cross | Home - Crosby HS [Directions] | 3:30 p.m. | ||
| Sat., 11/5 | V Boys Cross Country | State Open Championships | Away | TBA | TBA | |
| Sat., 11/5 | V Football | Holy Cross | Away - Holy Cross Alumni Field [Directions] | W 58-43 | 11:30am (2) | |
| Sat., 11/5 | V Girls Cross Country | State Open Championships | Away | TBA | ||
| Wed., 11/9 | FM Football | Sacred Heart | Home - Crosby HS [Directions] | 3:30 p.m. | ||
| Thu., 11/10 | V Football | Sacred Heart | Home - Crosby HS [Directions] | L 38-57 | ||
| Wed., 11/16 | FR Football | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 11/18 | JV Football | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | Cancelled | 2:15pm | |
| Thu., 11/24 | V Football | Kennedy | Home - Crosby HS [Directions] | L 42-61 | ||
| Tue., 12/13 | V Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | L 43-53 | 2:30 pm | |
| Tue., 12/13 | JV Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/16 | V Boys Indoor Track | New Haven Invitational | Away - Hillhouse | 4:00 p.m. | 2:15pm | |
| Fri., 12/16 | V Girls Basketball | St. Paul Catholic | Home - Augelli Court -- Crosby HS [Directions] | L 29-51 | ||
| Fri., 12/16 | JV Girls Basketball | St. Paul Catholic | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Mon., 12/19 | FR Boys Basketball | Torrington | Home - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | ||
| Tue., 12/20 | V Boys Basketball | Torrington | Home - Augelli Court -- Crosby HS [Directions] | W 89-63 | ||
| Tue., 12/20 | JV Boys Basketball | Torrington | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Tue., 12/20 | V Boys Swimming and Diving | Woodland | Away - Woodland HS Pool [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 12/20 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | L 32-47 | 4:00pm | |
| Tue., 12/20 | JV Girls Basketball | Torrington | Away - Torrington HS [Directions] | 5:15 p.m. | ||
| Thu., 12/22 | V Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | W 74-46 | 3:00pm | |
| Thu., 12/22 | JV Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 4:15 p.m. | ||
| Thu., 12/22 | V Girls Basketball | Seymour | Home - Augelli Court -- Crosby HS [Directions] | L 34-51 | ||
| Thu., 12/22 | JV Girls Basketball | Seymour | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Tue., 12/27 | V Boys Basketball | Oxford | Home - Augelli Court -- Crosby HS [Directions] | W 98-42 | ||
| Tue., 12/27 | JV Boys Basketball | Oxford | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Tue., 12/27 | V Boys Indoor Track | Jack Long Invitational | Away - Hillhouse HS | 9:00 a.m. | 7:00am | |
| Tue., 12/27 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:00 p.m. | TBA | |
| Fri., 12/30 | V Boys Basketball | East Hartford | Away - East Hartford HS [Directions] | L 57-94 | 3:00pm | |
| Fri., 12/30 | JV Boys Basketball | East Hartford | Away - East Hartford HS [Directions] | 4:30 p.m. | ||
| Fri., 12/30 | V Boys Indoor Track | Hillhouse Qualifier | Away - Hillhouse HS | 3:00 p.m. | 1:00pm | |
| Tue., 1/3 | V Boys Swimming and Diving | Oxford | Home - Crosby HS [Directions] | 4:00 p.m. | ||
| Tue., 1/3 | V Girls Basketball | WCA | Home - Augelli Court -- Crosby HS [Directions] | L 34-44 | ||
| Tue., 1/3 | JV Girls Basketball | WCA | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 1/4 | V Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | W 125-123(3OT) | ||
| Wed., 1/4 | JV Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 5:15 p.m. | ||
| Thu., 1/5 | FR Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 1/5 | V Girls Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | L 33-48 | 3:15 | |
| Thu., 1/5 | JV Girls Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 1/5 | FR Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 6:30 p.m. | 5:00pm | |
| Fri., 1/6 | V Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | W 74-65 | ||
| Fri., 1/6 | JV Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/6 | V Boys Indoor Track | Elm City Relays | Away - SCSU | 4:00 p.m. | 2:00pm | |
| Fri., 1/6 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 1/7 | V Boys Indoor Track | Elm City Relays | Away - SCSU | 9:30 a.m. | 7:30am | |
| Mon., 1/9 | V Boys Basketball | Derby | Home - Augelli Court -- Crosby HS [Directions] | W 92-33 | ||
| Mon., 1/9 | JV Boys Basketball | Derby | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Mon., 1/9 | V Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | W 42-37 | 4:00pm | |
| Mon., 1/9 | JV Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 7:00 p.m. | ||
| Tue., 1/10 | V Boys Swimming and Diving | Meriden Co-op, East Catholic | Away - Platt high [Directions] | 3:45 p.m. | 2:15pm | |
| Wed., 1/11 | V Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | W 69-46 | 3:45pm | |
| Wed., 1/11 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:00 p.m. | ||
| Wed., 1/11 | V Boys Swimming and Diving | Torrington | Away - Torrington Y [Directions] | 7:30 p.m. | 6:00pm | |
| Thu., 1/12 | FR Boys Basketball | Kennedy | Home - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | ||
| Fri., 1/13 | V Boys Basketball | Kennedy | Home - Augelli Court -- Crosby HS [Directions] | L 69-46 | ||
| Fri., 1/13 | JV Boys Basketball | Kennedy | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Fri., 1/13 | V Boys Indoor Track | McCreavy Invitational | Away - Weselyan U | 4:00 p.m. | 2:30pm | |
| Fri., 1/13 | V Boys Swimming and Diving | Seymour | Home - Crosby HS [Directions] | 4:00 p.m. | ||
| Fri., 1/13 | V Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | L 39-50 | 4:30pm | |
| Fri., 1/13 | JV Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Sat., 1/14 | FR Girls Basketball | Kennedy | Home - Augelli Court -- Crosby HS [Directions] | 11:00 a.m. | ||
| Mon., 1/16 | FR Boys Basketball | Sacred Heart | Home - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | ||
| Wed., 1/18 | V Boys Basketball | Sacred Heart | Home - Augelli Court -- Crosby HS [Directions] | L 69-83 | ||
| Wed., 1/18 | JV Boys Basketball | Sacred Heart | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 1/18 | V Boys Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 1/19 | FR Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | 4:45pm | |
| Thu., 1/19 | V Girls Basketball | Wilby | Home - Augelli Court -- Crosby HS [Directions] | W 50-27 | ||
| Thu., 1/19 | JV Girls Basketball | Wilby | Home - Augelli Court -- Crosby HS [Directions] | 5:15 p.m. | ||
| Fri., 1/20 | V Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | W 82-55 | 4:00pm | |
| Fri., 1/20 | JV Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Wolcott | Home - Augelli Court -- Crosby HS [Directions] | L 34-43 | ||
| Fri., 1/20 | JV Girls Basketball | Wolcott | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Sat., 1/21 | V Boys Indoor Track | SCC Coaches Invitational | Away - Hillhouse HS | 9:00 a.m. | 7:00am | |
| Sat., 1/21 | FR Girls Basketball | Sacred Heart | Home - Augelli Court -- Crosby HS [Directions] | 11:00 a.m. | ||
| Wed., 1/25 | V Boys Swimming and Diving | Wilby/Kaynor | Home - Crosby HS [Directions] | 5:30 p.m. | ||
| Thu., 1/26 | V Girls Basketball | Terryville | Away - New Terryville HS [Directions] | W 53-27 | 4:00pm | |
| Thu., 1/26 | JV Girls Basketball | Terryville | Away - New Terryville HS [Directions] | 5:30 p.m. | ||
| Fri., 1/27 | V Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | L 72-77 | ||
| Fri., 1/27 | JV Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/27 | FR Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 1/27 | V Boys Swimming and Diving | Suffield | Home - Crosby HS [Directions] | 4:00 p.m. | ||
| Fri., 1/27 | V Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | W 39-38 | 4:00pm | |
| Fri., 1/27 | JV Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | V Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 92-41 | 4:00pm | |
| Mon., 1/30 | JV Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | V Boys Indoor Track | NVL Championships | Away - Hillhouse HS | 4:00 p.m. | 2:30pm | |
| Mon., 1/30 | V Girls Basketball | Watertown | Home - Augelli Court -- Crosby HS [Directions] | L 56-60 | ||
| Mon., 1/30 | JV Girls Basketball | Watertown | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 2/1 | V Boys Basketball | Wilby | Home - Augelli Court -- Crosby HS [Directions] | W 80-72 | ||
| Wed., 2/1 | JV Boys Basketball | Wilby | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 2/1 | V Boys Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | 7:00 p.m. | 5:30pm | |
| Wed., 2/1 | V Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | W 49-26 | 4:00pm | |
| Wed., 2/1 | JV Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | V Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 95-90(OT) | ||
| Fri., 2/3 | JV Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Fri., 2/3 | V Girls Basketball | Kennedy | Home - Augelli Court -- Crosby HS [Directions] | L 38-60 | ||
| Fri., 2/3 | JV Girls Basketball | Kennedy | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Sat., 2/4 | FR Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 11:00 a.m. | ||
| Sat., 2/4 | FR Girls Basketball | Wolcott | Home - Augelli Court -- Crosby HS [Directions] | 11:00 a.m. | ||
| Mon., 2/6 | V Girls Basketball | Holy Cross | Home - Augelli Court -- Crosby HS [Directions] | L 27-59 | ||
| Mon., 2/6 | JV Girls Basketball | Holy Cross | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 2/8 | V Boys Basketball | WCA | Home - Augelli Court -- Crosby HS [Directions] | W 81-72 | ||
| Wed., 2/8 | JV Boys Basketball | WCA | Home - Augelli Court -- Crosby HS [Directions] | 5:15 p.m. | ||
| Wed., 2/8 | V Boys Swimming and Diving | Nonnewaug | Home - Crosby HS [Directions] | 4:00 p.m. | ||
| Sat., 2/11 | V Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | L 65-72 | ||
| Sat., 2/11 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 4:30 p.m. | ||
| Sat., 2/11 | V Boys Indoor Track | Class L Championships | Away - Hillhouse HS | 6:00 p.m. | 4:00pm | |
| Sat., 2/11 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | L 32-46 | 4:15pm | |
| Tue., 2/14 | V Boys Basketball | Holy Cross | Home - Augelli Court -- Crosby HS [Directions] | L 59-90 | ||
| Tue., 2/14 | JV Boys Basketball | Holy Cross | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Tue., 2/14 | V Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | L 43-60 | 4:15pm | |
| Wed., 2/15 | V Boys Swimming and Diving | Kennedy | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Wed., 2/15 | V Boys Swimming and Diving | Holy Cross | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Wed., 2/15 | V Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | L 44-56 | 4:15pm | |
| Thu., 2/16 | V Girls Basketball | Sacred Heart | Home - Augelli Court -- Crosby HS [Directions] | L 39-49 | ||
| Sat., 2/18 | V Boys Indoor Track | State Open Champhionships | Away - Hillhouse HS | 2:00 p.m. | 12:00pm | |
| Mon., 2/20 | V Boys Basketball | Bassick | Home - Augelli Court -- Crosby HS [Directions] | L 72-79 | ||
| Mon., 2/20 | JV Boys Basketball | Bassick | Home - Augelli Court -- Crosby HS [Directions] | 5:15 p.m. | ||
| Wed., 2/22 | V Boys Basketball | St. Paul Catholic | Home - Augelli Court -- Crosby HS [Directions] | W 91-53 | ||
| Wed., 2/22 | JV Boys Basketball | St. Paul Catholic | Home - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Tue., 2/28 | V Boys Swimming and Diving | NVL Tournament Trials | Away | TBA | TBA | |
| Wed., 3/1 | V Boys Swimming and Diving | NVL Diving | Away | TBA | TBA | |
| Fri., 3/3 | V Boys Swimming and Diving | NVL Finals | Away | TBA | TBA | |
| Mon., 4/3 | V Baseball | Kaynor Tech | Home - Crosby HS [Directions] | W 7-6 | ||
| Mon., 4/3 | V Boys Tennis | Watertown | Away - Crestbrook Park [Directions] | L 1-8 | 2:15pm | |
| Mon., 4/3 | V Girls Tennis | Watertown | Home - Crosby HS [Directions] | L 0-7 | ||
| Wed., 4/5 | V Boys Outdoor Track | Watertown, Woodland | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 4/5 | V Girls Outdoor Track | Watertown, Woodland | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 4/5 | V Softball | Watertown | Home - Huntingdon Park [Directions] | L 24-1 | ||
| Fri., 4/7 | V Girls Tennis | Ansonia | Away - Nolan Field, Ansonia [Directions] | L 1-6 | 2:15pm | |
| Sat., 4/8 | V Baseball | Ansonia | Home - Municipal Stadium [Directions] | L 2-19 | ||
| Sat., 4/8 | V Boys Outdoor Track | Naugatuck, Wilby | Home - Naugatuck HS [Directions] | 10:00 a.m. | ||
| Sat., 4/8 | V Girls Outdoor Track | Naugatuck, Wilby | Home - Naugatuck HS [Directions] | 10:00 a.m. | ||
| Mon., 4/10 | V Baseball | Wolcott | Away - Wolcott HS [Directions] | L 0-33 | 2:15pm | |
| Mon., 4/10 | V Softball | Wolcott | Home - Crosby HS Field #1 [Directions] | L 19-0 | ||
| Mon., 4/10 | JV Softball | Wolcott | Home - Crosby HS Field #2 [Directions] | 3:30 p.m. | ||
| Mon., 4/10 | V Girls Tennis | Wolcott | Away - Wolcott HS [Directions] | L 0-7 | 9:30am | |
| Tue., 4/11 | JV Baseball | Wolcott | Away - BAW [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 4/11 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | Kenny Finnegan 68 Michael Garcia 69 Michelle Escobar 68 Steve costodia 72 | 1:50pm | |
| Tue., 4/11 | V Boys Tennis | Wolcott | Home - Crosby HS [Directions] | L 0-9 | ||
| Wed., 4/12 | V Baseball | Sacred Heart | Away - Fulton Park | L 1-21 | 2:15pm | |
| Wed., 4/12 | V Softball | Sacred Heart | Home - Crosby HS Field #1 [Directions] | L 14-8 | ||
| Thu., 4/13 | V Baseball | Wilby | Home - Crosby HS [Directions] | W 13-7 | ||
| Thu., 4/13 | V Boys Golf | Sacred Heart | Home - East Mountain [Directions] | Kenny Finnegan 66 Michael Garcia 67 Steve Costodia 72 Michelle Escobar 63 | 1:50pm | |
| Thu., 4/13 | V Boys Tennis | Wilby | Home - Crosby HS [Directions] | L 1-8 | ||
| Thu., 4/13 | V Softball | Wilby | Away - Bucks Hill Park [Directions] | W 26-6 | 2:15pm | |
| Thu., 4/13 | JV Softball | Wilby | Away - Bucks Hill Park [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 4/17 | V Baseball | Holy Cross | Home - Crosby HS [Directions] | L 18-0 | ||
| Mon., 4/17 | V Boys Golf | Kaynor Tech | Away - East Mountain Golf Course [Directions] | Kenny Finnegan 65 Michael Garcia 67 Steve Costodia 72 Michelle Escobar 63 | 1:50pm | |
| Mon., 4/17 | V Boys Golf | Holy Cross | Home - Western Hills [Directions] | HC 178 Kennedy 272 | 1:45pm | |
| Mon., 4/17 | V Boys Tennis | Holy Cross | Away - Holy Cross HS [Directions] | L 1-8 | 2:15pm | |
| Mon., 4/17 | V Softball | Holy Cross | Away - Holy Cross HS [Directions] | L 26-0 | 2:15pm | |
| Mon., 4/17 | JV Softball | Holy Cross | Away - Lower Murray Park [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 4/17 | V Girls Tennis | Holy Cross | Home - Crosby HS [Directions] | L 0-7 | ||
| Tue., 4/18 | JV Baseball | Holy Cross | Home - Crosby HS [Directions] | 3:30 p.m. | ||
| Tue., 4/18 | V Boys Outdoor Track | Sacred Heart, WCA | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/18 | V Girls Outdoor Track | Sacred Heart, WCA | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Wed., 4/19 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 2-14 | 2:30pm | |
| Wed., 4/19 | V Boys Golf | Crosby | Away - East Mountain [Directions] | Crosby253 Kennedy 265 | 1:45pm | |
| Wed., 4/19 | V Boys Golf | Waterbury Coop | Home - East Mountain [Directions] | Kenny Finnegan 64 Michael Garcia 56 Steve Costodia 70 Michelle Escobar 63 | 12:45pm | |
| Wed., 4/19 | V Boys Tennis | Sacred Heart | Away - Fulton Park | W 7-2 | 2:15pm | |
| Wed., 4/19 | V Softball | St. Paul Catholic | Home - Crosby HS Field #1 [Directions] | L 16-1 | ||
| Thu., 4/20 | JV Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 4/20 | V Boys Golf | Wolcott | Home - Western Hills [Directions] | Wolcott 179 Kennedy 267 | 1:45pm | |
| Thu., 4/20 | JV Softball | St. Paul Catholic | Home - Crosby HS Field #2 [Directions] | 4:00 p.m. | ||
| Thu., 4/20 | V Girls Tennis | Sacred Heart | Home - Crosby HS [Directions] | L 0-7 | ||
| Fri., 4/21 | V Boys Golf | Sacred Heart, Wilby | Away - East Mountain Golf Course | Kenny Finnegan 66 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | also with Wilby | |
| Mon., 4/24 | V Baseball | Woodland | Away - Woodland HS Baseball Field [Directions] | L 5-21 | 2:15pm | |
| Mon., 4/24 | V Boys Golf | Naugatuck | Home - Western Hills [Directions] | Naugatuck 246 Kennedy 280 | 1:45pm | |
| Mon., 4/24 | V Boys Golf | Seymour, Sacred Heart | Away - East Mountain Golf Course [Directions] | Kenny Finnegan 68 Michael Garcia 66 Michelle Escobar 60 Steve Costodia 72 | 2:30pm | also with Sacred Heart |
| Mon., 4/24 | V Boys Tennis | Torrington | Home - Crosby HS [Directions] | L 0-9 | ||
| Mon., 4/24 | V Softball | Woodland | Home - Crosby HS Field #1 [Directions] | L 24-2 | ||
| Mon., 4/24 | V Girls Tennis | Torrington | Away - Torrington HS [Directions] | L 0-7 | 2:15pm | |
| Wed., 4/26 | V Boys Golf | Seymour | Away - Oxford Greens [Directions] | SEYMOUR 213 KENNEDY 268 | 1:45pm | |
| Wed., 4/26 | V Boys Golf | Watertown | Away - Crestbrook Park Golf Course [Directions] | Kenny Finnegan 66 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | 2:30pm | |
| Thu., 4/27 | V Boys Golf | St. Paul Catholic | Away - Chippanee G.C. [Directions] | St Paul 205 Kennedy 249 | 1:45pm | |
| Thu., 4/27 | V Boys Golf | Torrington, Sacred Heart | Away - Torrington Country Club [Directions] | Kenny Finnegan 65 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | 1:30pm | also with Sacred Heart |
| Thu., 4/27 | V Boys Outdoor Track | Oxford, Wolcott | Away - OHS Track [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 4/27 | V Boys Tennis | Woodland | Home - Crosby HS [Directions] | L 0-7 | ||
| Thu., 4/27 | V Boys Tennis | Woodland | Away - Crosby HS [Directions] | L 1-6 | 2:15pm | |
| Thu., 4/27 | V Girls Outdoor Track | Oxford, Wolcott | Away - OHS Track [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 4/27 | V Softball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | L 21-6 | 2:15pm | |
| Thu., 4/27 | JV Softball | Kennedy | Away - Town Plot Park [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 4/27 | V Girls Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | L 0-7 | 2:15pm | |
| Fri., 4/28 | V Baseball | Torrington | Home - Crosby HS [Directions] | L 2-38 | ||
| Fri., 4/28 | V Boys Tennis | Kennedy | Home - Crosby HS [Directions] | L 1-8 | ||
| Fri., 4/28 | JV Softball | WCA | Home - Crosby HS Field #2 [Directions] | 3:30 p.m. | ||
| Sat., 4/29 | V Baseball | WCA | Away - Municipal Stadium [Directions] | W 6-0 | 2:15pm | |
| Sat., 4/29 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:00 a.m. | 7:00am | |
| Sat., 4/29 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | L 0-9 | 2:15pm | |
| Sat., 4/29 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:00 a.m. | 7:00am | |
| Sat., 4/29 | V Girls Tennis | St. Paul Catholic | Home - Crosby HS [Directions] | L 0-7 | ||
| Sat., 4/29 | V Girls Tennis | Naugatuck | Home - Crosby HS [Directions] | L 0-7 | ||
| Mon., 5/1 | V Baseball | Derby | Away - Derby -Ryan Athletic Complex-baseball field [Directions] | L 4-13 | 2:15pm | |
| Mon., 5/1 | V Softball | Derby | Away - Derby- Ryan Athletic Complex- softball field [Directions] | L 1-18 | 2:30pm | |
| Mon., 5/1 | V Girls Tennis | Seymour | Home - Kenendy HS [Directions] | L 1-6 | 2:15pm | |
| Tue., 5/2 | V Baseball | Kennedy | Home - Crosby HS [Directions] | W 14-12 | ||
| Tue., 5/2 | V Boys Golf | Watertown | Home - Western Hills [Directions] | Watertown 204 Kennedy 264 Watertown 204 Kennedy264 | 1:45pm | |
| Tue., 5/2 | V Boys Golf | St. Paul Catholic, Wilby | Home - East Mountain [Directions] | Kenny Finnegan 64 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | 1:50pm | |
| Tue., 5/2 | V Boys Outdoor Track | Derby, Seymour | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Tue., 5/2 | V Boys Tennis | Sacred Heart | Home - Fulton Park [Directions] | W 7-2 | 2:15pm | |
| Tue., 5/2 | V Girls Outdoor Track | Derby, Seymour | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Tue., 5/2 | V Softball | Ansonia | Away - Ansonia HS [Directions] | L 4-7 | 2:15pm | |
| Tue., 5/2 | V Girls Tennis | Sacred Heart | Away - Chase Park | L 0-7 | 4:00pm | |
| Wed., 5/3 | V Baseball | Seymour | Home - Crosby HS [Directions] | L 1-23 | ||
| Wed., 5/3 | V Softball | Oxford | Away - OHS Softball Field [Directions] | L 15-0 | 2:30pm | |
| Thu., 5/4 | JV Baseball | Seymour | Home - Crosby HS [Directions] | 3:30 p.m. | ||
| Thu., 5/4 | V Boys Golf | Wilby | Away - Western Hills [Directions] | Kenny Finnegan 55 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | 1:50pm | |
| Thu., 5/4 | V Boys Tennis | Kennedy | Away - Kennedy HS [Directions] | W 5-4 | 2:15pm | |
| Thu., 5/4 | JV Softball | Oxford | Home - Crosby HS Field #1 [Directions] | 4:00 p.m. | 2:15pm | |
| Thu., 5/4 | V Girls Tennis | Kennedy | Home - Chase Park [Directions] | L 0-7 | 2:15pm | |
| Thu., 5/4 | V Girls Tennis | Kennedy | Away - Chase Park [Directions] | L 0-7 | 2:15pm | |
| Fri., 5/5 | V Boys Outdoor Track | Irv Black Invitational | Away - Willowbrook Park | Cancelled | 2:30pm | also Saturday 9:00am |
| Fri., 5/5 | V Girls Outdoor Track | Irv Black Invitational | Away - Willowbrook Park | Cancelled | 2:30pm | also Saturday @ 9:00am |
| Sat., 5/6 | V Softball | WCA | Home - Municipal Stadium [Directions] | L 17-2 | ||
| Mon., 5/8 | V Baseball | Holy Cross | Away - Holy Cross HS [Directions] | L 0-8 | 2:15pm | |
| Mon., 5/8 | V Boys Golf | Holy Cross | Away - Western Hills [Directions] | Kenny Finnegan 55 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | 1:50pm | |
| Mon., 5/8 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | Woodland 173 Kennedy 273 | 1:45pm | |
| Mon., 5/8 | V Boys Tennis | Holy Cross | Away - Holy Cross HS [Directions] | L 1-8 | 4:00pm | |
| Mon., 5/8 | V Softball | Holy Cross | Home - Crosby HS Field #1 [Directions] | L 19-0 | ||
| Mon., 5/8 | JV Softball | Holy Cross | Home - Crosby HS Field #2 [Directions] | 3:30 p.m. | ||
| Mon., 5/8 | V Girls Tennis | Holy Cross | Away - Holy Cross HS [Directions] | L 0-7 | 2:15pm | |
| Tue., 5/9 | V Boys Outdoor Track | Holy Cross, Kennedy | Away - Holy Cross HS [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 5/9 | V Girls Outdoor Track | Holy Cross, Kennedy | Away - Holy Cross HS [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 5/9 | V Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | L 11-3 | 2:15pm | |
| Tue., 5/9 | V Girls Tennis | Wilby | Home - Montoe Park [Directions] | W 5-1 | 2:15pm | |
| Tue., 5/9 | V Girls Tennis | Wilby | Away - Montoe Park [Directions] | W 5-2 | ||
| Wed., 5/10 | V Baseball | Wilby | Away - Wilby H.S. [Directions] | W 10-7 | 2:15pm | |
| Wed., 5/10 | V Boys Tennis | Wilby | Away - Bucks Hill Park [Directions] | L 2-7 | 2:15pm | |
| Wed., 5/10 | V Softball | Wilby | Home - Crosby HS Field #1 [Directions] | W 9-8 | ||
| Wed., 5/10 | JV Softball | Wilby | Home - Crosby HS Field #2 [Directions] | 4:00 p.m. | ||
| Thu., 5/11 | V Baseball | WCA | Home - Crosby HS [Directions] | L 1-13 | ||
| Thu., 5/11 | V Boys Golf | Holy Cross | Away - Western Hills [Directions] | Holy Cross 188 Kennedy 264 | 1:45pm | |
| Thu., 5/11 | V Boys Tennis | Watertown | Away - Crestbrook Park [Directions] | L 1-8 | 2:15pm | |
| Thu., 5/11 | V Softball | WCA | Away - Huntingdon Park [Directions] | L 19-3 | 2:15pm | |
| Thu., 5/11 | JV Softball | WCA | Away - Huntingdon Park [Directions] | 3:30 p.m. | 2:15pm | |
| Sat., 5/13 | V Baseball | Sacred Heart | Home - Crosby HS [Directions] | L 0-8 | ||
| Sat., 5/13 | V Boys Outdoor Track | Torrington Invitational | Away - Torrington HS | 9:00 a.m. | 7:30am | |
| Sat., 5/13 | V Girls Outdoor Track | Torrington Invitational | Away - Torrington HS | 9:00 a.m. | 7:30am | |
| Mon., 5/15 | V Baseball | Kennedy | Away - Municipal Stadium [Directions] | L 4-14 | ||
| Mon., 5/15 | V Softball | Kennedy | Home - Crosby HS Field #1 [Directions] | W 7-6 | ||
| Mon., 5/15 | JV Softball | Kennedy | Home - Crosby HS Field #2 [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | V Baseball | Naugatuck | Home - Crosby HS [Directions] | L 0-11 | ||
| Tue., 5/16 | V Boys Golf | Woodland, Wilby | Home - Western Hills [Directions] | Woodland 188 Wilby 240 Kennedy 264 | 1:45pm | |
| Tue., 5/16 | V Boys Golf | Crosby | Home - Western Hills [Directions] | Kennedy 264 Cosby 280 | 1:45pm | |
| Tue., 5/16 | V Boys Golf | Waterbury Coop | Away - Western Hills [Directions] | Kenny Finnegan 51 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | 1:50pm | |
| Tue., 5/16 | V Boys Outdoor Track | Torrington, St. Paul Catholic | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | Torrington, St. Paul Catholic | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | V Softball | Naugatuck | Away - Naugatuck HS [Directions] | L 15-0 | 4:30pm | |
| Tue., 5/16 | JV Softball | Naugatuck | Away - Naugatuck HS [Directions] | 3:45 p.m. | 2:15pm | |
| Wed., 5/17 | V Softball | Terryville | Away - New Terryville HS [Directions] | L 13-5 | 2:30pm | |
| Thu., 5/18 | V Baseball | Creed | Away - West Rock Park | W 21-13 | 2:15pm | |
| Thu., 5/18 | V Boys Golf | Torrington, Wilby | Home - Western Hills [Directions] | Torrington 184 Wilby 240 Kennedy 247 | 1:45pm | |
| Thu., 5/18 | JV Softball | Terryville | Away - New Terryville HS [Directions] | 4:00 p.m. | 2:15pm | |
| Fri., 5/19 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | Sacred Heart164 Kennedy 280 | 1:45pm | |
| Fri., 5/19 | V Boys Outdoor Track | City Championships | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 2:30 p.m. | ||
| Fri., 5/19 | V Girls Outdoor Track | City Championships | Home - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 2:30 p.m. | ||
| Mon., 5/22 | V Boys Golf | Naugatuck | Away - East Mountain [Directions] | Kenny Finnegan 61 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | 1:50pm | |
| Mon., 5/22 | V Boys Golf | Wolcott, Sacred Heart | Home - East Mountain [Directions] | Kenny Finnegan 61 Michael Garcia 67 Michelle Escobar 63 Steve Costodia 72 | 1:50pm | also with Sacred Heart |
| Tue., 5/23 | V Boys Outdoor Track | NVL Championships | Away - Seymour HS | 2:00 p.m. | 12:00pm | |
| Tue., 5/23 | V Girls Outdoor Track | NVL Championships | Away - Seymour HS | 2:00 p.m. | 12:00pm | |
| Wed., 5/24 | V Boys Golf | Sacred Heart | Home - Western Hills [Directions] | Sacred Heart 177 Kennedy 269 | 1:45pm | |
| Wed., 5/24 | V Softball | Kaynor Tech | Home - Crosby HS Field #1 [Directions] | L 5-21 | ||
| Tue., 5/30 | V Boys Outdoor Track | Class L Championships | Away - Middletown | 2:00 p.m. | 12:00pm | |
| Wed., 5/31 | V Girls Outdoor Track | Class MM Chamionships | Away - Middletown | TBA | TBA | |
| Mon., 6/5 | V Boys Outdoor Track | State Open | Away - Willowbrook Park | TBA | TBA | |
| Mon., 6/5 | V Girls Outdoor Track | State Open | Away - Willowbrook Park | TBA | TBA | |