| Wilby 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 371 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Holy Cross | Home - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Derby | Home - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Sacred Heart | Away - Fulton Park | Cancelled | Cancelled | |
| TBA | JV Baseball | Crosby | Home - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Seymour | Away - French Park [Directions] | TBA | ||
| TBA | JV Baseball | Kennedy | Home - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Wolcott | Away - Wolcott HS [Directions] | TBA | ||
| TBA | JV Baseball | Torrington | Home - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Kennedy | Away - Waterville Park [Directions] | TBA | ||
| TBA | JV Boys Basketball | Woodland | Home - Wilby gym [Directions] | TBA | ||
| TBA | FR Boys Basketball | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | ||
| TBA | FR Boys Basketball | St. Paul Catholic | Home - Reggie O'Brien Gymnasium [Directions] | Cancelled | Cancelled | |
| TBA | FR Football | Wolcott | Home - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| TBA | V Boys Golf | Crosby | Home - Western Hills [Directions] | TBA | K Cleary56 Dylan McGrath 60 A nsell McKinney 63 Todd Withington 72 | |
| TBA | JV Boys Soccer | Derby | Away - Derby -Witek Park [Directions] | TBA | ||
| TBA | JV Boys Soccer | Crosby | Home - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Boys Soccer | Holy Cross | Home - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Boys Soccer | Seymour | Away - Bungay School [Directions] | TBA | ||
| TBA | JV Boys Soccer | Oxford | Home - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Boys Soccer | Sacred Heart | Away - Waterville Park | TBA | ||
| TBA | JV Boys Soccer | St. Paul Catholic | Home - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | TBA | ||
| TBA | JV Softball | Sacred Heart | Home - Bucks Hill Park [Directions] | TBA | ||
| TBA | JV Softball | Oxford | Away - OHS Baseball & Softball Complex [Directions] | Cancelled | Cancelled | |
| TBA | JV Softball | Wolcott | Away - Wolcott HS [Directions] | TBA | With Varsity | |
| Sat., 8/29 | V Football | Northwest Catholic (Scrim.) | Home [Directions] | 10:00 a.m. | ||
| Tue., 9/1 | V Football | Bristol Central (Scrim.) | Home - wilby [Directions] | 3:30 p.m. | ||
| Fri., 9/4 | V Football | Waterbury City Jamboree | Away | 4:00 p.m. | ||
| Fri., 9/11 | V Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 7:00 p.m. | L 6-42 | |
| Fri., 9/11 | V Girls Swimming and Diving | Torrington | Home - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Mon., 9/14 | V Girls Volleyball | Wolcott | Away - Wilby H.S. [Directions] | 5:00 p.m. | L 0-3 | |
| Mon., 9/14 | JV Girls Volleyball | Wolcott | Away - Wilby H.S. [Directions] | 3:45 p.m. | ||
| Tue., 9/15 | V Boys Cross Country | Woodland, St. Paul Catholic, WCA | Away - Woodland HS Track [Directions] | 3:45 p.m. | @ Woodland | |
| Tue., 9/15 | V Boys Soccer | Crosby | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 0-4 | |
| Tue., 9/15 | V Girls Cross Country | Woodland, St. Paul Catholic, WCA | Away - Woodland HS Track [Directions] | 3:45 p.m. | @ Woodland | |
| Wed., 9/16 | V Boys Soccer | Holy Cross | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 0-2 | |
| Wed., 9/16 | V Girls Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 4:00 p.m. | ||
| Thu., 9/17 | V Girls Volleyball | Crosby | Home - Wilby HS [Directions] | 4:30 p.m. | L 0-3 | |
| Thu., 9/17 | JV Girls Volleyball | Crosby | Home - Wilby HS [Directions] | 3:30 p.m. | ||
| Fri., 9/18 | V Football | St. Paul Catholic | Home - Municipal Stadium [Directions] | 3:30 p.m. | L 0-38 | |
| Fri., 9/18 | V Girls Volleyball | Naugatuck | Home - Wilby H.S. [Directions] | 4:30 p.m. | L 0-3 | |
| Fri., 9/18 | JV Girls Volleyball | Naugatuck | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Sat., 9/19 | FR Football | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 10:30 a.m. | ||
| Mon., 9/21 | V Boys Soccer | Seymour | Away - Seymour High Lower Field [Directions] | 3:30 p.m. | L 0-5 | |
| Tue., 9/22 | V Boys Cross Country | Naugatuck, Oxford, Sacred Heart | Away - Hop Brook [Directions] | 3:45 p.m. | ||
| Tue., 9/22 | V Girls Cross Country | Naugatuck, Oxford, Sacred Heart | Away - Hop Brook [Directions] | 3:45 p.m. | ||
| Tue., 9/22 | V Girls Swimming and Diving | Sacred Heart | Home - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Tue., 9/22 | V Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/22 | JV Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 4:45 p.m. | ||
| Wed., 9/23 | FR Football | Kennedy | Away - Wilby H.S. [Directions] | 3:00 p.m. | ||
| Wed., 9/23 | V Boys Soccer | Crosby | Away - Crosby HS [Directions] | 3:45 p.m. | L 1-3 | Non League |
| Thu., 9/24 | V Girls Volleyball | Kennedy | Home - Wilby H.S. [Directions] | 4:30 p.m. | L 0-3 | |
| Thu., 9/24 | JV Girls Volleyball | Kennedy | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Fri., 9/25 | V Football | Kennedy | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 6-36 | |
| Fri., 9/25 | V Boys Soccer | Oxford | Home - Municipal Stadium [Directions] | 3:00 p.m. | L 1-5 | |
| Tue., 9/29 | V Boys Cross Country | Seymour, Holy Cross, Torrington | Away - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:30 p.m. | L 0-6 | |
| Tue., 9/29 | V Girls Cross Country | Seymour, Holy Cross, Torrington | Away - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | V Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:30 p.m. | L 0-3 | |
| Tue., 9/29 | JV Girls Volleyball | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 9/30 | FR Football | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Thu., 10/1 | V Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | L 0-3 | |
| Thu., 10/1 | JV Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | V Football | Holy Cross | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 20-46 | |
| Fri., 10/2 | V Boys Soccer | Sacred Heart | Away - Waterville Park | 3:45 p.m. | L 2-3 | |
| Fri., 10/2 | V Girls Swimming and Diving | Kennedy | Home - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | V Girls Volleyball | St. Paul Catholic | Home - Wilby H.S. [Directions] | 4:30 p.m. | L 0-3 | |
| Fri., 10/2 | JV Girls Volleyball | St. Paul Catholic | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Mon., 10/5 | V Boys Soccer | Derby | Away - Derby -Witek Park [Directions] | 4:00 p.m. | L 2-6 | |
| Mon., 10/5 | V Girls Swimming and Diving | Woodland | Home - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Tue., 10/6 | V Boys Cross Country | Wolcott, Kennedy, Ansonia | Away - Wolcott HS [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Girls Cross Country | Wolcott, Kennedy, Ansonia | Away - Wolcott HS [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 4:30 p.m. | L 0-3 | |
| Tue., 10/6 | JV Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | ||
| Wed., 10/7 | FR Football | Ansonia | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Wed., 10/7 | V Boys Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:30 p.m. | L 0-4 | |
| Thu., 10/8 | JV Boys Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:30 p.m. | ||
| Thu., 10/8 | V Girls Volleyball | Crosby | Home - Wilby H.S. [Directions] | 4:30 p.m. | L 0-3 | |
| Thu., 10/8 | JV Girls Volleyball | Crosby | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Fri., 10/9 | V Girls Volleyball | Whitney Tech | Home - Reggie O'Brien Gymnasium [Directions] | 4:30 p.m. | W 3-1 | |
| Fri., 10/9 | JV Girls Volleyball | Whitney Tech | Home - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 10/10 | V Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | 9:45 a.m. | L 12-52 | |
| Sat., 10/10 | JV Football | Ansonia | Home - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| Tue., 10/13 | V Boys Cross Country | Crosby, Derby, Watertown | Home - Veterans Memorial Park Watertown [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Boys Soccer | Kennedy | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 0-2 | |
| Tue., 10/13 | V Girls Cross Country | Crosby, Derby, Watertown | Home - Veterans Memorial Park Watertown [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Girls Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | ||
| Wed., 10/14 | JV Boys Soccer | Kennedy | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Thu., 10/15 | FR Football | Seymour | Home - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Thu., 10/15 | V Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 4:30 p.m. | L 0-3 | |
| Thu., 10/15 | JV Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 3:30 p.m. | ||
| Fri., 10/16 | V Boys Cross Country | City Chyampionships | Away | 3:45 p.m. | ||
| Fri., 10/16 | V Football | Seymour | Away - Seymour High Main Field [Directions] | 7:00 p.m. | L 6-49 | |
| Fri., 10/16 | V Boys Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 4:15 p.m. | L 0-7 | |
| Fri., 10/16 | V Girls Cross Country | City Chyampionships | Away | 3:45 p.m. | ||
| Fri., 10/16 | V Girls Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/16 | V Girls Volleyball | Seymour | Home - Wilby H.S. [Directions] | 4:30 p.m. | L 0-3 | |
| Fri., 10/16 | JV Girls Volleyball | Seymour | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Sat., 10/17 | JV Boys Soccer | Wolcott | Away - Wolcott HS, Lower Soccer Field [Directions] | 10:00 a.m. | ||
| Tue., 10/20 | V Boys Soccer | Naugatuck | Home - Municipal Stadium [Directions] | 4:45 p.m. | L 0-3 | |
| Tue., 10/20 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Tue., 10/20 | V Girls Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Tue., 10/20 | JV Girls Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/21 | V Boys Cross Country | NVL | Away | 3:45 p.m. | ||
| Wed., 10/21 | FR Football | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 10/21 | JV Boys Soccer | Naugatuck | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Wed., 10/21 | V Girls Cross Country | NVL | Away | 3:45 p.m. | ||
| Thu., 10/22 | V Boys Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | L 0-10 | |
| Thu., 10/22 | V Girls Volleyball | Whitney Tech | Home - Reggie O'Brien Gymnasium [Directions] | 4:30 p.m. | W 3-1 | |
| Thu., 10/22 | JV Girls Volleyball | Whitney Tech | Home - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 10/23 | V Football | Watertown | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 6-50 | |
| Fri., 10/23 | JV Boys Soccer | Watertown | Away - Veterans Park [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Girls Swimming and Diving | Naugatuck, Holy Cross | Away - Naugatuck HS [Directions] | 4:00 p.m. | at Naugatuck | |
| Fri., 10/23 | V Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | L 0-3 | |
| Fri., 10/23 | JV Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Mon., 10/26 | V Boys Soccer | Torrington | Home - Municipal Stadium [Directions] | 4:45 p.m. | L 1-3 | |
| Mon., 10/26 | V Girls Volleyball | Holy Cross | Home - Wilby H.S. [Directions] | 4:30 p.m. | L 0-3 | |
| Mon., 10/26 | JV Girls Volleyball | Holy Cross | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Tue., 10/27 | JV Boys Soccer | Torrington | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Wed., 10/28 | FR Football | Woodland | Home - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| Thu., 10/29 | V Boys Soccer | St. Paul Catholic | Home - Municipal Stadium [Directions] | 6:30 p.m. | L 0-4 | |
| Fri., 10/30 | V Football | Woodland | Away - Woodland Football Field [Directions] | 6:30 p.m. | L 6-39 | |
| Sat., 10/31 | JV Football | Woodland | Home - Wilby H.S. [Directions] | 10:00 a.m. | ||
| Tue., 11/3 | V Girls Swimming and Diving | NVL Traial at Kennedy | Away | 4:30 p.m. | ||
| Wed., 11/4 | V Girls Swimming and Diving | NVL Diving at Kennedy | Away | 4:30 p.m. | ||
| Fri., 11/6 | V Girls Swimming and Diving | NVL Finals at Kennedy | Away | 4:30 p.m. | ||
| Wed., 11/11 | FR Football | Crosby | Home - Wilby H.S. [Directions] | 10:00 a.m. | ||
| Sat., 11/14 | V Football | Crosby | Away - Municipal Stadium [Directions] | 10:30 a.m. | L 14-34 | |
| Sat., 11/14 | JV Football | Crosby | Home - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| Mon., 11/23 | JV Football | Sacred Heart | Away - Municipal Stadium | Cancelled | Cancelled | |
| Wed., 11/25 | V Football | Sacred Heart | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 26-48 | |
| Tue., 12/8 | V Boys Basketball | Pomperaug (Scrim.) | Away - PHS Main Gym [Directions] | 6:30 p.m. | Bus from North End Rec | |
| Fri., 12/11 | V Boys Basketball | East Haven (Scrim.) | Away - East Haven HS [Directions] | 5:30 p.m. | Bus from North End Rec | |
| Sat., 12/12 | V Boys Basketball | Windsor (Scrim.) | Away [Directions] | 6:00 p.m. | Bus from North End Rec | |
| Tue., 12/15 | V Girls Basketball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | W 60-36 | |
| Tue., 12/15 | JV Girls Basketball | Ansonia | Away - Ansonia HS [Directions] | 4:30 p.m. | ||
| Wed., 12/16 | V Boys Basketball | Bassick (Scrim.) | Away - Bassick Gymnasium [Directions] | 4:00 p.m. | Bus Wilby | |
| Fri., 12/18 | V Girls Basketball | Derby | Home - Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | L 56-63 | |
| Fri., 12/18 | JV Girls Basketball | Derby | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 12/19 | V Boys Basketball | City Jamboree@Kennedy | Away | 12:00 p.m. | ||
| Mon., 12/21 | V Boys Basketball | Sacred Heart | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 81-112 | No Bus |
| Mon., 12/21 | JV Boys Basketball | Sacred Heart | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 12/21 | FR Boys Basketball | Sacred Heart | Home - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Mon., 12/21 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | L 14-51 | no bus |
| Mon., 12/21 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Mon., 12/28 | V Girls Basketball | Terryville | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 31-43 | |
| Mon., 12/28 | JV Girls Basketball | Terryville | Home - Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/30 | V Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | W 79-77 | No Bus |
| Wed., 12/30 | JV Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 12/30 | FR Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 11:00 a.m. | no bus | |
| Wed., 12/30 | V Boys Swimming and Diving | Torrington | Home - Wilby H.S. [Directions] | 10:00 a.m.. | ||
| Wed., 12/30 | V Girls Basketball | Crosby | Home - Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | L 27-83 | |
| Wed., 12/30 | JV Girls Basketball | Crosby | Home - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 1/2 | V Girls Basketball | Terryville | Away - New Terryville HS [Directions] | 7:00 p.m. | L 33-58 | |
| Sat., 1/2 | JV Girls Basketball | Terryville | Away - New Terryville HS [Directions] | 5:30 p.m. | ||
| Tue., 1/5 | V Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | W 88-48 | Bus from North End Rec |
| Tue., 1/5 | FR Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | ||
| Tue., 1/5 | V Boys Swimming and Diving | Holy Cross | Home - Wilby H.S. [Directions] | 5:30 p.m. | ||
| Tue., 1/5 | V Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 7:00 p.m. | L 20-71 | Bus with Boys 4:00pm from North End Rec |
| Thu., 1/7 | V Boys Basketball | Watertown | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 65-47 | |
| Thu., 1/7 | JV Boys Basketball | Watertown | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/8 | V Boys Swimming and Diving | Watertown | Home - Wilby H.S. [Directions] | 6:30 p.m. | ||
| Fri., 1/8 | V Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | L 38-76 | |
| Fri., 1/8 | JV Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Sat., 1/9 | FR Boys Basketball | Watertown | Home - Reggie O'Brien Gymnasium [Directions] | 10:00 a.m. | ||
| Mon., 1/11 | V Boys Basketball | Seymour | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 97-72 | |
| Mon., 1/11 | JV Boys Basketball | Seymour | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/11 | FR Boys Basketball | Seymour | Home - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Mon., 1/11 | V Girls Basketball | Seymour | Away - Seymour HS [Directions] | 7:00 p.m. | L 15-67 | |
| Mon., 1/11 | JV Girls Basketball | Seymour | Away - Seymour HS [Directions] | 5:15 p.m. | ||
| Wed., 1/13 | V Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 69-81 | No Bus |
| Wed., 1/13 | JV Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:15 p.m. | ||
| Wed., 1/13 | V Girls Basketball | Kennedy | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 18-75 [Detailed Results] | |
| Wed., 1/13 | JV Girls Basketball | Kennedy | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/14 | FR Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 6:00 p.m. | No Bus | |
| Fri., 1/15 | V Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 7:00 p.m. | L 58-71 | No Bus |
| Fri., 1/15 | JV Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/15 | FR Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | No Bus | |
| Fri., 1/15 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | ||
| Fri., 1/15 | V Girls Basketball | Holy Cross | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 24-64 | |
| Fri., 1/15 | JV Girls Basketball | Holy Cross | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/19 | FR Boys Basketball | WCA | Home - Reggie O'Brien Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 1/20 | V Boys Basketball | WCA | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 80-49 | No Bus |
| Wed., 1/20 | JV Boys Basketball | WCA | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/20 | V Boys Swimming and Diving | Sacred Heart | Home - Wilby H.S. [Directions] | 6:00 p.m. | ||
| Fri., 1/22 | V Boys Basketball | St. Paul Catholic | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 63-56 | |
| Fri., 1/22 | JV Boys Basketball | St. Paul Catholic | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/22 | V Boys Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/22 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | L 26-63 | |
| Fri., 1/22 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Mon., 1/25 | V Boys Basketball | Oxford | Away - OHS-Main Gym [Directions] | 7:00 p.m. | W 77-61 | Bus from North End Rec |
| Mon., 1/25 | JV Boys Basketball | Oxford | Away - OHS-Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/25 | V Girls Basketball | Oxford | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 24-46 | |
| Mon., 1/25 | JV Girls Basketball | Oxford | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/26 | V Boys Swimming and Diving | Crosby/WCA | Home - Wilby H.S. [Directions] | 5:00 p.m. | ||
| Wed., 1/27 | V Boys Basketball | Wolcott | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 77-65 | |
| Wed., 1/27 | JV Boys Basketball | Wolcott | Home - Reggie O'Brien Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 1/27 | V Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | L 27-53 | |
| Wed., 1/27 | JV Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:30 p.m. | ||
| Thu., 1/28 | FR Boys Basketball | Wolcott | Home - Reggie O'Brien Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 1/29 | V Boys Basketball | Torrington | Away - Torrington HS [Directions] | 7:00 p.m. | W 80-43 | Bus from North End Rec |
| Fri., 1/29 | JV Boys Basketball | Torrington | Away - Torrington HS [Directions] | 5:00 p.m. | ||
| Fri., 1/29 | V Boys Swimming and Diving | Woodland | Away - Woodland HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/29 | V Girls Basketball | Torrington | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 11-45 | |
| Fri., 1/29 | JV Girls Basketball | Torrington | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/1 | V Boys Basketball | University | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 77-42 | |
| Mon., 2/1 | JV Boys Basketball | University | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/1 | FR Boys Basketball | University | Home - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 2/2 | V Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 7:00 p.m. | L 15-71 | no bus |
| Tue., 2/2 | JV Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 2/3 | V Boys Basketball | Holy Cross | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 68-70 | |
| Wed., 2/3 | JV Boys Basketball | Holy Cross | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/4 | FR Boys Basketball | Holy Cross | Home - Reggie O'Brien Gymnasium [Directions] | 6:00 p.m. | ||
| Sat., 2/6 | V Boys Basketball | Kennedy | Home - Reggie O'Brien Gymnasium [Directions] | 1:00 p.m. | W 82-70 | |
| Sat., 2/6 | JV Boys Basketball | Kennedy | Home - Reggie O'Brien Gymnasium [Directions] | 11:30 a.m. | ||
| Sat., 2/6 | FR Boys Basketball | Kennedy | Home - Reggie O'Brien Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/6 | V Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 1:00 p.m. | L 16-70 | no bus |
| Sat., 2/6 | JV Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 11:30 a.m. | ||
| Tue., 2/9 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Tue., 2/9 | V Boys Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | ||
| Tue., 2/9 | V Girls Basketball | Naugatuck | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 40-61 | |
| Tue., 2/9 | JV Girls Basketball | Naugatuck | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/10 | V Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 7:00 p.m. | W 67-49 | Bus from North End Rec |
| Wed., 2/10 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:30 p.m. | ||
| Fri., 2/12 | V Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | L 68-87 | No Bus |
| Fri., 2/12 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Fri., 2/12 | FR Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | Cancelled | Cancelled | |
| Fri., 2/12 | V Girls Basketball | Sacred Heart | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 36-54 | |
| Fri., 2/12 | JV Girls Basketball | Sacred Heart | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/16 | V Boys Basketball | Crosby | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 68-69 | |
| Tue., 2/16 | JV Boys Basketball | Crosby | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/16 | V Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | L 29-79 | no bus |
| Tue., 2/16 | JV Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 2/17 | FR Boys Basketball | Crosby | Home - Reggie O'Brien Gymnasium [Directions] | Cancelled | Cancelled | |
| Wed., 2/17 | V Boys Swimming and Diving | Kennedy | Home - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Thu., 2/18 | V Boys Basketball | Ansonia | Home - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 64-48 | |
| Thu., 2/18 | JV Boys Basketball | Ansonia | Home - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 2/20 | FR Boys Basketball | Ansonia | Home - Reggie O'Brien Gymnasium [Directions] | Cancelled | Cancelled | |
| Wed., 2/24 | V Boys Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 7:00 p.m. | W 93-41 | Bus from North End Rec |
| Wed., 2/24 | JV Boys Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 3/1 | V Boys Swimming and Diving | NVL Tournament Trials | Away | 4:00 p.m. | @Kennedy | |
| Wed., 3/2 | V Boys Swimming and Diving | NVL Diving | Away | 4:00 p.m. | @Kennedy | |
| Fri., 3/4 | V Boys Swimming and Diving | NVL Finals | Away | 4:00 p.m. | @Kennedy | |
| Wed., 4/6 | V Boys Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | L 1-8 | |
| Wed., 4/6 | V Softball | Sacred Heart | Home - Joan Joyce Field @ Municipal Stadium [Directions] | 3:00 p.m. | L 1-27 | |
| Fri., 4/8 | V Softball | Wolcott Tech | Home - Bucks Hill Park [Directions] | 3:45 p.m. | L 5-20 | |
| Sat., 4/9 | V Baseball | Derby | Home - Wilby H.S. [Directions] | 11:00 p.m. | W 6-5 | |
| Sat., 4/9 | V Softball | Derby | Away - Derby- Ryan Athletic Complex- softball field [Directions] | 10:00 a.m. | W 11-9 | |
| Sat., 4/9 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 11:00 a.m. | L 0-1 | |
| Mon., 4/11 | V Baseball | Crosby | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 5-6 | |
| Mon., 4/11 | FR Baseball | Crosby | Home - Bucks Hill Park [Directions] | Cancelled | Cancelled | |
| Mon., 4/11 | V Softball | Crosby | Away - Crosby HS Field #1 [Directions] | 3:30 p.m. | L 3-19 | Share with Girls Tennis |
| Mon., 4/11 | JV Softball | Crosby | Away - Crosby HS Field #2 [Directions] | 3:30 p.m. | ||
| Mon., 4/11 | V Girls Tennis | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | L 0-2 | Share with Softball Team |
| Tue., 4/12 | V Boys Outdoor Track | Naugatuck, WCA, Torrington | Away - Naugatuck HS [Directions] | 3:45 p.m. | @ naugatuck | |
| Tue., 4/12 | V Girls Outdoor Track | Naugatuck, WCA, Torrington | Away - Naugatuck HS [Directions] | 3:45 p.m. | @ naugatuck | |
| Wed., 4/13 | V Baseball | Woodland | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 3-13 | |
| Wed., 4/13 | V Boys Tennis | Woodland | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 2-7 | |
| Wed., 4/13 | V Softball | Woodland | Away - Woodland Softball Field [Directions] | 3:30 p.m. | L 2-21 | Share with Girls Tennis |
| Wed., 4/13 | V Girls Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | 3:30 p.m. | L 0-3 | Share with Softball Team |
| Thu., 4/14 | JV Baseball | Woodland | Home - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Thu., 4/14 | V Boys Golf | Woodland, Wilby | Home - Western Hills [Directions] | 2:30 p.m. | Woodland 193 Kennedy 261 | |
| Thu., 4/14 | V Boys Golf | Waterbury Coop, Woodland | Away - Western Hills [Directions] | 2:30 p.m. | Howard freeman 56 Louis rotar 64 isais Ruiz 69 Antron Bailey 72 Suhkchain Singh 72 | @ kennedy |
| Thu., 4/14 | V Boys Tennis | Torrington | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 0-9 | |
| Thu., 4/14 | V Girls Tennis | Torrington | Away - Torrington H.S. [Directions] | 3:30 p.m. | L 0-4 | |
| Fri., 4/15 | V Baseball | Watertown | Away - Deland Field [Directions] | 3:30 p.m. | L 3-26 | |
| Fri., 4/15 | V Boys Tennis | Watertown | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 2-7 | |
| Fri., 4/15 | V Softball | Watertown | Home - Bucks Hill Park [Directions] | 3:30 p.m. | L 2-18 | |
| Fri., 4/15 | V Girls Tennis | Watertown | Away - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | L 0-5 | |
| Sat., 4/16 | JV Baseball | Watertown | Away - Veterans Park [Directions] | 11:00 a.m. | ||
| Sat., 4/16 | V Softball | Ansonia | Home - Bucks Hill Park [Directions] | 10:30 a.m. | L 2-22 | |
| Mon., 4/18 | V Baseball | Seymour | Away - French Park [Directions] | 11:00 a.m. | W 3-2 | |
| Mon., 4/18 | V Softball | Seymour | Home - Bucks Hill Park [Directions] | 2:00 p.m. | L 0-18 | |
| Mon., 4/18 | V Girls Tennis | Seymour | Home - Wilby H.S. [Directions] | 11:00 a.m. | L 0-6 | |
| Tue., 4/19 | V Boys Outdoor Track | Holy Cross, Kennedy, St. Paul Catholic | Away - Holy Cross HS [Directions] | 3:30 p.m. | @ Holy Cross | |
| Tue., 4/19 | V Girls Outdoor Track | Holy Cross, Kennedy, St. Paul Catholic | Away - Holy Cross HS [Directions] | 3:30 p.m. | @ Holy Cross | |
| Wed., 4/20 | V Baseball | Kennedy | Home - Wilby H.S. [Directions] | 11:00 a.m. | W 16-11 | |
| Wed., 4/20 | V Softball | Kennedy | Away - Huntington Field [Directions] | 3:30 p.m. | L 0-15 | |
| Thu., 4/21 | V Baseball | Holy Cross | Home - Wilby H.S. [Directions] | 3:00 p.m. | L 5-26 | |
| Thu., 4/21 | V Boys Tennis | Kennedy | Home - Wilby H.S. [Directions] | 10:00 a.m. | W 5-2 | |
| Fri., 4/22 | V Boys Tennis | Holy Cross | Home - Wilby H.S. [Directions] | 11:00 a.m. | L 1-8 | |
| Fri., 4/22 | V Softball | Holy Cross | Away - Holy Cross HS [Directions] | 11:00 a.m. | L 0-17 | |
| Sat., 4/23 | V Baseball | Sacred Heart | Home - Wilby HS [Directions] | 12:00 p.m. | L 3-5 | |
| Mon., 4/25 | V Baseball | WCA | Away - Bucks Hill [Directions] | 3:00 p.m. | W 7-3 | |
| Mon., 4/25 | JV Baseball | WCA | Away - Bucks Hill [Directions] | 6:00 p.m. | ||
| Mon., 4/25 | V Boys Tennis | Sacred Heart | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 4-5 | |
| Mon., 4/25 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | L 0-7 | |
| Tue., 4/26 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | K CLEARY 62 A MCKINNEY 71 D MCGRATH 72 T RECCIHONI 72 | |
| Tue., 4/26 | V Boys Golf | Watertown, Holy Cross | Home - Western Hills [Directions] | 2:30 p.m. | Howard Freeman 60 Louis Rotar 62 Suhkchain Singh 72 Isaias Ruiz 72 | |
| Wed., 4/27 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | L 3-9 | |
| Wed., 4/27 | V Boys Golf | Naugatuck | Away - Hop Brook [Directions] | 2:30 p.m. | Howard Freeman 58 Louis Rotar 58 Isais Ruiz 71 Suhkchain Singh 68 Wyatt Cahill 71 | @ Naugy |
| Wed., 4/27 | V Boys Outdoor Track | Wolcott, Woodland | Away - Wolcott HS [Directions] | 3:45 p.m. | @ Wolcott | |
| Wed., 4/27 | V Boys Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | 3:30 p.m. | L 0-9 | |
| Wed., 4/27 | V Girls Outdoor Track | Wolcott, Woodland | Away - Wolcott HS [Directions] | 3:45 p.m. | @ Wolcott | |
| Wed., 4/27 | V Softball | St. Paul Catholic | Home - Bucks Hill Park [Directions] | 3:45 p.m. | L 0-18 | |
| Wed., 4/27 | V Girls Tennis | St. Paul Catholic | Home - Wilby H.S. [Directions] | 4:15 p.m. | L 0-8 | |
| Thu., 4/28 | JV Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Boys Golf | Naugatuck, Wilby | Home - Western Hills [Directions] | 2:30 p.m. | K CLEARY 56 DMCGRATH 70 A MCKNIGHT 64 T RECCIHONI 71 | |
| Thu., 4/28 | V Boys Golf | Naugatuck, Waterbury Coop | Away - Western Hills [Directions] | 2:30 p.m. | Louis Rotar 56 Isais Ruiz 70 Antron Bailey 70 Morgan Rhinehart 72 | |
| Fri., 4/29 | V Baseball | Oxford | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 3-13 | |
| Fri., 4/29 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | W 9-0 | |
| Fri., 4/29 | V Boys Tennis | Crosby | Away - Wilby H.S. [Directions] | 5:00 p.m. | W 8-1 | |
| Fri., 4/29 | V Softball | Oxford | Away - OHS Baseball & Softball Complex [Directions] | 3:30 p.m. | L 3-17 | |
| Fri., 4/29 | V Girls Tennis | Crosby | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 0-9 | |
| Sat., 4/30 | JV Baseball | Oxford | Home - Wilby H.S. [Directions] | 11:00 a.m. | ||
| Mon., 5/2 | V Boys Golf | Sacred Heart | Away - East Mountain | 2:30 p.m. | K Cleary 54 A MCKINNEY 58 D MCGRATH 59 T RECCIHONI 62 | |
| Mon., 5/2 | V Boys Golf | Watertown, St. Paul Catholic | Away - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | Howard Freeman 56 Louis Rotar 71 Isais Ruiz 68 Suhkchain Singh 72 Wyatt Cahill 71 | |
| Tue., 5/3 | V Boys Outdoor Track | Watertown, Crosby, Oxford | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | @ Watertown | |
| Tue., 5/3 | V Girls Outdoor Track | Watertown, Crosby, Oxford | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | @ Watertown | |
| Wed., 5/4 | V Baseball | Torrington | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 4-9 | |
| Wed., 5/4 | V Boys Golf | Watertown | Away - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | K Cleary 58 A McKinney 71 D McGrath 72 T Recccihoni 72 | |
| Wed., 5/4 | V Boys Tennis | Watertown | Away - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | L 1-8 | |
| Wed., 5/4 | JV Softball | Torrington | Away - Torrington HS [Directions] | 4:00 p.m. | With Varsity | |
| Thu., 5/5 | V Baseball | Wolcott | Away - Wolcott HS [Directions] | 3:30 p.m. | L 0-13 | |
| Thu., 5/5 | V Boys Tennis | Wolcott | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 0-9 | |
| Thu., 5/5 | V Softball | Holy Cross | Home - Bucks Hill Park [Directions] | 3:30 p.m. | L 5-22 | |
| Thu., 5/5 | V Girls Tennis | Holy Cross | Away - Holy Cross HS [Directions] | 2:30 p.m. | L 0-7 | |
| Thu., 5/5 | V Girls Tennis | Holy Cross | Away - Holy Cross HS [Directions] | 4:00 p.m. | L 0-7 | |
| Mon., 5/9 | V Baseball | Kennedy | Away - Waterville Park [Directions] | 3:30 p.m. | W 5-3 | Share with Boys Tennis |
| Mon., 5/9 | V Boys Golf | Holy Cross | Away - Western Hills [Directions] | 2:30 p.m. | ANSELL MCKINNEY63 TYLER RECCIHONI 72 | |
| Mon., 5/9 | V Boys Golf | Woodland, Watertown | Away - Oxford Greens [Directions] | 2:45 p.m. | Isaias Ruiz 68 Morgan Rhinehart 72 Wyatt Cahill 72 Natalia Melo 72 | @ Woodland |
| Mon., 5/9 | V Boys Tennis | Kennedy | Away - Chase Park [Directions] | 3:30 p.m. | L 1-8 | 2:15 Bus Share with Baseball Team- Drop off Baseball and then Tennis |
| Mon., 5/9 | V Softball | Kennedy | Home - Bucks Hill Park [Directions] | 3:30 p.m. | L 7-9 | |
| Mon., 5/9 | JV Softball | Kennedy | Home - Bucks Hill Park [Directions] | 3:30 p.m. | With Varsity | |
| Mon., 5/9 | V Girls Tennis | Kennedy | Away - Wilby H.S. [Directions] | 3:30 p.m. | L 0-7 | |
| Mon., 5/9 | V Girls Tennis | Kennedy | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 0-7 | |
| Tue., 5/10 | V Baseball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | L 0-10 | Share bus with Boys Tennis |
| Tue., 5/10 | V Baseball | WCA | Home - Bucks Hill [Directions] | 6:30 p.m. | W 13-6 | |
| Tue., 5/10 | V Boys Golf | St. Paul Catholic | Away - Chippanee Golf Course [Directions] | Howard Freeman 48 Antron Bailey 70 Wyatt Cahill 70 Morgan Rhinehart 70 | ||
| Tue., 5/10 | V Boys Golf | St. Paul Catholic | Away - Chippanee Golf Club [Directions] | 2:45 p.m. | K CLEARY 51 A MCKINNEY 67 D MCGRATH 68 T RECCIHONI 68 | |
| Tue., 5/10 | V Boys Outdoor Track | Seymour, Derby, Oxford | Away - Seymour HS [Directions] | 3:30 p.m. | @ Seymour | |
| Tue., 5/10 | V Boys Tennis | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | L 1-8 | Bus 2:15 Share with Baseball Team |
| Tue., 5/10 | V Girls Outdoor Track | Seymour, Derby, Oxford | Away [Directions] | 3:30 p.m. | @ Seymour | |
| Tue., 5/10 | V Softball | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | L 4-7 | |
| Tue., 5/10 | V Girls Tennis | Wolcott | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 0-7 | |
| Wed., 5/11 | V Baseball | Naugatuck | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 9-18 | |
| Wed., 5/11 | V Boys Tennis | Naugatuck | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 2-7 | |
| Wed., 5/11 | V Girls Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | L 0-7 | |
| Thu., 5/12 | V Baseball | Sacred Heart | Away - Fulton Park | 3:30 p.m. | L 0-5 | |
| Thu., 5/12 | JV Baseball | Naugatuck | Home - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| Thu., 5/12 | V Boys Golf | Sacred Heart | Home - Western Hills [Directions] | 2:30 p.m. | K CLEARY 58 A MCKINNEY 65 T RECCIHONI 62 D MCGRATH 59 | |
| Thu., 5/12 | V Boys Golf | Sacred Heart, Waterbury Coop | Home - Western Hills [Directions] | 2:30 p.m. | Louis Rotar 58 Isaias Ruiz 69 Antron Bailey 72 Morgan Rhinehart 72 Natalia Mello 72 | |
| Thu., 5/12 | V Girls Tennis | Ansonia | Home - Wilby H.S. [Directions] | 3:30 p.m. | L 0-7 | |
| Sat., 5/14 | JV Baseball | Sacred Heart | Home - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| Sat., 5/14 | V Boys Outdoor Track | Torrington | Away - Torrington H.S. [Directions] | 10:00 a.m. | ||
| Sat., 5/14 | V Softball | Torrington | Away - Torrington HS [Directions] | 11:00 a.m. | L 0-17 | |
| Sat., 5/14 | JV Softball | Sacred Heart | Away - Municipal Stadium - South Field | Cancelled | Cancelled | |
| Mon., 5/16 | V Baseball | Crosby | Away - Washington Park [Directions] | 7:00 p.m. | W 10-9 | |
| Mon., 5/16 | FR Baseball | Crosby | Away - Washington Park [Directions] | Cancelled | Cancelled | |
| Mon., 5/16 | V Boys Golf | Holy Cross | Home - Western Hills [Directions] | 2:30 p.m. | A MCKINNEY 62 D MCGRATH 71 T RECCIHONI 58 T WORTHINGTON 72 | |
| Mon., 5/16 | V Boys Golf | Wolcott, Naugatuck | Away - Farmingbury Country Club [Directions] | 2:30 p.m. | Howard Freeman 52 Louis Rotar 64 Isaias Ruiz 68 Morgan Rhinehart 67 Wyatt Cahill 72 | |
| Mon., 5/16 | V Softball | Crosby | Home - Bucks Hill Park [Directions] | 3:30 p.m. | W 15-8 | |
| Mon., 5/16 | JV Softball | Crosby | Home - Bucks Hill Park [Directions] | Cancelled | Cancelled | With Varsity |
| Tue., 5/17 | V Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 6:00 p.m. | L 4-11 | |
| Tue., 5/17 | V Boys Golf | Torrington, Wolcott | Away - Torrington Country Club [Directions] | 2:30 p.m. | Howard Freeman 55 Louis Rotar 58 Isaias Ruiz 72 Morgan Rhinehart 72 Wyatt Cahill | |
| Tue., 5/17 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:45 p.m. | K Cleary 58 Ansell McKinney 64 Todd Withington 72 DMcGrath72 | |
| Tue., 5/17 | V Boys Outdoor Track | Holy Cross | Away [Directions] | 3:30 p.m. | @ Holy Cross | |
| Tue., 5/17 | V Girls Outdoor Track | City Championship | Away | 3:30 p.m. | @ Holy Cross | |
| Tue., 5/17 | V Softball | Sacred Heart | Away - Joan Joyce Field @ Municipal Stadium | 6:00 p.m. | L 2-17 | |
| Wed., 5/18 | JV Baseball | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | ||
| Wed., 5/18 | V Boys Golf | Wolcott | Away - Western Hills [Directions] | 2:30 p.m. | K Cleary 58 TYLER RECCIHONI 72 TODD WITHINGTON 72 ANSELL MCKINNEY 72 | |
| Wed., 5/18 | V Boys Golf | Holy Cross, Torrington | Away - Western Hills [Directions] | 2:30 p.m. | Howard Freeman 52 Louis Rotar 53 Isaias Ruiz 61 Wyatt Cahill 72 Antron Bailey 72 | @ Holy Cross |
| Wed., 5/18 | V Boys Golf | Wolcott, Waterbury Coop | Home - Western Hills [Directions] | 2:30 p.m. | Howard Freeman 52 Louis Rotar 53 Isaias Ruiz 61 Wyatt Cahill 72 Antron Bailey 72 | |
| Wed., 5/18 | V Softball | Wolcott Tech | Away - Wolcott Tech Softball Field [Directions] | 3:45 p.m. | L 8-23 | |
| Thu., 5/19 | V Softball | Wolcott | Home - Bucks Hill Park [Directions] | 3:00 p.m. | L 0-17 | |
| Mon., 5/23 | V Boys Golf | Crosby | Away - East Mountain [Directions] | 2:30 p.m. | K Cleary 56 D McGrath 60 Ansell McKinney 63 Todd Withington72 | |
| Tue., 5/24 | V Boys Outdoor Track | NVL Tournament | Away - Holy Cross H.S. | |||
| Thu., 5/26 | V Boys Golf | Holy Cross, Crosby | Home - Western Hills [Directions] | 2:30 p.m. | ||
| Tue., 5/31 | V Boys Outdoor Track | Tournament Game - Opponent Not Known | Away - Middletown H.S. | |||
| Mon., 6/6 | V Boys Outdoor Track | Tournament Game - Opponent Not Known | Away - Willow Brook Park , New Britain | |||