| Kennedy 2016-17 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 417 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Naugatuck | Away - Naugatuck HS [Directions] | TBA | ||
| TBA | JV Baseball | Derby | Home - Waterville Park [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Home - Waterville Park [Directions] | TBA | ||
| TBA | JV Baseball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Crosby | Away - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Oxford | Away - OHS Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Torrington | Away - Torrington HS [Directions] | TBA | ||
| TBA | JV Baseball | Woodland | Home - Waterville Park [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Away - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Sacred Heart | Away - Fulton Park | TBA | ||
| TBA | FR Baseball | Naugatuck | Away - Bucks Hill Park [Directions] | TBA | ||
| TBA | FR Baseball | Seymour | Home - Bucks Hill Park [Directions] | TBA | ||
| TBA | FR Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | TBA | ||
| TBA | JV Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | Wilby | Home - KENNEDY HIGH SCHOOL [Directions] | TBA | ||
| TBA | FR Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | TBA | ||
| TBA | FR Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | TBA | ||
| TBA | JV Football | Wilby | Away - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Football | Seymour | Home - KENNEDY HIGH SCHOOL [Directions] | TBA | ||
| TBA | FR Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | Cancelled | Cancelled | |
| TBA | JV Boys Soccer | Seymour | Away - Seymour High Lower Field [Directions] | TBA | ||
| TBA | JV Boys Soccer | Naugatuck | Home - West Side MS [Directions] | TBA | ||
| TBA | JV Boys Soccer | St. Paul Catholic | Home - West Side MS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | TBA | ||
| TBA | JV Boys Soccer | Wilby | Home - West Side MS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Wolcott | Home - West Side MS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | TBA | ||
| TBA | JV Girls Basketball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | TBA | ||
| TBA | JV Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | TBA | ||
| TBA | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | TBA | ||
| TBA | FR Girls Basketball | St. Paul Catholic | Home - KENNEDY HIGH SCHOOL [Directions] | TBA | ||
| TBA | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Softball | Woodland | Away - Woodland Softball Field [Directions] | 9:00 a.m. | ||
| TBA | JV Softball | Naugatuck | Home - Town Plot Park [Directions] | 3:30 p.m. | ||
| TBA | JV Softball | Sacred Heart | Home - Town Plot Park [Directions] | TBA | ||
| TBA | JV Softball | Holy Cross | Home - Town Plot Park [Directions] | TBA | ||
| TBA | JV Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | TBA | ||
| TBA | V Girls Tennis | Wilby | Home - Chase Park [Directions] | TBA | W 7-0 | |
| Fri., 9/2 | V Girls Volleyball | Bristol Central (Scrim.) | Away - Bristol Central HS [Directions] | 4:00 p.m. | ||
| Tue., 9/6 | V Girls Volleyball | Taft (Scrim.) | Away - Taft H.S. | 3:30 p.m. | ||
| Wed., 9/7 | V Girls Volleyball | Valley Regional (Scrim.) | Away - Valley Regional H.S. [Directions] | 3:30 p.m. | ||
| Fri., 9/9 | V Boys Soccer | St. Paul Catholic | Home - Municipal Stadium [Directions] | 3:45 p.m. | W 6-5 | |
| Fri., 9/9 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | L 3-0 | |
| Fri., 9/9 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 4:30 p.m. | ||
| Sat., 9/10 | V Football | Holy Cross | Away - Holy Cross Alumni Field [Directions] | 1:00 p.m. | W 36-21 | |
| Tue., 9/13 | V Boys Cross Country | Naugatuck, Seymour, Woodland | Away - Hop Brook [Directions] | 3:45 p.m. | ||
| Tue., 9/13 | V Boys Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:30 p.m. | L 2-4 | |
| Tue., 9/13 | V Girls Cross Country | Naugatuck, Seymour, Woodland | Away - Hop Brook [Directions] | 3:45 p.m. | ||
| Tue., 9/13 | V Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 9/13 | JV Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Thu., 9/15 | V Girls Volleyball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | W 3-1 | |
| Thu., 9/15 | JV Girls Volleyball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Fri., 9/16 | V Football | Wolcott | Home - Municipal Stadium [Directions] | 7:00 p.m. | L 0-54 | |
| Fri., 9/16 | V Boys Soccer | Wilby | Home - West Side MS [Directions] | 3:30 p.m. | W 10-3 | |
| Fri., 9/16 | V Girls Swimming and Diving | Watertown | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Fri., 9/16 | V Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/16 | JV Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 4:30 p.m. | ||
| Sat., 9/17 | V Boys Cross Country | Wilton Invitational | Away - Allens Meadow Park | 9:30 a.m. | ||
| Tue., 9/20 | V Boys Cross Country | Torrington, Derby, Oxford | Away - Torrington H.S. [Directions] | 3:45 p.m. | ||
| Tue., 9/20 | V Boys Soccer | Wolcott | Home - West Side MS [Directions] | 3:30 p.m. | L 4-6 | |
| Tue., 9/20 | V Girls Cross Country | Torrington, Derby, Oxford | Away - Naugatuck [Directions] | 3:45 p.m. | ||
| Tue., 9/20 | V Girls Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 4:00 p.m. | ||
| Tue., 9/20 | V Girls Volleyball | Wilby | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 9/20 | JV Girls Volleyball | Wilby | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Wed., 9/21 | FM Football | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Thu., 9/22 | V Boys Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | L 1-5 | |
| Thu., 9/22 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 9/22 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/23 | V Boys Cross Country | Sloper Relays | Away - Southington YMCA | 4:00 p.m. | ||
| Fri., 9/23 | V Football | WCA | Away - Municipal Stadium [Directions] | 7:00 p.m. | W 20-8 | |
| Fri., 9/23 | V Girls Swimming and Diving | Sacred Heart | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Fri., 9/23 | V Girls Volleyball | St. Paul Catholic | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/23 | JV Girls Volleyball | St. Paul Catholic | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Mon., 9/26 | V Boys Soccer | Torrington | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 0-5 | |
| Tue., 9/27 | V Boys Cross Country | Holy Cross, Watertown, St. Paul Catholic | Away - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Girls Cross Country | Holy Cross, Watertown, St. Paul Catholic | Away - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Girls Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Tue., 9/27 | V Girls Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 5:15 p.m. | W 3-1 | |
| Tue., 9/27 | JV Girls Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/28 | FR Football | Wilby | Away - Wilby H.S. [Directions] | Cancelled | Cancelled | |
| Wed., 9/28 | V Boys Soccer | Seymour | Away - Seymour HS [Directions] | 6:30 p.m. | L 3-4 | |
| Thu., 9/29 | V Girls Volleyball | Watertown | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 9/29 | JV Girls Volleyball | Watertown | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Fri., 9/30 | V Football | Wilby | Home - Municipal Stadium [Directions] | 7:00 p.m. | W 27-0 | |
| Fri., 9/30 | V Boys Soccer | Derby | Home - West Side MS [Directions] | 4:00 p.m. | W 8-0 | |
| Fri., 9/30 | V Girls Swimming and Diving | Holy Cross | Away - Kennedy HS [Directions] | 4:00 p.m. | ||
| Fri., 9/30 | V Girls Volleyball | Woodland | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | L 3-1 | |
| Fri., 9/30 | JV Girls Volleyball | Woodland | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Sat., 10/1 | JV Boys Soccer | Derby | Home - West Side MS [Directions] | 10:00 a.m. | T 5 - 5 | |
| Tue., 10/4 | V Boys Cross Country | Crosby, Sacred Heart, WCA | Home - Montoe Park [Directions] | 3:45 p.m. | ||
| Tue., 10/4 | V Boys Soccer | WCA | Home - Municipal Stadium [Directions] | 6:00 p.m. | W 5-0 | |
| Tue., 10/4 | V Girls Cross Country | Crosby, Sacred Heart, WCA | Home - Montoe Park [Directions] | 3:45 p.m. | ||
| Tue., 10/4 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Tue., 10/4 | V Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 10/4 | JV Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Wed., 10/5 | FR Football | Ansonia | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Wed., 10/5 | JV Boys Soccer | WCA | Home - West Side MS [Directions] | 3:30 p.m. | W 5-3 | |
| Thu., 10/6 | V Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | 6:00 p.m. | L 8-44 | |
| Thu., 10/6 | V Girls Volleyball | Gilbert | Home - KENNEDY HIGH SCHOOL [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 10/6 | JV Girls Volleyball | Gilbert | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Fri., 10/7 | V Boys Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | L 1-2 | |
| Fri., 10/7 | V Girls Swimming and Diving | Torrington | Away - Torrington Y [Directions] | 7:30 p.m. | ||
| Fri., 10/7 | V Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | L 3-1 | |
| Fri., 10/7 | JV Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 4:45 p.m. | ||
| Sat., 10/8 | V Boys Cross Country | Wickham Invitational | Home - Wickham Park, Manchester [Directions] | 9:00 a.m. | ||
| Sat., 10/8 | JV Football | Ansonia | Home - KENNEDY HIGH SCHOOL [Directions] | 10:00 a.m. | ||
| Sat., 10/8 | JV Boys Soccer | Watertown | Away - Swift MS [Directions] | 10:00 a.m. | L 0-2 | |
| Mon., 10/10 | JV Football | Ansonia | Home - KENNEDY HIGH SCHOOL [Directions] | Cancelled | Cancelled | |
| Tue., 10/11 | V Boys Cross Country | Wolcott, Ansonia, Wilby | Away - Wolcott HS [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Girls Cross Country | Wolcott, Ansonia, Wilby | Away - Wolcott HS [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Tue., 10/11 | V Girls Volleyball | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 10/11 | JV Girls Volleyball | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Wed., 10/12 | FR Football | Seymour | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Wed., 10/12 | V Boys Soccer | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | L 0-4 | |
| Thu., 10/13 | JV Boys Soccer | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | L 0-7 | |
| Thu., 10/13 | V Girls Volleyball | Wolcott | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 10/13 | JV Girls Volleyball | Wolcott | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Fri., 10/14 | V Boys Cross Country | City Championship | Away - Montoe Park | 3:45 p.m. | ||
| Fri., 10/14 | V Football | Seymour | Away - Seymour HS [Directions] | 7:00 p.m. | L 7-48 | |
| Fri., 10/14 | V Boys Soccer | Ansonia | Home - Municipal Stadium [Directions] | 3:30 p.m. | W 5-4 | |
| Fri., 10/14 | V Girls Cross Country | City Championship | Away - TBA | 3:45 p.m. | ||
| Fri., 10/14 | V Girls Swimming and Diving | Oxford | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Fri., 10/14 | V Girls Volleyball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 10/14 | JV Girls Volleyball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 10/15 | JV Boys Soccer | Ansonia | Home - West Side MS [Directions] | 10:00 a.m. | W 3-2 | |
| Tue., 10/18 | V Boys Soccer | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 6:00 p.m. | W 5-0 | |
| Tue., 10/18 | V Girls Swimming and Diving | Windsor Locks/Ellington/E.Granby/E.Windsor | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Tue., 10/18 | V Girls Volleyball | Torrington | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | L 0-3 | |
| Tue., 10/18 | JV Girls Volleyball | Torrington | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Wed., 10/19 | V Boys Cross Country | NVL Championship | Away - Veterans' Park | 3:45 p.m. | ||
| Wed., 10/19 | JV Boys Soccer | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | L 2-4 | |
| Wed., 10/19 | V Girls Cross Country | NVL Championship | Away - Veterans' Park | 3:45 p.m. | ||
| Fri., 10/21 | V Girls Swimming and Diving | Woodland | Away - Woodland Pool [Directions] | 5:00 p.m. | ||
| Fri., 10/21 | V Girls Volleyball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/21 | JV Girls Volleyball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Sat., 10/22 | V Boys Soccer | Holy Cross | Home - Municipal Stadium [Directions] | 6:30 p.m. | W 1-0 | |
| Sat., 10/22 | JV Boys Soccer | Holy Cross | Home - West Side MS [Directions] | 10:00 a.m. | W 2-1 | |
| Mon., 10/24 | V Boys Soccer | Naugatuck | Home - West Side MS [Directions] | 3:30 p.m. | L 0-1 | |
| Mon., 10/24 | V Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 10/24 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 3:45 p.m. | ||
| Wed., 10/26 | V Girls Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 6:15 p.m. | L 2-3 | |
| Wed., 10/26 | JV Girls Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:00 p.m. | ||
| Fri., 10/28 | FM Football | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | ||
| Fri., 10/28 | V Boys Soccer | Sacred Heart | Away - Municipal Stadium | 3:00 p.m. | T 0-0 | |
| Sat., 10/29 | V Boys Cross Country | Class L Division Meet | Away - Wickham Park | 2:05 p.m. | ||
| Sat., 10/29 | V Football | Torrington | Home - Municipal Stadium [Directions] | 11:00 a.m. | L 18-20 | |
| Tue., 11/1 | JV Boys Soccer | Sacred Heart | Away - Waterville Park | 3:30 p.m. | W 6-1 | |
| Fri., 11/4 | V Boys Cross Country | State Open | Away - Wickham Park, Manchester | 2:00 p.m. | ||
| Fri., 11/4 | V Football | Sacred Heart | Home - Municipal Stadium [Directions] | 7:00 p.m. | W 46-8 | |
| Sat., 11/5 | FM Football | Sacred Heart | Home - KENNEDY HIGH SCHOOL [Directions] | 11:00 a.m. | ||
| Thu., 11/10 | FM Football | Woodland | Away - Woodland Football Field [Directions] | 3:30 p.m. | ||
| Fri., 11/11 | V Football | Woodland | Home - Municipal Stadium [Directions] | 7:00 p.m. | L 20-40 | |
| Wed., 11/16 | FR Football | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Fri., 11/18 | JV Football | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | Cancelled | Cancelled | |
| Thu., 11/24 | V Football | Crosby | Away - Crosby HS [Directions] | 10:00 a.m. | W 61-42 | |
| Fri., 12/2 | V Girls Basketball | Taft (Scrim.) | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Sat., 12/3 | V Girls Basketball | Morgan (Scrim.) | Home - KENNEDY HIGH SCHOOL [Directions] | 12:00 p.m. | ||
| Wed., 12/7 | V Girls Basketball | Daniel Hand (Scrim.) | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Sat., 12/10 | V Boys Basketball | Bulkeley (Scrim.) | Home - KENNEDY HIGH SCHOOL [Directions] | 10:30 a.m. | ||
| Mon., 12/12 | V Boys Basketball | Northwestern (Scrim.) | Home - KENNEDY HIGH SCHOOL [Directions] | 6:15 p.m. | ||
| Tue., 12/13 | V Girls Basketball | Ansonia | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 47-32 | |
| Tue., 12/13 | JV Girls Basketball | Ansonia | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Thu., 12/15 | V Girls Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | 7:00 p.m. | W 40-28 | |
| Thu., 12/15 | JV Girls Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 12/15 | FR Girls Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 12/17 | V Boys Indoor Track | New Haven Invitational | Away - Hillhouse H.S. | 9:30 a.m. | ||
| Tue., 12/20 | V Boys Basketball | Naugatuck | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 63-39 | |
| Tue., 12/20 | JV Boys Basketball | Naugatuck | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Tue., 12/20 | FR Boys Basketball | Naugatuck | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Tue., 12/20 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Tue., 12/20 | V Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 7:00 p.m. | W 43-16 | |
| Tue., 12/20 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Tue., 12/20 | FR Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Thu., 12/22 | V Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 112-44 | |
| Thu., 12/22 | JV Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 12/22 | FR Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Thu., 12/22 | V Girls Basketball | Watertown | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 48-44 | |
| Thu., 12/22 | JV Girls Basketball | Watertown | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Thu., 12/22 | FR Girls Basketball | Watertown | Home - KENNEDY HIGH SCHOOL [Directions] | Cancelled | Cancelled | |
| Tue., 12/27 | V Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 83-55 | |
| Tue., 12/27 | JV Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Tue., 12/27 | FR Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Tue., 12/27 | V Boys Indoor Track | Jack Long Invitational | Away - Hillhouse H.S. | 9:00 a.m. | ||
| Wed., 12/28 | V Girls Basketball | Wolcott | Home - KENNEDY HIGH SCHOOL [Directions] | 3:00 p.m. | W 45-42 | |
| Wed., 12/28 | JV Girls Basketball | Wolcott | Home - KENNEDY HIGH SCHOOL [Directions] | 1:00 p.m. | ||
| Wed., 12/28 | FR Girls Basketball | Wolcott | Home - KENNEDY HIGH SCHOOL [Directions] | 11:30 a.m. | ||
| Fri., 12/30 | V Boys Indoor Track | Hillhouse Qualifier | Away - Hillhouse H.S. | 3:00 p.m. | ||
| Mon., 1/2 | FR Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 12:00 p.m. | ||
| Tue., 1/3 | V Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 76-75 | |
| Tue., 1/3 | JV Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | V Boys Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | 7:00 p.m. | ||
| Tue., 1/3 | V Girls Basketball | Wilby | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 49-18 | |
| Tue., 1/3 | JV Girls Basketball | Wilby | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Thu., 1/5 | FR Girls Basketball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 6:30 p.m. | ||
| Fri., 1/6 | V Boys Basketball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 66-69 | |
| Fri., 1/6 | JV Boys Basketball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Fri., 1/6 | FR Boys Basketball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Fri., 1/6 | V Boys Indoor Track | Elm City Relays | Away - Southern CT. State Uni. | 4:00 p.m. | ||
| Fri., 1/6 | V Boys Swimming and Diving | Torrington | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Fri., 1/6 | V Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 7:00 p.m. | L 26-58 | |
| Fri., 1/6 | JV Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Sat., 1/7 | V Boys Indoor Track | Elm City Relays | Away - SCSU | 9:30 a.m. | ||
| Mon., 1/9 | V Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 7:00 p.m. | W 68-61 | |
| Mon., 1/9 | JV Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/9 | FR Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 3:45 p.m. | ||
| Mon., 1/9 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | 7:00 p.m. | L 40-52 | |
| Mon., 1/9 | JV Girls Basketball | Torrington | Away - Torrington HS [Directions] | 5:00 p.m. | ||
| Mon., 1/9 | FR Girls Basketball | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | ||
| Wed., 1/11 | V Boys Basketball | St. Paul Catholic | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 57-46 | |
| Wed., 1/11 | JV Boys Basketball | St. Paul Catholic | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Wed., 1/11 | FR Boys Basketball | St. Paul Catholic | Home - KENNEDY HIGH SCHOOL [Directions] | 3:45 p.m. | ||
| Wed., 1/11 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | L 37-50 | |
| Wed., 1/11 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Wed., 1/11 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Thu., 1/12 | FR Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | ||
| Fri., 1/13 | V Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | W 69-46 | |
| Fri., 1/13 | JV Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Fri., 1/13 | V Boys Indoor Track | McCreavy Invitational | Away - Weselyan University | 4:00 p.m. | ||
| Fri., 1/13 | V Boys Swimming and Diving | Woodland | Away - Woodland HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/13 | V Girls Basketball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 50-39 | |
| Fri., 1/13 | JV Girls Basketball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Sat., 1/14 | FR Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 11:00 a.m. | ||
| Thu., 1/19 | V Boys Basketball | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 81-75(OT) | |
| Thu., 1/19 | JV Boys Basketball | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Thu., 1/19 | FR Boys Basketball | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Thu., 1/19 | V Boys Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:30 p.m. | ||
| Thu., 1/19 | V Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | 7:00 p.m. | W 48-37 | |
| Thu., 1/19 | JV Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | 5:15 p.m. | ||
| Fri., 1/20 | V Boys Basketball | Oxford | Away - OHS-Main Gym [Directions] | 6:00 p.m. | W 88-48 | |
| Fri., 1/20 | JV Boys Basketball | Oxford | Away - OHS-Main Gym [Directions] | 4:30 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Oxford | Home - KENNEDY HIGH SCHOOL [Directions] | 6:00 p.m. | W 41-26 | |
| Fri., 1/20 | JV Girls Basketball | Oxford | Home - KENNEDY HIGH SCHOOL [Directions] | Cancelled | Cancelled | |
| Sat., 1/21 | V Boys Indoor Track | SCC Coaches Invitational | Away - Hillhouse H.S. | 9:00 a.m. | ||
| Wed., 1/25 | V Girls Basketball | Sacred Heart | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 60-42 | |
| Wed., 1/25 | JV Girls Basketball | Sacred Heart | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Thu., 1/26 | V Girls Basketball | Kaynor Tech | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 51-28 | |
| Thu., 1/26 | JV Girls Basketball | Kaynor Tech | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Thu., 1/26 | FR Girls Basketball | Kaynor Tech | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Fri., 1/27 | V Boys Basketball | Woodland | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 74-33 | |
| Fri., 1/27 | JV Boys Basketball | Woodland | Home - KENNEDY HIGH SCHOOL [Directions] | 5:00 p.m. | ||
| Fri., 1/27 | FR Boys Basketball | Woodland | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Fri., 1/27 | V Boys Swimming and Diving | Seymour | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Sun., 1/29 | V Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 4:00 p.m. | L 51-66 | |
| Sun., 1/29 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 2:00 p.m. | ||
| Sun., 1/29 | FR Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 12:30 p.m. | ||
| Mon., 1/30 | V Boys Basketball | Seymour | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 90-67 | |
| Mon., 1/30 | JV Boys Basketball | Seymour | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Mon., 1/30 | FR Boys Basketball | Seymour | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Mon., 1/30 | V Boys Indoor Track | NVL Championship | Away - Hillhouse H.S. | 4:00 p.m. | ||
| Mon., 1/30 | V Girls Basketball | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | L 45-47 | |
| Mon., 1/30 | JV Girls Basketball | Seymour | Away - Seymour HS [Directions] | 4:00 p.m. | ||
| Wed., 2/1 | V Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 7:00 p.m. | W 77-73 | |
| Wed., 2/1 | JV Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 2/1 | FR Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 2/1 | V Boys Swimming and Diving | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Wed., 2/1 | V Girls Basketball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 34-64 | |
| Thu., 2/2 | FR Girls Basketball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 6:30 p.m. | ||
| Fri., 2/3 | V Boys Basketball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 90-95(OT) | |
| Fri., 2/3 | JV Boys Basketball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Fri., 2/3 | V Boys Swimming and Diving | Jonathan Law | Away - Foran HS Pool [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | V Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | W 60-38 | |
| Fri., 2/3 | JV Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Sat., 2/4 | FR Boys Basketball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 11:00 a.m. | ||
| Sat., 2/4 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart H.S. | 12:00 p.m. | ||
| Wed., 2/8 | V Boys Basketball | Wilby | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 76-65 | |
| Wed., 2/8 | JV Boys Basketball | Wilby | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Sat., 2/11 | V Boys Indoor Track | Class L Championship | Away - Hillhouse H.S. | 6:00 p.m. | ||
| Mon., 2/13 | V Girls Basketball | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 49-45 | |
| Mon., 2/13 | JV Girls Basketball | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Tue., 2/14 | V Boys Basketball | Sacred Heart | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 57-75 | |
| Tue., 2/14 | JV Boys Basketball | Sacred Heart | Home - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Tue., 2/14 | FR Boys Basketball | Sacred Heart | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Tue., 2/14 | V Boys Swimming and Diving | Wilby/Kaynor | Home - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | ||
| Tue., 2/14 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | W 44-39 | |
| Tue., 2/14 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Wed., 2/15 | V Boys Swimming and Diving | Crosby/WCA | Away - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Wed., 2/15 | V Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 58-31 | |
| Thu., 2/16 | V Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | W 67-54 | |
| Thu., 2/16 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk High Pool [Directions] | 4:00 p.m. | ||
| Sat., 2/18 | V Boys Basketball | Kaynor Tech | Home - KENNEDY HIGH SCHOOL [Directions] | 2:00 p.m. | W 91-48 | |
| Sat., 2/18 | JV Boys Basketball | Kaynor Tech | Home - KENNEDY HIGH SCHOOL [Directions] | 12:30 p.m. | ||
| Sat., 2/18 | FR Boys Basketball | Kaynor Tech | Home - KENNEDY HIGH SCHOOL [Directions] | 11:00 a.m. | ||
| Sat., 2/18 | V Boys Indoor Track | State Open | Away - Hillhouse H.S. | 2:00 p.m. | ||
| Mon., 2/20 | V Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 7:00 p.m. | W 85-66 | |
| Mon., 2/20 | JV Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 5:15 p.m. | ||
| Fri., 2/24 | V Boys Swimming and Diving | Watertown | Home - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Mon., 4/3 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | L 2-7 | |
| Mon., 4/3 | V Softball | Naugatuck | Home - KENNEDY HIGH SCHOOL [Directions] | 3:45 p.m. | L 0-12 | |
| Wed., 4/5 | V Boys Outdoor Track | Seymour, St. Paul Catholic | Away - Seymour HS [Directions] | 4:00 p.m. | ||
| Wed., 4/5 | V Boys Tennis | Sacred Heart | Home - Chase Park [Directions] | 3:30 p.m. | L 4-5 | |
| Wed., 4/5 | V Girls Outdoor Track | Seymour, St. Paul Catholic | Away - Seymour HS [Directions] | 4:00 p.m. | ||
| Wed., 4/5 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | L 0-7 | |
| Fri., 4/7 | V Baseball | Derby | Home - Waterville Park [Directions] | 4:00 p.m. | W 3-1 | |
| Fri., 4/7 | V Boys Tennis | Wilby | Away - Bucks Hill Park [Directions] | 3:30 p.m. | L 3-6 | |
| Fri., 4/7 | V Softball | Derby | Away - Derby- Ryan Athletic Complex- softball field [Directions] | 4:00 p.m. | L 2-10 | |
| Sat., 4/8 | V Baseball | Hartford Public | Home - Waterville Park [Directions] | 11:00 a.m. | L 6-12 | |
| Mon., 4/10 | V Baseball | Seymour | Home - Waterville Park [Directions] | 11:00 a.m. | L 1-10 | |
| Mon., 4/10 | V Softball | Seymour | Away - Seymour HS [Directions] | 11:00 a.m. | L 0-20 | |
| Mon., 4/10 | JV Softball | Seymour | Away - Bungay School [Directions] | 11:00 a.m. | ||
| Mon., 4/10 | V Girls Tennis | Seymour | Away - Seymour HS [Directions] | 11:00 a.m. | L 1-6 | |
| Tue., 4/11 | JV Baseball | Seymour | Home - Waterville Park [Directions] | 11:00 a.m.. | ||
| Tue., 4/11 | V Boys Outdoor Track | Wolcott, WCA | Away - Wolcott HS [Directions] | 10:00 a.m. | ||
| Tue., 4/11 | V Girls Outdoor Track | Wolcott, WCA | Away - Wolcott HS [Directions] | 10:00 a.m. | ||
| Wed., 4/12 | V Baseball | Wilby | Home - Waterville Park [Directions] | 11:00 a.m. | W 6-5 | |
| Wed., 4/12 | V Softball | Wilby | Away - Bucks Hill Park [Directions] | 3:30 p.m. | W 23-5 | |
| Wed., 4/12 | JV Softball | Wilby | Away - Bucks Hill Park [Directions] | 3:30 p.m. | ||
| Thu., 4/13 | V Baseball | Holy Cross | Away - Holy Cross HS [Directions] | 11:00 a.m. | L 0-12 | |
| Thu., 4/13 | V Boys Tennis | Holy Cross | Home - Chase Park [Directions] | 3:30 p.m. | L 3-6 | |
| Thu., 4/13 | V Softball | Holy Cross | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | L 0-15 | |
| Thu., 4/13 | V Girls Tennis | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | L 1-6 | |
| Sat., 4/15 | V Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 11:00 a.m. | L 6-16 | |
| Mon., 4/17 | V Baseball | WCA | Home - Waterville Park [Directions] | 3:30 p.m. | L 8-18 | |
| Mon., 4/17 | V Boys Golf | Holy Cross | Home - Western Hills [Directions] | 2:30 p.m. | HC 178 Kennedy 272 | |
| Mon., 4/17 | V Boys Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | 3:30 p.m. | L 0-9 | |
| Mon., 4/17 | V Softball | WCA | Away - Huntingdon Park [Directions] | 3:30 p.m. | L 4-18 | |
| Mon., 4/17 | JV Softball | WCA | Away - Huntingdon Park [Directions] | 3:30 p.m. | ||
| Mon., 4/17 | V Girls Tennis | Woodland | Home - Chase Park [Directions] | 3:30 p.m. | L 0-7 | |
| Tue., 4/18 | JV Baseball | WCA | Home - Waterville Park [Directions] | 3:30 p.m. | ||
| Tue., 4/18 | V Boys Outdoor Track | Torrington, Derby | Away - Torrington HS [Directions] | 4:00 p.m. | ||
| Tue., 4/18 | V Girls Outdoor Track | Torrington, Derby | Away - Torrington HS [Directions] | 4:00 p.m. | ||
| Tue., 4/18 | JV Softball | Goodwin Tech | Away - Goodwin Tech HS Field [Directions] | 3:45 p.m. | ||
| Wed., 4/19 | V Baseball | Watertown | Home - Waterville Park [Directions] | 3:30 p.m. | L 9-16 | |
| Wed., 4/19 | FR Baseball | St. Paul Catholic | Home - Bucks Hill Park [Directions] | 3:45 p.m. | ||
| Wed., 4/19 | V Boys Golf | Crosby | Away - East Mountain [Directions] | 1:00 p.m. | Crosby253 Kennedy 265 | |
| Wed., 4/19 | V Boys Tennis | Wilby | Home - Chase Park [Directions] | 3:30 p.m. | L 0-9 | |
| Wed., 4/19 | V Softball | Watertown | Away - Watertown HS [Directions] | 3:30 p.m. | L 0-19 | |
| Wed., 4/19 | JV Softball | Watertown | Away - Veteran's Park #1 [Directions] | 3:30 p.m. | ||
| Wed., 4/19 | V Girls Tennis | Wilby | Away - Bucks Hill Park [Directions] | 3:30 p.m. | W 7-0 | |
| Thu., 4/20 | JV Baseball | Watertown | Home - Waterville Park [Directions] | 3:30 p.m. | ||
| Thu., 4/20 | V Boys Golf | Wolcott | Home - Western Hills [Directions] | 2:30 p.m. | Wolcott 179 Kennedy 267 | |
| Mon., 4/24 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | 4:00 p.m. | L 2-11 | |
| Mon., 4/24 | V Boys Golf | Naugatuck | Home - Western Hills [Directions] | 2:30 p.m. | Naugatuck 246 Kennedy 280 | |
| Mon., 4/24 | V Boys Tennis | Wolcott | Home - Chase Park [Directions] | 3:30 p.m. | L 0-9 | |
| Mon., 4/24 | V Softball | Wolcott | Home - KENNEDY HIGH SCHOOL [Directions] | 4:15 p.m. | L 0-17 | |
| Mon., 4/24 | JV Softball | Wolcott | Home - Town Plot Park [Directions] | 4:00 p.m. | ||
| Mon., 4/24 | V Girls Tennis | Wolcott | Away - Wolcott HS [Directions] | 4:30 p.m. | L 0-7 | |
| Wed., 4/26 | V Baseball | Sacred Heart | Home - Waterville Park [Directions] | 3:45 p.m. | L 2-10 | |
| Wed., 4/26 | V Boys Golf | Seymour | Away - Oxford Greens [Directions] | 2:30 p.m. | SEYMOUR 213 KENNEDY 268 | |
| Wed., 4/26 | V Boys Outdoor Track | Watertown, Wilby | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 4/26 | V Girls Outdoor Track | Watertown, Wilby | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 4/26 | V Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | 3:45 p.m. | L 2-17 | |
| Thu., 4/27 | JV Baseball | Sacred Heart | Home - Waterville Park [Directions] | 3:45 p.m. | ||
| Thu., 4/27 | V Boys Golf | St. Paul Catholic | Away - Chippanee G.C. [Directions] | 2:30 p.m. | St Paul 205 Kennedy 249 | |
| Thu., 4/27 | V Boys Tennis | Watertown | Home - Chase Park [Directions] | 3:30 p.m. | L 2-7 | |
| Thu., 4/27 | V Softball | Crosby | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | W 21-6 | |
| Thu., 4/27 | JV Softball | Crosby | Home - Town Plot Park [Directions] | 3:30 p.m. | ||
| Fri., 4/28 | V Baseball | Suffield | Away - Suffield HS [Directions] | 4:00 p.m. | L 4-12 | |
| Fri., 4/28 | FR Baseball | St. Paul Catholic | Home - Waterville Park, Waterbury [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | W 8-1 | |
| Fri., 4/28 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | L 1-21 | |
| Fri., 4/28 | V Girls Tennis | St. Paul Catholic | Away - Peck Park, Bristol [Directions] | 3:45 p.m. | L 0-7 | |
| Sat., 4/29 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:00 a.m. | ||
| Sat., 4/29 | JV Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 10:00 a.m. | ||
| Mon., 5/1 | V Baseball | Torrington | Away - Fuessenich Pk [Directions] | 3:45 p.m. | L 5-9 | |
| Mon., 5/1 | FR Baseball | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Mon., 5/1 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | L 0-9 | |
| Mon., 5/1 | V Softball | Torrington | Home - KENNEDY HIGH SCHOOL [Directions] | 3:45 p.m. | L 2-14 | |
| Mon., 5/1 | V Girls Tennis | Torrington | Home - Chase Park [Directions] | 3:30 p.m. | L 1-6 | |
| Tue., 5/2 | V Baseball | Crosby | Away - Crosby HS [Directions] | 3:00 p.m. | L 12-14 | |
| Tue., 5/2 | V Boys Golf | Watertown | Home - Western Hills [Directions] | 2:30 p.m. | Watertown 204 Kennedy 264 Watertown 204 Kennedy264 | |
| Tue., 5/2 | V Boys Outdoor Track | Naugatuck, Oxford | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Tue., 5/2 | V Girls Outdoor Track | Naugatuck, Oxford | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Tue., 5/2 | JV Softball | Goodwin Tech | Home - Town Plot Park [Directions] | 3:45 p.m. | ||
| Tue., 5/2 | V Girls Tennis | Sacred Heart | Home - Chase Park [Directions] | 3:30 p.m. | L 6 - 1 | |
| Wed., 5/3 | V Baseball | Woodland | Home - Waterville Park [Directions] | 3:30 p.m. | L 3-17 | |
| Wed., 5/3 | V Boys Tennis | Naugatuck | Home - KENNEDY HIGH SCHOOL [Directions] | 3:00 p.m. | L 2-7 | |
| Wed., 5/3 | V Boys Tennis | Sacred Heart | Away - Chase Park | 5:00 p.m. | W 9-0 | |
| Wed., 5/3 | V Softball | Woodland | Away - Woodland Softball Field [Directions] | 3:30 p.m. | L 1-16 | |
| Wed., 5/3 | V Girls Tennis | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:30 p.m. | W 6-1 | |
| Thu., 5/4 | V Baseball | Wilby | Away - Municipal Stadium [Directions] | 6:30 p.m. | L 1-6 | |
| Thu., 5/4 | V Boys Tennis | Crosby | Home - Kennedy HS [Directions] | 3:30 p.m. | L 4-5 | |
| Thu., 5/4 | V Softball | Wilby | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | W 15-0 | |
| Thu., 5/4 | JV Softball | Wilby | Home - Town Plot Park [Directions] | 3:30 p.m. | ||
| Thu., 5/4 | V Girls Tennis | Crosby | Away - Chase Park [Directions] | 3:30 p.m. | W 7-0 | |
| Thu., 5/4 | V Girls Tennis | Crosby | Home - Chase Park [Directions] | 5:00 p.m. | W 7-0 | |
| Fri., 5/5 | V Boys Outdoor Track | Irv Black Invitational | Away - Willowbrook Park | 4:00 p.m. | ||
| Sat., 5/6 | V Boys Outdoor Track | Irv Black Invitational | Away - Willowbrook Park | 9:00 a.m. | ||
| Mon., 5/8 | V Baseball | WCA | Away - Washington Park [Directions] | 3:30 p.m. | L 1-9 | |
| Mon., 5/8 | FR Baseball | Woodland | Home - Bucks Hill Park [Directions] | 3:30 p.m. | ||
| Mon., 5/8 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:45 p.m. | Woodland 173 Kennedy 273 | |
| Mon., 5/8 | V Boys Tennis | Woodland | Home - Kennedy HS [Directions] | 3:30 p.m. | L 0-9 | |
| Mon., 5/8 | V Softball | WCA | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | L 2-13 | |
| Mon., 5/8 | JV Softball | WCA | Home - Town Plot Park [Directions] | 3:30 p.m. | ||
| Tue., 5/9 | JV Baseball | WCA | Away - Washington Park [Directions] | 3:30 p.m. | ||
| Tue., 5/9 | V Boys Outdoor Track | Holy Cross, Crosby | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 5/9 | V Boys Tennis | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | L 3-6 | |
| Tue., 5/9 | V Girls Outdoor Track | Holy Cross, Crosby | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 5/10 | V Baseball | Holy Cross | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 5-18 | |
| Wed., 5/10 | V Softball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | L 0-21 | |
| Wed., 5/10 | JV Softball | Holy Cross | Away - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 5/10 | V Girls Tennis | Holy Cross | Home - Chase Park [Directions] | 3:30 p.m. | L 2-5 | |
| Thu., 5/11 | JV Baseball | Holy Cross | Home - Waterville Park [Directions] | 3:30 p.m. | ||
| Thu., 5/11 | V Boys Golf | Holy Cross | Away - Western Hills [Directions] | 2:30 p.m. | Holy Cross 188 Kennedy 264 | |
| Thu., 5/11 | V Girls Tennis | Watertown | Home - Chase Park [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 5/11 | V Girls Tennis | Naugatuck | Home - Chase Park [Directions] | 5:00 p.m. | L 0-7 | |
| Fri., 5/12 | V Baseball | Sacred Heart | Away - Municipal Stadium | 7:00 p.m. | L 1-13 | |
| Sat., 5/13 | V Boys Outdoor Track | Torrington Invitational | Away - Torrington H.S. | 9:00 a.m. | ||
| Mon., 5/15 | V Baseball | Crosby | Home - Municipal Stadium [Directions] | 6:00 p.m. | W 14-4 | |
| Mon., 5/15 | V Softball | Crosby | Away - Crosby HS Field #1 [Directions] | 3:30 p.m. | L 6-7 | |
| Mon., 5/15 | JV Softball | Crosby | Away - Crosby HS Field #2 [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | V Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:30 p.m. | L 5-17 | |
| Tue., 5/16 | V Boys Golf | Woodland, Wilby | Home - Western Hills [Directions] | 2:30 p.m. | Woodland 188 Wilby 240 Kennedy 264 | |
| Tue., 5/16 | V Boys Golf | Crosby | Home - Western Hills [Directions] | 2:30 p.m. | Kennedy 264 Cosby 280 | |
| Tue., 5/16 | V Boys Outdoor Track | Woodland, Sacred Heart | Away - Woodland HS Track [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | Woodland, Sacred Heart | Away - Woodland HS Track [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | V Softball | Ansonia | Home - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | L 0-1 | |
| Wed., 5/17 | V Softball | Sacred Heart | Home - Municipal Stadium [Directions] | 6:00 p.m. | L 3-18 | |
| Thu., 5/18 | V Boys Golf | Torrington, Wilby | Home - Western Hills [Directions] | 2:30 p.m. | Torrington 184 Wilby 240 Kennedy 247 | |
| Thu., 5/18 | V Softball | Valley Regional | Home - KENNEDY HIGH SCHOOL [Directions] | 4:15 p.m. | L 2-7 | |
| Fri., 5/19 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | 2:30 p.m. | Sacred Heart164 Kennedy 280 | |
| Fri., 5/19 | V Boys Outdoor Track | City Championship Meet | Away - Crosby H.S. | 3:30 p.m. | ||
| Tue., 5/23 | V Boys Outdoor Track | NVL Championship Meet | Away - Seymour H.S. | 2:00 p.m. | ||
| Wed., 5/24 | V Boys Golf | Sacred Heart | Home - Western Hills [Directions] | 2:30 p.m. | Sacred Heart 177 Kennedy 269 | |
| Tue., 5/30 | V Boys Outdoor Track | Class L Championship Meet | Away - Middletown H.S. | 2:00 p.m. | ||
| Wed., 5/31 | V Boys Outdoor Track | Girls Class MM Meet | Away - Middletown H.S. | 2:00 p.m. | ||
| Mon., 6/5 | V Boys Outdoor Track | State Open Meet | Away - Willowbrook Park | TBA | ||