| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 12/2 | 9:00 AM | Varsity | Scrimmage | Normal | Home | | | | | Old Killingly High School - Gym | |
| SAT 12/9 | 9:00 AM | Varsity | Scrimmage | Normal | Home | Ellis Tech | | | | Old Killingly High School - Gym | |
| WED 12/13 | 6:00 PM | Varsity | League | Normal | Home | Fitch | | | | Killingly High School - Gym | |
| SAT 12/16 | 9:30 PM | Varsity | Tournament | Normal | Away | Coventry | | | | Plainville High School - Wood Gymnasium | 6:30 AM - 1 Bus - Pick-up at Old KHS |
| Haddam Killingworth | | |
| Gilbert/ Torrington | | |
| Maloney | | |
| Platt | | |
| Windsor | | |
| St. Paul Catholic | | |
| Bacon Academy | | |
| Portland/Cromwell | | |
| Rockville | | |
| Plainville | | |
| Terryville-Thomaston | | |
| WED 12/20 | 6:00 PM | Varsity | League | Normal | Home | Woodstock Academy | | | | Killingly High School - Gym | |
| WED 12/27 | 10:00 AM | Varsity | League | Normal | Home | Bacon Academy | | | | Killingly High School - Gym | |
| SAT 12/30 | 9:00 AM | Varsity | League | Normal | Home | Suffield/Windsor Locks Co-Op | | | | Killingly High School - Gym | |
| Bacon Academy | | |
| Cheshire | | |
| Plainville | | |
| Gilbert/ Torrington | | |
| | |
| Coventry | | |
| WED 1/3 | 6:00 PM | Varsity | League | Normal | Away | East Lyme/Norwich Tech | | | | East Lyme High School - North Gym | 4:00 PM - 1 Bus |
| SAT 1/6 | 9:00 AM | Varsity | Tournament | Normal | Away | Bethel | | | | Jonathan Law High School - James L. Richetelli Memorial Gymnasium | 6:30 AM - 1 Bus - Pick-up at Old KHS |
| East Lyme/Norwich Tech | | |
| St. Joseph | | |
| Masuk | | |
| Jonathan Law | | |
| Foran | | |
| WED 1/10 | 6:30 PM | Varsity | League | Normal | Away | Windham | | | | Windham High School - Callahan Gymnasium | 4:30 PM - 1 Bus |
| WED 1/17 | 6:00 PM | Varsity | League | Normal | Home | Waterford | | | | Killingly High School - Gym | |
| SAT 1/20 | 9:00 AM | Varsity | League | Normal | Away | Morgan | | | | Branford High School - Gym | 6:45 AM - 1 Bus - Pick-up at Old KHS |
| Branford | | |
| Newington | | |
| Fairfield Prep | | |
| Manchester | | |
| Fitch | | |
| Bristol Eastern | | |
| WED 1/24 | 6:30 PM | Varsity | League | Normal | Home | Ledyard | | | | Killingly High School - Gym | |
| SAT 1/27 | 9:00 AM | Varsity | League | Normal | Away | Berlin | | | | Foran High School - Edna L. Fraser Gymnasium | 7:00 AM - 1 Bus - Pick-up at Old KHS |
| Windham | | |
| Foran | | |
| New Fairfield | | |
| Branford | | |
| Avon | | |
| RHAM | | |
| WED 1/31 | 6:30 PM | Varsity | League | Normal | Away | New London | | | | New London High School - Conway Gym | 12:00 PM - 1 Bus |
| SAT 2/3 | 9:00 AM | Varsity | Non-League | Normal | Away | East Haven | | | | Bacon Academy - Bacon Academy | 6:30 AM - 1 Bus - Pick at Old KHS |
| Newtown | | |
| Rockville | | |
| Suffield/Windsor Locks Co-Op | | |
| Bacon Academy | | |
| Portland/Cromwell | | |
| Terryville-Thomaston | | |
| Fitch | | |
| Old Lyme | | |
| | |
| SAT 2/10 | 8:00 AM | Varsity | League | Normal | Home | New London | | | | Killingly High School - Gym | |
| Norwich Free Academy | | |
| Waterford | | |
| Griswold/Wheeler | | |
| Putnam | | |
| East Lyme/Norwich Tech | | |
| Ledyard | | |
| Montville | | |
| Lyman Memorial - Windham Tech | | |
| Woodstock Academy | | |
| Bacon Academy | | |
| Windham | | |
| Fitch | | |