| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/13 | 6:00 PM | Varsity | League | Normal | Home | Stratford | | | | New Fairfield High School - Old High School Gym | |
| WED 12/20 | 6:00 PM | Varsity | League | Normal | Away | Pomperaug | | | | Pomperaug High School - Auxiliary Gym | |
| SAT 12/23 | 9:00 AM | Varsity | League | Normal | Away | Guilford | | | | Ledyard High School - Judy Standish Gymnasium | |
| Ledyard | | |
| Foran | | |
| WED 1/3 | 6:00 PM | Varsity | League | Normal | Home | Bunnell | | | | New Fairfield High School - Old High School Gym | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Hall | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| Middletown | | |
| SAT 1/6 | 9:00 AM | Other | League | Normal | Away | Branford | | | | Bristol Eastern High School - Gym | |
| Pomperaug | | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Guilford | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| Avon | | |
| SAT 1/6 | 9:00 AM | Other | League | Normal | Away | Ridgefield | | | | Bristol Eastern High School - Gym | |
| Farmington | | |
| Hall | | |
| Middletown | | |
| Guilford | | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Pomperaug | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| SAT 1/6 | 9:00 AM | Other | League | Normal | Away | Bristol Central | | | | Bristol Eastern High School - Gym | |
| Avon | | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Bristol Central | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| Farmington | | |
| Bristol Eastern | | |
| Terryville-Thomaston | | |
| SAT 1/6 | 9:00 AM | Other | League | Normal | Away | Bristol Eastern | | | | Bristol Eastern High School - Gym | |
| Staples | | |
| East Hartford | | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Enfield | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| East Hartford | | |
| SAT 1/6 | 9:00 AM | Other | League | Normal | Away | Wethersfield | | | | Bristol Eastern High School - Gym | |
| Terryville-Thomaston | | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Staples | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| SAT 1/6 | 9:00 AM | Other | League | Normal | Away | Enfield | | | | Bristol Eastern High School - Gym | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Wethersfield | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| Plainville | | |
| SAT 1/6 | 9:00 AM | Other | League | Normal | Away | Ledyard | | | | Bristol Eastern High School - Gym | |
| Plainville | | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Ledyard | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| SAT 1/6 | 9:00 AM | Other | League | Normal | Away | Berlin | | | | Bristol Eastern High School - Gym | |
| New Milford | | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Berlin | | | | Bristol Central High School - Charles C. Marsh Gymnasium | |
| New Milford | | |
| SAT 1/13 | 9:00 AM | Other | League | Normal | Away | Danbury | | | | Trumbull High School - THS Main Gym | |
| Xavier | | |
| Simsbury | | |
| Fairfield Warde | | |
| Greenwich | | |
| Trumbull | | |
| Norwalk | | |
| WED 1/17 | 6:00 PM | Varsity | League | Normal | Home | Weston | | | | New Fairfield High School - Old High School Gym | |
| THU 1/18 | 6:00 PM | Varsity | League | Normal | Away | Brookfield/Shepaug | | | | Brookfield High School - BHS Big Gym | 12:00 PM |
| SAT 1/20 | 9:00 AM | Varsity | Non-League | Normal | Away | Conard | | | | Conard High School - Main Gym | |
| SAT 1/20 | 9:30 AM | Other | Tournament | Normal | Away | Danbury | | | | Danbury High School - Main Gym | |
| Fairfield Warde | | |
| Trumbull | | |
| Southington | | |
| Newtown | | |
| Weston | | |
| Simsbury | | |
| Enfield | | |
| SAT 1/20 | 9:00 AM | Varsity | Non-League | Normal | Away | South Windsor | | | | Conard High School - Main Gym | |
| SAT 1/20 | 9:30 AM | Other | Tournament | Normal | Away | Fairfield Ludlowe | | | | Danbury High School - Main Gym | |
| SAT 1/20 | 9:00 AM | Varsity | Non-League | Normal | Away | Brien McMahon | | | | Conard High School - Main Gym | |
| Fairfield Ludlowe | | |
| SAT 1/20 | 9:30 AM | Other | Tournament | Normal | Away | Ridgefield | | | | Danbury High School - Main Gym | |
| New Canaan | | |
| Norwalk | | |
| Stamford | | |
| SAT 1/20 | 9:00 AM | Varsity | Non-League | Normal | Away | Westhill | | | | Conard High School - Main Gym | |
| WED 1/24 | 6:00 PM | Varsity | League | Normal | Away | Joel Barlow | | | | Joel Barlow High - Upper Gym | |
| SAT 1/27 | 9:00 AM | Varsity | League | Normal | Away | Branford | | | | Foran High School - Edna L. Fraser Gymnasium | |
| Windham | | |
| Foran | | |
| Berlin | | |
| RHAM | | |
| Avon | | |
| Killingly | | |
| WED 1/31 | 6:00 PM | Varsity | League | Normal | Home | Notre Dame-Fairfield | | | | New Fairfield High School - Old High School Gym | |
| SAT 2/3 | 9:30 AM | Varsity | Non-League | Normal | Home | Guilford | | | | New Fairfield High School - Old High School Gym | |
| Bethel | | |
| Branford | | |
| | |
| Haddam Killingworth | | |
| Ridgefield | | |
| Nonnewaug | | |
| TUE 2/6 | 6:00 PM | Varsity | League | Normal | Home | Bethel | | | | New Fairfield High School - High School Gym | |