| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/13 | 5:30 PM | Varsity | League | Normal | Home | Jonathan Law | | | | Fairfield University - Leo D. Mahoney Arena | |
| SAT 12/16 | 9:00 AM | Varsity | League | Normal | Away | Bethel | | | | Fairfield Ludlowe High School - Main Gym | |
| Brien McMahon | | |
| Joel Barlow | | |
| Enfield | | |
| Westhill | | |
| Branford | | |
| Stratford | | |
| Norwalk | | |
| St. Joseph | | |
| Pomperaug | | |
| Stamford | | |
| Fairfield Ludlowe | | |
| WED 12/20 | 5:00 PM | Varsity | League | Normal | Away | Branford | | | | Branford High School - Gym | |
| WED 12/27 | 9:00 AM | Varsity | Tournament | Normal | Away | Stratford | | | | Newtown High School - Gym | |
| Notre Dame-West Haven | | |
| Newtown | | |
| Branford | | |
| Joel Barlow | | |
| Norwalk | | |
| Montville | | |
| WED 1/3 | 5:30 PM | Varsity | League | Normal | Home | East Haven | | | | Fairfield University - Leo D. Mahoney Arena | |
| SAT 1/6 | 8:00 AM | Varsity | League | Normal | Away | | | | | Southington High School - Gym West | |
| Platt | | |
| Newtown | | |
| Norwich Free Academy | | |
| Ridgefield | | |
| Southington | | |
| Greenwich | | |
| Daniel Hand | | |
| Conard | | |
| Branford | | |
| Maloney | | |
| WED 1/10 | 5:00 PM | Varsity | League | Normal | Home | Xavier | | | | Fairfield University - Leo D. Mahoney Arena | |
| SAT 1/13 | 8:45 AM | Varsity | League | Normal | Away | Stratford | | | | Staples High School - Staples Gym | |
| Foran | | |
| Westhill | | |
| Maloney | | |
| Staples | | |
| Guilford | | |
| Northwestern | | |
| Simsbury | | |
| WED 1/17 | 7:00 PM | Varsity | League | Normal | Away | Morgan | | | | Morgan School - Gym | |
| SAT 1/20 | 9:00 AM | Varsity | League | Normal | Away | Bristol Eastern | | | | Branford High School - Gym | |
| Morgan | | |
| Newington | | |
| Killingly | | |
| Fitch | | |
| Branford | | |
| Manchester | | |
| WED 1/24 | 7:00 PM | Varsity | League | Normal | Away | Notre Dame-West Haven | | | | Notre Dame High School - Gym | |
| SAT 1/27 | 9:00 AM | Varsity | Non-League | Normal | Away | Amity | | | | Ridgefield High School - Main Gym | |
| New Milford | | |
| Newtown | | |
| Greenwich | | |
| Ridgefield | | |
| | |
| Bethel | | |
| Bunnell | | |
| | |
| Bristol Central | | |
| | |
| Norwalk | | |
| | |
| WED 1/31 | 5:30 PM | Varsity | League | Normal | Home | Guilford | | | | Fairfield University - Leo D. Mahoney Arena | |
| SAT 2/3 | 9:30 AM | Varsity | League | Normal | Away | Woodstock Academy | | | | East Lyme High School - North Gym | |
| East Lyme/Norwich Tech | | |
| Cheshire | | |
| Montville | | |
| MON 2/5 | 6:00 PM | Varsity | League | Normal | Away | Shelton | | | | Shelton High School - Murray Gymnasium | |