| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/13 | 6:00 PM | Varsity | League | Normal | Away | Platt | | | | Platt High School - Gym | |
| SAT 12/16 | 9:00 AM | Varsity | League | Normal | Away | Bethel | | | | Fairfield Ludlowe High School - Main Gym | |
| Branford | | |
| Brien McMahon | | |
| Enfield | | |
| Fairfield Prep | | |
| Fairfield Ludlowe | | |
| Joel Barlow | | |
| Norwalk | | |
| Pomperaug | | |
| Stamford | | |
| Stratford | | |
| Westhill | | |
| WED 12/20 | 6:00 PM | Varsity | League | Normal | Away | Stamford | | | | Stamford High School - SHS Aux Gym | |
| SAT 12/23 | 12:00 PM | Varsity | League | Normal | Away | Danbury | | | | Greenwich High School - Gymnasium | |
| Fairfield Ludlowe | | |
| Greenwich | | |
| THU 1/4 | 4:00 PM | Varsity | League | Normal | Home | Darien | | | | St. Joseph High School - Gym | |
| SAT 1/6 | 9:00 AM | Varsity | Tournament | Normal | Away | Bethel | | | | Jonathan Law High School - James L. Richetelli Memorial Gymnasium | |
| East Lyme/Norwich Tech | | |
| Jonathan Law | | |
| Foran | | |
| Killingly | | |
| Masuk | | |
| WED 1/10 | 4:00 PM | Varsity | League | Normal | Home | Wilton | | | | St. Joseph High School - Gym | |
| SAT 1/13 | 10:00 AM | Varsity | Non-League | Normal | Away | Fitch | | | | Notre Dame High School - Gym | |
| Glastonbury | | |
| New Canaan | | |
| Notre Dame-West Haven | | |
| WED 1/17 | 6:00 PM | Varsity | League | Normal | Away | Fairfield Warde | | | | Fairfield Warde High School - Small Gym | |
| SAT 1/20 | 10:00 AM | Varsity | Tournament | Normal | Away | Amity | | | | Rockville High School - Main gymnasium | |
| E.O. Smith | | |
| Maloney | | |
| RHAM | | |
| Rockville | | |
| South Windsor | | |
| WED 1/24 | 4:00 PM | Varsity | League | Normal | Home | Ridgefield | | | | St. Joseph High School - Gym | |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Brookfield/Shepaug | | | | Brookfield High School - BHS Small & Big Gym | |
| Danbury | | |
| Darien | | |
| Derby/Oxford/Holy Cross | | |
| Joel Barlow | | |
| Jonathan Law | | |
| Masuk | | |
| New Canaan | | |
| Pomperaug | | |
| Shelton | | |
| Stamford | | |
| Westhill | | |
| Wilton | | |
| WED 1/31 | 3:00 PM | Varsity | League | Normal | Home | Staples | | | | St. Joseph High School - Gym | |
| SAT 2/3 | 9:00 AM | Varsity | Non-League | Normal | Away | North Haven | | | | North Haven Middle School - Gymnasium | |
| WED 2/7 | 7:00 PM | Varsity | League | Normal | Away | New Canaan | | | | New Canaan HS - Main Gym | |
| FRI 2/9 | 4:30 PM | Varsity | Tournament | Normal | Away | Brien McMahon | | | | New Canaan HS - Main Gym | |
| Danbury | | |
| Darien | | |
| Fairfield Ludlowe | | |
| Fairfield Warde | | |
| Greenwich | | |
| New Canaan | | |
| Norwalk | | |
| Ridgefield | | |
| Stamford | | |
| Staples | | |
| Trumbull | | |
| Westhill | | |
| Wilton | | |
| | |