| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/14 | 7:00 PM | Varsity | League | Normal | Home | Danbury | | | | New Canaan HS - Main Gym | |
| SAT 12/16 | 10:00 AM | Varsity | Non-League | Normal | Home | Nonnewaug | | | | New Canaan HS - Main Gym | |
| WED 12/20 | 6:00 PM | Varsity | League | Normal | Away | Greenwich | | | | Greenwich High School - Gymnasium | 4:00 PM - Dattco SB |
| SAT 12/23 | 9:00 AM | Varsity | League | Normal | Away | North Haven | | | | Wilton HS - Nicholas Zeoli Fieldhouse | 7:30 AM - 1 Bus - Dattco SB |
| Stamford | | |
| Wilton | | |
| WED 1/3 | 5:00 PM | Varsity | League | Normal | Away | Fairfield Ludlowe | | | | Fairfield Ludlowe High School - Aux Gym | 3:00 PM - 1 Bus |
| WED 1/10 | 7:00 PM | Varsity | League | Normal | Home | Staples | | | | New Canaan HS - Main Gym | |
| SAT 1/13 | 10:00 AM | Varsity | Non-League | Normal | Away | Fitch | | | | Notre Dame High School - Gym | 7:45 AM - 1 Bus |
| Glastonbury | | |
| Notre Dame-West Haven | | |
| St. Joseph | | |
| WED 1/17 | 5:00 PM | Varsity | League | Normal | Away | Darien | | | | Darien High School - DHS South Gym | 3:00 PM - 1 Bus |
| FRI 1/19 | 4:00 PM | Varsity | League | Normal | Away | Foran | | | | Fairfield Warde High School - Small Gym | 2:00 PM - 1 Bus |
| Fairfield Warde | | |
| Shelton | | |
| SAT 1/20 | 9:30 AM | Other | Tournament | Normal | Away | New Fairfield | | | | Danbury High School - Main Gym | 7:30 AM - 1 Bus |
| Ridgefield | | |
| Southington | | |
| Simsbury | | |
| Weston | | |
| Fairfield Warde | | |
| Stamford | | |
| Trumbull | | |
| Danbury | | |
| Newtown | | |
| Enfield | | |
| Fairfield Ludlowe | | |
| Norwalk | | |
| WED 1/24 | 7:00 PM | Varsity | League | Normal | Home | Brien McMahon | | | | New Canaan HS - Main Gym | |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Wilton | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | Stamford | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Darien | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | St. Joseph | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| Fairfield Ludlowe | | |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Danbury | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | Norwalk | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Pomperaug | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | Wilton | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Stamford | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | Darien | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| Weston | | |
| Fairfield Warde | | |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Joel Barlow | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| Shelton | | |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | Staples | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Brookfield/Shepaug | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | Fairfield Prep | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Masuk | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | Greenwich | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| Trumbull | | |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Jonathan Law | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| Westhill | | |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | New Milford | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| Westhill | | |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Derby/Oxford/Holy Cross | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| SAT 1/27 | 8:00 AM | Other | Non-League | Normal | Away | Brien McMahon | | | | Norwalk High School - Tom Scarso Gymnasium | 7:15 AM - 1 Bus |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | St. Joseph | | | | Brookfield High School - BHS Small & Big Gym | 12:00 PM |
| WED 1/31 | 6:30 PM | Varsity | League | Normal | Away | Ridgefield | | | | Ridgefield High School - Main Gym | 4:30 PM - 1 Bus |
| WED 2/7 | 7:00 PM | Varsity | League | Normal | Home | St. Joseph | | | | New Canaan HS - Main Gym | |
| FRI 2/9 | 4:30 PM | Varsity | Tournament | Normal | Home | Darien | | | | New Canaan HS - Main Gym | |
| Danbury | | |
| Fairfield Warde | | |
| | |
| Trumbull | | |
| Stamford | | |
| Ridgefield | | |
| St. Joseph | | |
| Norwalk | | |
| Westhill | | |
| Fairfield Ludlowe | | |
| Greenwich | | |
| Wilton | | |
| Staples | | |
| Brien McMahon | | |
| SAT 2/10 | 10:00 AM | Varsity | League | Normal | Home | | | | | New Canaan HS - Main Gym | |