| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/18 | 7:00 p.m. | Varsity | League | Normal | Away | NewFairfield | Win | 51-43 | | New Fairfield High-High School Gym | |
| FRI 12/20 | 7:00 p.m. | Varsity | League | Normal | Home | Darien | Loss | 33-38 | | St. Joseph High School-Gym | |
| MON 12/23 | 7:00 p.m. | Varsity | League | Normal | Away | FairfieldWarde | Win | 36-33 | | Fairfield Warde HS-Large Gym | |
| FRI 12/27 | 6:00 p.m. | Varsity | League | Normal | Away | Middletown | Win | 56-53 | | Canton Holiday Tournament | |
| SAT 12/28 | 1:00 p.m. | Varsity | League | Normal | Home | Simsbury | Win | 28-20 | | Canton High School | |
| FRI 1/3 | 6:00 p.m. | Varsity | League | Normal | Home | Wilton | Win | 46-34 | | St. Joseph High School-Gym | |
| TUE 1/7 | 5:15 p.m. | Varsity | League | Normal | Home | TrinityCatholic | Win | 59-28 | | St. Joseph High School-Gym | |
| FRI 1/10 | 5:30 p.m. | Varsity | League | Normal | Away | BridgeportCentral | Win | 62-9 | | Bridgeport Central High School-Barry McLeod Court | |
| TUE 1/14 | 5:30 p.m. | Varsity | League | Normal | Away | Westhill | Win | 58-37 | | Westhill High School-Main Gym | |
| FRI 1/17 | 7:00 p.m. | Varsity | League | Normal | Home | Greenwich | Win | 56-40 | | St. Joseph High School-Gym | |
| TUE 1/21 | 7:00 p.m. | Varsity | League | Normal | Home | Norwalk | Loss | 44-63 | | St. Joseph High School-Gym | |
| FRI 1/24 | 7:00 p.m. | Varsity | League | Normal | Away | Danbury | Loss | 37-50 | | Danbury High School-Main Gym | |
| MON 1/27 | 7:00 p.m. | Varsity | League | Normal | Home | Stamford | Loss | 35-38 | | St. Joseph High School-Gym | |
| THU 1/30 | 5:30 p.m. | Varsity | League | Normal | Away | BrienMcMahon | Win | 54-27 | | Brien McMahon High School-Kehoe - King Gymnasium | |
| SAT 2/1 | 12:00 p.m. | Varsity | League | Normal | Home | Bassick | Win | 52-51 | | St. Joseph High School-Gym | |
| MON 2/3 | 7:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Win | 50-39 | | New Canaan High School-Main Gym | |
| FRI 2/7 | 6:00 p.m. | Varsity | League | Normal | Away | Trumbull | Loss | 36-61 | | Trumbull High School-Fairfield University | |
| MON 2/10 | 7:00 p.m. | Varsity | League | Normal | Home | FairfieldLudlowe | Loss | 44-54 | | St. Joseph High School-Gym | |
| THU 2/13 | 7:00 p.m. | Varsity | League | Normal | Away | Ridgefield | Loss | 33-44 | | Ridgefield High School-Main Gym | |
| MON 2/17 | 7:00 p.m. | Varsity | League | Normal | Home | Staples | Loss | 24-49 | | St. Joseph High School-Gym | |