| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 12/14 | 6:00 p.m. | Varsity | League | Normal | Away | Greenwich | Win | 52-51 | | Greenwich High School-Gymnasium | |
| WED 12/15 | 7:00 p.m. | Varsity | League | Normal | Home | BullardHavensRVT | Win | 80-25 | | Cardinal Sheehan Center Bridgeport | |
| FRI 12/17 | 7:00 p.m. | Varsity | League | Normal | Home | BridgeportCentral | Win | 68-9 | | Cardinal Sheehan Center Bridgeport | |
| MON 12/20 | 7:00 p.m. | Varsity | League | Normal | Away | Wilton | Loss | 42-46 | | Wilton High School-Nicholas Zeoli Field House | |
| TUE 12/28 | 4:00 p.m. | Varsity | League | Normal | Away | NewCanaan | Loss | 28-33 | | Stamford High School-Kuczo Gymnasium | |
| THU 12/30 | 6:00 p.m. | Varsity | League | Normal | Away | Stamford | Loss | 34-57 | | Stamford High School-Kuczo Gymnasium | |
| WED 1/5 | 7:00 p.m. | Varsity | League | Normal | Home | Stratford | Win | 49-23 | | Cardinal Sheehan Center Bridgeport | |
| MON 1/10 | 7:00 p.m. | Varsity | League | Normal | Away | Pomperaug | Win | 46-45 | | Pomperaug High School-Main Gym | |
| THU 1/13 | 7:00 p.m. | Varsity | League | Normal | Home | NewMilford | Win | 45-38 | | Cardinal Sheehan Center Bridgeport | |
| SAT 1/15 | 2:00 p.m. | Varsity | League | Normal | Away | Newtown | Loss | 29-34 | | Newtown High School-Gym | |
| TUE 1/18 | 7:00 p.m. | Varsity | League | Normal | Away | Bunnell | Win | 72-49 | | Bunnell HS-David Johnson Gymnasium | |
| WED 1/19 | 4:30 p.m. | Varsity | League | Normal | Away | Staples | Loss | 44-50 | | Staples High School-Staples Gym | |
| FRI 1/21 | 6:00 p.m. | Varsity | League | Normal | Away | JoelBarlow | Win | 57-45 | | Joel Barlow High School-Lower Gym | |
| TUE 1/25 | 6:30 p.m. | Varsity | League | Normal | Away | Bethel | Loss | 47-50 | | Bethel High School-BHS gym | |
| FRI 1/28 | 5:30 p.m. | Varsity | League | Normal | Home | NotreDameCatholic | Loss | 31-61 | | Cardinal Sheehan Center Bridgeport | |
| MON 1/31 | 7:00 p.m. | Varsity | League | Normal | Away | NewFairfield | Loss | 28-45 | | New Fairfield High School-High School Gym | |
| THU 2/3 | 7:00 p.m. | Varsity | League | Normal | Home | Immaculate | Win | 49-43 | | Cardinal Sheehan Center Bridgeport | |
| MON 2/7 | 7:00 p.m. | Varsity | League | Normal | Home | Weston | Win | 50-34 | | Cardinal Sheehan Center Bridgeport | |
| THU 2/10 | 7:00 p.m. | Varsity | League | Normal | Away | Brookfield | Win | 63-52 | | Brookfield High School-BHS Big Gym | |
| TUE 2/15 | 7:00 p.m. | Varsity | League | Normal | Home | Masuk | Loss | 43-48 | | Cardinal Sheehan Center Bridgeport | |