| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/17 | 7:00 p.m. | Varsity | League | Normal | Away | Newtown | Loss | 38-55 | | Newtown High School Gymnasium | |
| MON 12/22 | 7:00 p.m. | Varsity | League | Normal | Home | ECGoodwinRVT | Win | 55-43 | | NFHS Gym | |
| TUE 12/23 | 7:00 p.m. | Varsity | League | Normal | Away | CapitalPrep | Loss | 55-57 | | Capital Preparatory Magnet School | |
| FRI 12/26 | 5:00 p.m.. | Varsity | League | Normal | Home | Immaculate | Win | 50-42 | | Brookfield High School | |
| MON 12/29 | 7:00 p.m. | Varsity | League | Normal | Away | Brookfield | Loss | 48-58 | | BHS Big Gym | |
| SAT 1/3 | 3:00 p.m. | Varsity | League | Normal | Away | Bethel | Win | 42-27 | | Bethel High School | |
| THU 1/8 | 7:00 p.m. | Varsity | League | Normal | Away | NorthwesternReg | Loss | 41-43 | | Northwestern Gym | |
| TUE 1/13 | 5:15 p.m. | Varsity | League | Normal | Away | JoelBarlow | Loss | 45-50 | | Lower Gym | |
| FRI 1/16 | 7:00 p.m. | Varsity | League | Normal | Home | KolbeCathedral | Win | 42-26 | | NFHS Gym | |
| TUE 1/20 | 7:00 p.m. | Varsity | League | Normal | Away | Masuk | Loss | 55-65 | | David Strong Gymnasium @ Masuk High School | |
| FRI 1/23 | 7:00 p.m. | Varsity | League | Normal | Home | Pomperaug | Win | 52-36 | | NFHS Gym | |
| THU 1/29 | 7:00 p.m. | Varsity | League | Normal | Home | Bethel | Win | 48-29 | | NFHS Gym | |
| FRI 1/30 | 7:00 p.m. | Varsity | League | Normal | Home | Bunnell | Loss | 53-60 | | NFHS Gym | |
| WED 2/4 | 7:00 p.m. | Varsity | League | Normal | Away | Stratford | Loss | 31-46 | | Needham Memorial Gymnasium | |
| FRI 2/6 | 7:00 p.m. | Varsity | League | Normal | Away | Immaculate | Loss | 37-40 | | Immaculate High School | |
| TUE 2/10 | 7:00 p.m. | Varsity | League | Normal | Home | Newtown | Loss | 41-53 | | NFHS Gym | |
| FRI 2/13 | 7:00 p.m. | Varsity | League | Normal | Away | NewMilford | Loss | 52-64 | | New Milford High School | |
| TUE 2/17 | 7:00 p.m. | Varsity | League | Normal | Home | Weston | Win | 62-49 | | NFHS Gym | |
| FRI 2/20 | 7:00 p.m. | Varsity | League | Normal | Away | Brookfield | Loss | 47-49 | | BHS Big Gym | |
| TUE 2/24 | 7:00 p.m. | Varsity | League | Normal | Home | NotreDameCatholic | Loss | 49-63 | | NFHS Gym | |