| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 12/20 | 7:00 p.m. | Varsity | League | Normal | Home | Bunnell | Loss | 30-49 | | Needham Memorial Gymnasium | |
| WED 12/21 | 5:30 p.m. | Varsity | League | Normal | Away | WarrenHarding | Loss | 13-47 | | Harding-Miska Gymnasium | |
| FRI 12/23 | 6:00 p.m. | Varsity | League | Normal | Away | NewMilford | Loss | 29-47 | | New Milford High School | |
| TUE 1/3 | 7:00 p.m. | Varsity | League | Normal | Away | JoelBarlow | Loss | 32-54 | | Lower Gym | |
| FRI 1/6 | 7:00 p.m. | Varsity | League | Normal | Away | Newtown | Loss | 21-56 | | Newtown High School Gymnasium | |
| TUE 1/10 | 7:00 p.m. | Varsity | League | Normal | Away | Bethel | Loss | 25-73 | | Bethel High School | |
| THU 1/12 | 7:00 p.m. | Varsity | League | Normal | Away | Brookfield | Loss | 28-48 | | BHS Big Gym | |
| TUE 1/17 | 7:00 p.m. | Varsity | League | Normal | Home | Weston | Loss | 27-55 | | Needham Memorial Gymnasium | |
| WED 1/18 | 7:00 p.m. | Varsity | League | Normal | Home | WarrenHarding | Loss | 44-52 | | Needham Memorial Gymnasium | |
| FRI 1/20 | 7:00 p.m. | Varsity | League | Normal | Home | Pomperaug | Loss | 27-70 | | Needham Memorial Gymnasium | |
| FRI 1/27 | 7:00 p.m. | Varsity | League | Normal | Home | Immaculate | Loss | 28-57 | | Needham Memorial Gymnasium | |
| MON 1/30 | 7:00 p.m. | Varsity | League | Normal | Home | PlattRVT | Win | 50-34 | | Needham Memorial Gymnasium | |
| WED 2/1 | 7:00 p.m. | Varsity | League | Normal | Away | PlattRVT | Win | 44-40 | | Platt Tech Gymnasium | |
| THU 2/2 | 7:00 p.m. | Varsity | League | Normal | Away | Bunnell | Loss | 30-46 | | Bunnell | |
| SAT 2/4 | 12:00 p.m. | Varsity | League | Normal | Away | Masuk | Loss | 25-63 | | David Strong Gymnasium @ Masuk High School | |
| MON 2/6 | 7:00 p.m. | Varsity | League | Normal | Home | NewMilford | Loss | 33-42 | | Needham Memorial Gymnasium | |
| TUE 2/7 | 7:00 p.m. | Varsity | League | Normal | Home | KolbeCathedral | Loss | 26-63 | | Needham Memorial Gymnasium | |
| TUE 2/14 | 7:00 p.m. | Varsity | League | Normal | Away | NewFairfield | Loss | 31-52 | | NFHS Gym | |
| WED 2/15 | 5:00 p.m. | Varsity | League | Normal | Home | NotreDameCatholic | Loss | 26-49 | | Needham Memorial Gymnasium | |
| THU 2/16 | 6:00 p.m. | Varsity | League | Normal | Away | AmistadAcademy | Win | 47-39 | | AF Amistad High School | |