| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/16 | 7:00 p.m. | Varsity | League | Normal | Home | Branford | Loss | 43-61 | | North Haven High School-Fred Kelly Gymnasium | |
| SAT 12/18 | 3:00 p.m. | Varsity | League | Normal | Home | Stamford | Loss | 38-50 | | North Haven High School-Fred Kelly Gymnasium | |
| MON 12/20 | 7:00 p.m. | Varsity | League | Normal | Home | AmityReg | Loss | 60-65(OT) | | North Haven High School-Fred Kelly Gymnasium | |
| WED 12/22 | 7:00 p.m. | Varsity | League | Normal | Away | Stratford | Loss | 38-62 | | Stratford High School-Gym | |
| THU 12/30 | 7:00 p.m. | Varsity | League | Normal | Home | Newington | Loss | 41-66 | | North Haven High School-Fred Kelly Gymnasium | |
| TUE 1/4 | 7:00 p.m. | Varsity | League | Normal | Away | CareerMagnet | Win | 50-39 | | Career Magnet-Gym | |
| FRI 1/7 | 7:00 p.m. | Varsity | League | Normal | Home | EastHaven | Loss | 39-42 | | North Haven High School-Fred Kelly Gymnasium | |
| TUE 1/11 | 7:00 p.m. | Varsity | League | Normal | Away | JamesHillhouse | Loss | 53-84 | | Hillhouse High School-Gym | |
| FRI 1/14 | 7:00 p.m. | Varsity | League | Normal | Away | Branford | Loss | 42-61 | | Branford High School-Gym | |
| TUE 1/18 | 7:00 p.m. | Varsity | League | Normal | Away | Guilford | Loss | 30-60 | | Guilford High School-Main gym at GHS | |
| FRI 1/21 | 7:00 p.m. | Varsity | League | Normal | Away | AmityReg | Loss | 43-47 | | Amity Regional High School-Paul D. Mengold Gymnasium | |
| SAT 1/22 | 5:00 p.m. | Varsity | League | Normal | Home | AmistadAcademy | Loss | 53-73 | | North Haven High School-Fred Kelly Gymnasium | |
| TUE 1/25 | 7:00 p.m. | Varsity | League | Normal | Home | Hamden | Loss | 56-81 | | North Haven High School-Fred Kelly Gymnasium | |
| THU 1/27 | 7:00 p.m. | Varsity | League | Normal | Home | Xavier | Loss | 47-53 | | North Haven High School-Fred Kelly Gymnasium | |
| MON 1/31 | 7:00 p.m. | Varsity | League | Normal | Away | EastHaven | Loss | 40-42 | | East Haven High School-Gym | |
| THU 2/3 | 7:00 p.m. | Varsity | League | Normal | Home | CareerMagnet | Win | 42-33 | | North Haven High School-Fred Kelly Gymnasium | |
| TUE 2/8 | 7:00 p.m. | Varsity | League | Normal | Home | JamesHillhouse | Loss | 33-68 | | North Haven High School-Fred Kelly Gymnasium | |
| FRI 2/11 | 7:00 p.m. | Varsity | League | Normal | Home | Guilford | Loss | 39-50 | | North Haven High School-Fred Kelly Gymnasium | |
| TUE 2/15 | 7:00 p.m. | Varsity | League | Normal | Away | Hamden | Loss | 54-91 | | Hamden High School-HHS Gym | |
| FRI 2/18 | 7:00 p.m. | Varsity | League | Normal | Away | Xavier | Loss | 46-54 | | Xavier High School-Aurthur M. Kohs Gymnasium | |