| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/5 | 7:00 p.m. | Varsity | League | Normal | Away | NorthHaven | Loss | 33-45 | | Fred Kelly Gymnasium | |
| FRI 12/7 | 7:00 p.m. | Varsity | League | Normal | Home | Shelton | Loss | 42-42 | | Jonathan Law Gym | |
| WED 12/12 | 7:00 p.m. | Varsity | League | Normal | Away | AmityReg | Loss | 49-38 | | Amity High School | |
| TUE 12/18 | 7:00 p.m. | Varsity | League | Normal | Home | Branford | Loss | 50-46 | | Jonathan Law Gym | |
| THU 12/20 | 7:00 p.m. | Varsity | League | Normal | Away | WestHaven | Loss | 57-62 | | WHHS Gym | |
| THU 12/27 | 7:00 p.m. | Varsity | League | Normal | Away | Westhill | Loss | 55-36 | | Westhill - Main Gymnasium | |
| SAT 12/29 | 5:00 p.m. | Varsity | League | Normal | Away | Stamford | Loss | 32-59 | | Westhill High School | |
| FRI 1/4 | 7:00 p.m. | Varsity | League | Normal | Home | DanielHand | Loss | 61-41 | | Jonathan Law Gym | |
| TUE 1/8 | 7:00 p.m. | Varsity | League | Normal | Home | AmityReg | Win | 51-47 | | Jonathan Law Gym | |
| FRI 1/11 | 7:00 p.m. | Varsity | League | Normal | Away | Guilford | Loss | 38-34 | | Kenefick Gymnasium at GHS | |
| TUE 1/15 | 7:00 p.m. | Varsity | League | Normal | Home | JosephForan | Loss | 48-35 | | Jonathan Law Gym | |
| FRI 1/18 | 7:00 p.m. | Varsity | League | Normal | Home | JamesHillhouse | Win | 68-45 | | Jonathan Law Gym | |
| TUE 1/22 | 7:00 p.m. | Varsity | League | Normal | Away | DanielHand | Loss | 43-46 | | DHHS Gym | |
| THU 1/24 | 7:00 p.m. | Varsity | League | Normal | Home | WestHaven | Loss | 35-55 | | Jonathan Law Gym | |
| TUE 1/29 | 7:00 p.m. | Varsity | League | Normal | Home | Guilford | Loss | 40-43 | | Jonathan Law Gym | |
| WED 1/30 | 7:00 p.m. | Varsity | League | Normal | Away | Branford | Win | 30-29 | | James L MacVeigh Alumni Athletic Complex - Gym | |
| FRI 2/1 | 7:00 p.m. | Varsity | League | Normal | Away | JosephForan | Loss | 48-51 | | Foran High School | |
| MON 2/4 | 7:00 p.m. | Varsity | League | Normal | Away | JamesHillhouse | Win | 54-53 | | Hillhouse High School | |
| THU 2/7 | 7:00 p.m. | Varsity | League | Normal | Home | NorthHaven | Win | 50-29 | | Jonathan Law Gym | |
| FRI 2/15 | 7:00 p.m. | Varsity | League | Normal | Away | Shelton | Win | 49-44 | | Shelton High School Gym | |