| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/13 | 5:30 p.m. | Varsity | League | Normal | Home | PlattRVT | Win | 53-49 | | Whitney Tech School Gymnasium | |
| FRI 12/14 | 6:00 p.m. | Varsity | League | Normal | Away | BullardHavensRVT | Loss | 41-63 | | BHT GYM | |
| TUE 12/18 | 6:00 p.m. | Varsity | League | Normal | Away | GrassoSoutheasternRVT | Loss | 33-61 | | GRASSO GYM | |
| WED 12/26 | 7:00 p.m. | Varsity | League | Normal | Away | EastHaven | Loss | 51-78 | | East Haven High School | |
| FRI 12/28 | 5:00 p.m. | Varsity | League | Normal | Away | AmistadAcademy | Win | 61-52 | | | |
| MON 12/31 | 1:00 p.m. | Varsity | League | Normal | Away | Guilford | Loss | 41-98 | | Kenefick Gymnasium at GHS | |
| WED 1/2 | 7:00 p.m. | Varsity | League | Normal | Away | HCWilcoxRVT | Loss | 44-88 | | Wilcox Tech Gymnasium | |
| FRI 1/4 | 5:30 p.m. | Varsity | League | Normal | Home | BullardHavensRVT | Loss | 56-74 | | Whitney Tech School Gymnasium | |
| MON 1/7 | 6:00 p.m. | Varsity | League | Normal | Home | WFKaynorRVT | Loss | 36-92 | | Whitney Tech School Gymnasium | |
| WED 1/9 | 7:00 p.m. | Varsity | League | Normal | Away | PlattRVT | Loss | 41-59 | | Platt Tech Gymnasium | |
| FRI 1/11 | 6:00 p.m. | Varsity | League | Normal | Home | OliverWolcottRVT | Win | 62-60 | | Whitney Tech School Gymnasium | |
| THU 1/17 | 6:00 p.m. | Varsity | League | Normal | Away | EmmettOBrienRVT | Loss | 55-76 | | O'Brien Tech Gymnasium | |
| TUE 1/22 | 6:00 p.m. | Varsity | League | Normal | Home | VinalRVT | Win | 61-59 | | Whitney Tech School Gymnasium | |
| FRI 1/25 | 5:00 p.m. | Varsity | League | Normal | Away | HenryAbbottRVT | Loss | 38-66 | | Daniel A. Garamella Memorial Gymnasium | |
| WED 1/30 | 4:00 p.m. | Varsity | League | Normal | Away | FaithPrep | Win | 89-58 | | | |
| FRI 2/1 | 6:00 p.m. | Varsity | League | Normal | Home | CapitalPrep | Loss | 56-95 | | Whitney Tech School Gymnasium | |
| MON 2/4 | 5:30 p.m. | Varsity | League | Normal | Home | HenryAbbottRVT | Loss | 52-62 | | Whitney Tech School Gymnasium | |
| THU 2/7 | 6:00 p.m. | Varsity | League | Normal | Home | FaithPrep | Win | 67-52 | | Whitney Tech School Gymnasium | |
| WED 2/20 | 5:30 p.m. | Varsity | League | Normal | Away | ECGoodwinRVT | Loss | 26-70 | | GOODWIN GYMNASIUM | |
| MON 2/25 | 6:00 p.m. | Varsity | League | Normal | Home | HarvardEllisRVT | Loss | 60-64 | | Whitney Tech School Gymnasium | |