| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 12/14 | 6:00 p.m. | Varsity | League | Normal | Away | Crosby | Win | 60-35 | | Crosby High School-CHS - Augelli Court | |
| THU 12/16 | 5:00 p.m. | Varsity | League | Normal | Home | Derby | Win | 44-11 | | Oxford High School-Main Gym | |
| TUE 12/21 | 5:30 p.m. | Varsity | League | Normal | Home | Woodland | Loss | 56-41 | | Oxford High School-Main Gym | |
| TUE 1/11 | 6:00 p.m. | Varsity | League | Normal | Away | Wolcott | Loss | 43-54 | | Wolcott High School-John H. Morris Gymnasium | |
| FRI 1/14 | 5:30 p.m. | Varsity | League | Normal | Away | Derby | Win | 48-14 | | Derby High School-DHS Vitello Gym | |
| WED 1/19 | 5:00 p.m. | Varsity | League | Normal | Home | Torrington | Loss | 42-70 | | Oxford High School-Main Gym | |
| THU 1/20 | 5:00 p.m. | Varsity | League | Normal | Home | JFKennedy | Win | 54-28 | | Oxford High School-Main Gym | |
| FRI 1/21 | 5:00 p.m. | Varsity | League | Normal | Home | StPaulCatholic | Loss | 40-48 | | Oxford High School-Main Gym | |
| TUE 1/25 | 5:30 p.m. | Varsity | League | Normal | Away | Wilby | Win | 42-12 | | Wilby High School-George Tirado Floor @ The Reggie O'Brien Gymnasium | |
| THU 1/27 | 6:00 p.m. | Varsity | League | Normal | Away | HolyCross | Loss | 36-65 | | Holy Cross-gym | |
| FRI 1/28 | 5:30 p.m. | Varsity | League | Normal | Away | Watertown | Loss | 53-65 | | Watertown High-Robert B Cook Memorial Gym | |
| TUE 2/1 | 6:30 p.m. | Varsity | League | Normal | Away | Ansonia | Loss | 47-61 | | Ansonia High School-Gym | |
| WED 2/2 | 6:00 p.m. | Varsity | League | Normal | Home | WaterburyCareer | Win | 49-43 | | Oxford High School-Main Gym | |
| SAT 2/5 | 11:30 a.m. | Varsity | League | Normal | Home | Seymour | Loss | 54-83 | | Oxford High School-Main Gym | |
| TUE 2/8 | 5:30 p.m. | Varsity | League | Normal | Home | NewFairfield | Loss | 33-60 | | Oxford High School-Main Gym | |
| THU 2/10 | 6:00 p.m. | Varsity | League | Normal | Home | Naugatuck | Loss | 51-68 | | Oxford High School-Main Gym | |
| FRI 2/11 | 5:30 p.m. | Varsity | League | Normal | Away | Woodland | Loss | 45-56 | | Woodland High School-Gym | |
| MON 2/14 | 5:30 p.m. | Varsity | League | Normal | Away | Seymour | Loss | 58-86 | | Seymour High School-Gym | |
| TUE 2/15 | 5:30 p.m. | Varsity | League | Normal | Home | Ansonia | Loss | 47-57 | | Oxford High School-Main Gym | |
| THU 2/17 | 7:00 p.m. | Varsity | League | Normal | Away | Brookfield | Loss | 42-64 | | Brookfield High School-BHS Big Gym | |