| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/15 | 6:30 p.m. | Varsity | League | Normal | Away | Oxford | Loss | 40-65 | | Oxford High School-Main Gym | |
| TUE 12/20 | 7:00 p.m. | Varsity | League | Normal | Away | Naugatuck | Loss | 68-43 | | Naugatuck High School-Edward Mariano Gymnasium | |
| WED 12/28 | 1:30 p.m. | Varsity | League | Normal | Home | JFKennedy | Loss | 72-34 | | Derby High School-DHS Vitello Gym | |
| FRI 12/30 | 6:00 p.m. | Varsity | League | Normal | Home | Wilby | Loss | 37-72 | | Derby High School-DHS Vitello Gym | |
| TUE 1/3 | 6:45 p.m. | Varsity | League | Normal | Away | Woodland | Loss | 60-71 | | Woodland High School-Gym | |
| FRI 1/6 | 7:00 p.m. | Varsity | League | Normal | Away | Watertown | Loss | 61-64 | | Watertown High-Robert B Cook Memorial Gym | |
| MON 1/9 | 7:00 p.m. | Varsity | League | Normal | Away | Crosby | Loss | 44-94 | | Crosby High School-CHS - Augelli Court | |
| TUE 1/10 | 7:00 p.m. | Varsity | League | Normal | Home | EastGranby | Loss | 64-77 | | Derby High School-DHS Vitello Gym | |
| FRI 1/13 | 7:00 p.m. | Varsity | League | Normal | Home | Oxford | Loss | 83-53 | | Derby High School-DHS Vitello Gym | |
| TUE 1/17 | 7:00 p.m. | Varsity | League | Normal | Home | WaterburyCareer | Loss | 90-44 | | Derby High School-DHS Vitello Gym | |
| TUE 1/24 | 7:00 p.m. | Varsity | League | Normal | Home | Ansonia | Loss | 43-74 | | Derby High School-DHS Vitello Gym | |
| FRI 1/27 | 7:00 p.m. | Varsity | League | Normal | Home | Wolcott | Loss | 45-76 | | Derby High School-DHS Vitello Gym | |
| SAT 1/28 | 7:00 p.m. | Varsity | League | Normal | Away | Torrington | Loss | 87-46 | | Torrington High School-Connie Donahue Gymnasium | |
| TUE 1/31 | 7:00 p.m. | Varsity | League | Normal | Home | EmmettOBrienRVT | Loss | 44-57 | | Derby High School-DHS Vitello Gym | |
| THU 2/2 | 6:00 p.m. | Varsity | League | Normal | Away | Ansonia | Loss | 58-84 | | Ansonia High School-Gym | |
| TUE 2/7 | 7:00 p.m. | Varsity | League | Normal | Away | Seymour | Loss | 48-80 | | Seymour High School-Gym | |
| FRI 2/10 | 7:00 p.m. | Varsity | League | Normal | Away | StPaulCatholic | Loss | 48-80 | | St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium | |
| TUE 2/14 | 7:00 p.m. | Varsity | League | Normal | Home | Woodland | Loss | 55-87 | | Derby High School-DHS Vitello Gym | |
| FRI 2/17 | 7:00 p.m. | Varsity | League | Normal | Home | Seymour | Loss | 4992 | | Derby High School-DHS Vitello Gym | |
| TUE 2/21 | 7:00 p.m. | Varsity | League | Normal | Home | HolyCross | Loss | 62-97 | | Derby High School-DHS Vitello Gym | |