| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/12 | 7:00 p.m. | Varsity | League | Normal | Home | Seymour | Win | 50-35 | | Derby High School Vitello Gymnasium | |
| SAT 12/15 | 5:00 p.m. | Varsity | League | Normal | Away | Wolcott | Loss | 87-40 | | John H. Morris Gymnasium, Wolcott High School | |
| TUE 12/18 | 7:00 p.m. | Varsity | League | Normal | Away | Ansonia | Loss | 66-52 | | Ansonia High School | |
| THU 12/20 | 7:00 p.m. | Varsity | League | Normal | Home | Woodland | Loss | 54-41 | | Derby High School Vitello Gymnasium | |
| THU 12/27 | 7:00 p.m. | Varsity | League | Normal | Home | HolyCross | Loss | 91-56 | | Derby High School Vitello Gymnasium | |
| WED 1/2 | 7:00 p.m. | Varsity | League | Normal | Away | StPaulCatholic | Loss | 82-63 | | St. Paul Catholic H.S. | |
| FRI 1/4 | 7:00 p.m. | Varsity | League | Normal | Home | Watertown | Loss | 59-47 | | Derby High School Vitello Gymnasium | |
| TUE 1/8 | 7:00 p.m. | Varsity | League | Normal | Away | SacredHeart | Loss | 74-45 | | Sacred Heart - Alumni Hall | |
| FRI 1/11 | 7:00 p.m. | Varsity | League | Normal | Home | JFKennedy | Loss | 71-42 | | Derby High School Vitello Gymnasium | |
| TUE 1/15 | 7:00 p.m. | Varsity | League | Normal | Home | Wilby | Loss | 88-47 | | Derby High School Vitello Gymnasium | |
| FRI 1/18 | 7:00 p.m. | Varsity | League | Normal | Away | Crosby | Loss | 91-42 | | Crosby HS | |
| WED 1/23 | 7:00 p.m. | Varsity | League | Normal | Away | Torrington | Loss | 81-47 | | Torrington High School | |
| FRI 1/25 | 7:00 p.m. | Varsity | League | Normal | Home | Naugatuck | Loss | 44-69 | | Derby High School Vitello Gymnasium | |
| TUE 1/29 | 7:00 p.m. | Varsity | League | Normal | Away | Seymour | Loss | 62-64 | | Seymour High School | |
| FRI 2/1 | 7:00 p.m. | Varsity | League | Normal | Home | Wolcott | Loss | 52-84 | | Derby High School Vitello Gymnasium | |
| TUE 2/5 | 7:00 p.m. | Varsity | League | Normal | Home | Ansonia | Loss | 54-64 | | Derby High School Vitello Gymnasium | |
| THU 2/7 | 7:00 p.m. | Varsity | League | Normal | Away | Woodland | Loss | 52-54 | | Woodland High School Gym | |
| FRI 2/15 | 7:00 p.m. | Varsity | League | Normal | Home | StPaulCatholic | Loss | 58-73 | | Derby High School Vitello Gymnasium | |
| SAT 2/16 | 3:30 p.m. | Varsity | League | Normal | Home | EmmettOBrienRVT | Win | 56-54 | | Derby High School Vitello Gymnasium | |
| WED 2/20 | 7:00 p.m. | Varsity | League | Normal | Away | Watertown | Loss | 54-76 | | Robert B. Cook Memorial Gymnasium @ Watertown High School | |