| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 12/14 | 7:00 p.m. | Varsity | League | Normal | Home | Wolcott | Win | 73-50 | | Seymour High School-Gym | |
| THU 12/16 | 7:00 p.m. | Varsity | League | Normal | Home | Ansonia | Win | 74-33 | | Seymour High School-Gym | |
| MON 12/20 | 6:00 p.m. | Varsity | League | Normal | Home | WindsorLocks | Win | 48-30 | | Seymour High School-Gym | |
| THU 12/23 | 1:30 p.m. | Varsity | League | Normal | Away | Crosby | Win | 69-23 | | Crosby High School-CHS - Augelli Court | |
| TUE 12/28 | 6:00 p.m. | Varsity | League | Normal | Away | Woodland | Loss | 43-47 OT | | Woodland High School-Gym | |
| SAT 1/8 | 11:30 a.m. | Varsity | League | Normal | Away | JFKennedy | Win | 67-20 | | John F. Kennedy High School-Jack Taglia Gymnasium | |
| TUE 1/11 | 7:00 p.m. | Varsity | League | Normal | Home | Watertown | Win | 74-50 | | Seymour High School-Gym | |
| FRI 1/14 | 7:00 p.m. | Varsity | League | Normal | Home | Woodland | Win | 60-29 | | Seymour High School-Gym | |
| TUE 1/18 | 6:30 p.m. | Varsity | League | Normal | Away | HolyCross | Loss | 60-83 | | Holy Cross-Tim McDonald Gymnasium | |
| FRI 1/21 | 7:00 p.m. | Varsity | League | Normal | Home | Naugatuck | Win | 49-34 | | Seymour High School-Gym | |
| TUE 1/25 | 7:00 p.m. | Varsity | League | Normal | Away | WaterburyCareer | Win | 55-25 | | Waterbury Career Academy-Gymnasium | |
| WED 1/26 | 7:00 p.m. | Varsity | League | Normal | Away | StPaulCatholic | Loss | 49-57 | | St. Paul Catholic High School-Rev. Brian Monnerat Gymnasium | |
| FRI 1/28 | 5:30 p.m. | Varsity | League | Normal | Home | Torrington | Win | 64-46 | | Seymour High School-Gym | |
| TUE 2/1 | 6:00 p.m. | Varsity | League | Normal | Home | Wilby | Win | 54-15 | | Seymour High School-Gym | |
| SAT 2/5 | 11:30 a.m. | Varsity | League | Normal | Away | Oxford | Win | 83-54 | | Oxford High School-Main Gym | |
| TUE 2/8 | 6:00 p.m. | Varsity | League | Normal | Home | Derby | Win | 56-14 | | Seymour High School-Gym | |
| FRI 2/11 | 7:00 p.m. | Varsity | League | Normal | Away | Ansonia | Win | 59-52 | | Ansonia High School-Gym | |
| SAT 2/12 | 1:45 p.m. | Varsity | League | Normal | Home | Bunnell | Win | 84-48 | | Seymour High School-Gym | |
| MON 2/14 | 5:30 p.m. | Varsity | League | Normal | Home | Oxford | Win | 86-58 | | Seymour High School-Gym | |
| THU 2/17 | 6:00 p.m. | Varsity | League | Normal | Away | Derby | Win | 65-17 | | Derby High School-DHS Vitello Gym | |