| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 12/12 | 4:00 PM | Varsity | Scrimmage | Normal | Away | Brien McMahon | | | | Brien McMahon High School - Kehoe - King Gymnasium | |
| FRI 12/15 | 7:00 PM | Varsity | League | Normal | Home | Wilby | Loss | 62-64 | | Ansonia High School - Gym | |
| TUE 12/19 | 6:30 PM | Varsity | League | Normal | Away | Woodland | Win | 49-46 | | Woodland High School - Gym | |
| THU 12/21 | 6:00 PM | Varsity | League | Normal | Home | Seymour | Loss | 50-75 | | Ansonia High School - Gym | |
| FRI 12/29 | 7:00 PM | Varsity | League | Normal | Away | Watertown | Win | 67-44 | | Watertown High - Robert B Cook Memorial Gym | |
| WED 1/3 | 7:00 PM | Varsity | League | Normal | Away | Crosby | Loss | 44-100 | | Crosby High School - CHS - Augelli Court | |
| FRI 1/5 | 6:30 PM | Varsity | League | Normal | Home | WCA | Loss | 46-85 | | Ansonia High School - Gym | |
| FRI 1/12 | 7:00 PM | Varsity | League | Normal | Away | Derby | Win | 48-44 | | Derby High School - DHS Vitello Gym | |
| THU 1/18 | 5:15 PM | Varsity | League | Normal | Home | Gilbert | Win | 108-22 | | Ansonia High School - Gym | |
| FRI 1/19 | 7:00 PM | Varsity | League | Normal | Away | Kennedy | Win | 70-67 | | John F. Kennedy High School - Jack Taglia Gymnasium | |
| MON 1/22 | 5:30 PM | Varsity | League | Normal | Away | O'Brien Tech | Win | 89-38 | | Emmett O' Brien Reg Voc Tech School - Gym | |
| WED 1/24 | 6:00 PM | Varsity | League | Normal | Home | Holy Cross | Loss | 57-88 | | Ansonia High School - Gym | |
| FRI 1/26 | 7:00 PM | Varsity | League | Normal | Away | Wolcott | Win | 77-36 | | Wolcott High School - Main Gym | |
| TUE 1/30 | 6:00 PM | Varsity | League | Normal | Home | Naugatuck | Win | 71-49 | | Ansonia High School - Gym | |
| THU 2/1 | 6:30 PM | Varsity | League | Normal | Home | St. Paul Catholic | Win | 73-68 | | Ansonia High School - Gym | |
| SAT 2/3 | 6:00 PM | Varsity | League | Normal | Away | Torrington | Loss | 57-74 | | Torrington High School - Connie Donahue Gymnasium | |
| WED 2/7 | 6:00 PM | Varsity | League | Normal | Home | Oxford | Win | 71-63 | | Ansonia High School - Gym | |
| THU 2/8 | 7:00 PM | Varsity | League | Normal | Away | Seymour | Loss | 51-85 | | Seymour High School - Gym | |
| WED 2/14 | 6:30 PM | Varsity | League | Normal | Home | Wolcott | Win | 61-58 | | Ansonia High School - Gym | |
| FRI 2/16 | 7:00 PM | Varsity | League | Normal | Away | St. Paul Catholic | Loss | 59-72 | | St. Paul Catholic HS - Rev. Brian Monnerat Gymnasium | |
| TUE 2/20 | 6:30 PM | Varsity | League | Normal | Home | Kennedy | Loss | 56-57 | | Ansonia High School - Gym | |
| FRI 2/23 | 5:45 PM | Varsity | Postseason | Normal | Home | Woodland | | | | Ansonia High School - Gym | |
| TUE 3/5 | 6:30 PM | Varsity | Tournament | Normal | Away | Masuk | Loss | 64-87 | | Masuk High School - David Strong Gymnasium @ Masuk HS | |