| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/13 | 7:00 p.m. | Varsity | League | Normal | Home | Montville | Loss | 13-34 | | John J. Mills Complex @ Watertown High School | |
| FRI 9/21 | 7:00 p.m. | Varsity | League | Normal | Home | HolyCross | Loss | 13-28 | | John J. Mills Complex @ Watertown High School | |
| THU 9/27 | 6:00 p.m. | Varsity | League | Normal | Away | Wilby | Loss | 7-22 | | Municipal Stadium | |
| FRI 10/5 | 7:00 p.m. | Varsity | League | Normal | Home | Crosby | Win | 42-6 | | John J. Mills Complex @ Watertown High School | |
| FRI 10/12 | 7:00 p.m. | Varsity | League | Normal | Away | Derby | Loss | 19-47 | | Derby -Ryan Athletic Complex- Deflippo Field | |
| THU 10/18 | 6:00 p.m. | Varsity | League | Normal | Home | Ansonia | Loss | 21-49 | | John J. Mills Complex @ Watertown High School | |
| FRI 10/26 | 7:00 p.m. | Varsity | League | Normal | Away | Wolcott | Loss | 14-28 | | Wolcott High School, Monroe Field | |
| SAT 11/3 | 7:00 p.m. | Varsity | League | Normal | Away | Naugatuck | Loss | 14-52 | | Naugatuck High School | |
| TUE 11/13 | 7:00 p.m. | Varsity | League | Normal | Home | Seymour | Win | 30-7 | | John J. Mills Complex @ Watertown High School | |
| THU 11/22 | 10:15 a.m. | Varsity | League | Normal | Away | Torrington | Loss | 21-35 | | Torrington High School | |