| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/13 | 7:00 p.m. | Varsity | League | Normal | Away | Seymour | Loss | 21-14 | | Seymour High School-Seymour High School Turf Field | |
| FRI 9/20 | 7:00 p.m. | Varsity | League | Normal | Away | Watertown | Loss | 6-14 | | Watertown High School | |
| FRI 9/27 | 7:00 p.m. | Varsity | League | Normal | Home | Naugatuck | Loss | 25-43 | | St. Paul Catholic High School-McPhee Field / Stadium Field | |
| SAT 10/5 | 2:30 p.m. | Varsity | League | Normal | Home | Ansonia | Loss | 0-39 | | St. Paul Catholic High School-McPhee Field / Stadium Field | |
| FRI 10/11 | 6:30 p.m. | Varsity | League | Normal | Away | Woodland | Loss | 8-21 | | Woodland High School-Woodland Football Field | |
| SAT 10/26 | 1:00 p.m. | Varsity | League | Normal | Home | Crosby | Win | 42-14 | | St. Paul Catholic High School-McPhee Field / Stadium Field | |
| FRI 11/1 | 6:00 p.m. | Varsity | League | Normal | Away | Wolcott | Loss | 6-20 | | Wolcott High School-Monroe Field | |
| SAT 11/9 | 10:00 a.m. | Varsity | League | Normal | Away | JFKennedy | Win | 18-13 | | Municipal Stadium (Waterbury, CT)-Football Field | |
| FRI 11/15 | 7:00 p.m. | Varsity | League | Normal | Home | Torrington | Forfeit | Forfeit | | St. Paul Catholic High School-McPhee Field / Stadium Field | |
| WED 11/27 | 6:00 p.m. | Varsity | League | Normal | Home | Oxford | Win | 37-20 | | St. Paul Catholic High School-McPhee Field / Stadium Field | |