| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 8/26 | 9:00 AM | Varsity | Scrimmage | Normal | Away | Jonathan Law | | | | Falcon Field (Meriden, CT) - Football Field | 7:45 AM - 1 Bus |
| Platt | | |
| Woodland | | |
| THU 8/31 | 5:30 PM | Varsity | Scrimmage | Normal | Away | MSW | | | | Old Saybrook High School - Old Saybrook HS Turf | 3:40 PM - 1 Bus |
| THU 9/7 | 7:30 PM | Varsity | League | Normal | Home | Guilford | Loss | 0-41 | | Lyman Hall High School - Fitzgerald Field | |
| THU 9/14 | 6:00 PM | Varsity | League | Normal | Away | Wilbur Cross | Win | 35-0 | | Wilbur Cross High School - Wilbur Cross Athletic Complex | 4:00 PM - 3 Buses |
| SAT 9/23 | 12:00 PM | Varsity | Non-League | Normal | Away | East Catholic | Win | 31-0 | | Cheney Tech - Cheney Tech | 10:00 AM - 3 Buses |
| FRI 9/29 | 6:30 PM | Varsity | League | Normal | Home | Bassick | Win | 42-0 | | Lyman Hall High School - Fitzgerald Field | |
| FRI 10/6 | 7:00 PM | Varsity | League | Normal | Away | Harding | Win | 27-16 | | Warren Harding High School - Lewis Field | 4:45 PM - 3 Buses |
| FRI 10/13 | 6:00 PM | Varsity | League | Normal | Away | Hillhouse | Loss | 7-26 | | Bowen Field - Football Field | 4:00 PM - 3 Buses |
| FRI 10/27 | 6:30 PM | Varsity | League | Normal | Home | Foran | Win | 28-14 | | Lyman Hall High School - Fitzgerald Field | |
| FRI 11/3 | 6:30 PM | Varsity | Non-League | Normal | Home | Tolland | Loss | 7-30 | | Lyman Hall High School - Fitzgerald Field | |
| WED 11/15 | 6:00 PM | Varsity | League | Normal | Away | East Haven | Win | 42-12 | | East Haven High School - EHHS Turf Field & Track | 4:00 PM - 3 Buses |
| THU 11/23 | 10:00 AM | Varsity | League | Normal | Home | Sheehan | Loss | 6-44 | | Lyman Hall High School - Fitzgerald Field | |