| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 9/9 | 3:00 PM | Junior Varsity | Scrimmage | Normal | Away | Guilford | Loss | 8-14 | | Guilford High School - Kavanaugh Turf Field and Track | 1:30 PM - 1 Bus |
| SAT 9/16 | 10:00 AM | Junior Varsity | League | Normal | Home | Wilbur Cross | | | | Lyman Hall High School - Fitzgerald Field | |
| WED 9/20 | 4:00 PM | Junior Varsity | Non-League | Normal | Home | Foran | | | | Lyman Hall High School - Fitzgerald Field | |
| SAT 9/30 | 10:00 AM | Junior Varsity | League | Normal | Away | Amity | | | | Amity Regional High School - William Johnson Stadium Field | 8:15 AM - 1 Bus |
| SAT 10/7 | 10:00 AM | Junior Varsity | League | Normal | Home | Harding | | | | Lyman Hall High School - Fitzgerald Field | |
| SAT 10/14 | 10:00 AM | Junior Varsity | League | Normal | Home | Hillhouse | | | | Lyman Hall High School - Fitzgerald Field | |
| SAT 10/28 | 10:00 AM | Junior Varsity | League | Normal | Away | Foran | | | | Foran High School - Foran High School - Turf Field | 8:30 AM - 1 Bus |
| THU 11/9 | 4:15 PM | Junior Varsity | League | Normal | Home | East Haven | | | | Lyman Hall High School - Fitzgerald Field | |
| SAT 11/18 | 10:00 AM | Junior Varsity | League | Normal | Away | Sheehan | | | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | 8:45 AM - 1 Bus |