| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 9/11 | 4:00 PM | Varsity | League | Normal | Home | Amity | Win | 54-41 | | EISENHOWER PARK - EISENHOWER PARK | |
| North Haven | Win | 54-0 |
| Sacred Heart Academy | Win | 54-34 |
| TUE 9/17 | 4:00 PM | Varsity | League | Normal | Away | Sheehan | | | | Eisenhower Park - Eisenhower Park | 12:00 PM |
| Branford | | |
| Lauralton Hall | | |
| MON 9/23 | 4:00 PM | Varsity | Non-League | Normal | Away | Lauralton Hall | | | | Eisenhower Park - Eisenhower Park | 12:00 PM |
| Amity | | |
| Jonathan Law | | |
| Branford | | |
| East Haven | | |
| Shelton | | |
| North Haven | | |
| Sacred Heart Academy | | |
| West Haven | | |
| Wilbur Cross | | |
| TUE 10/8 | 4:00 PM | Varsity | League | Normal | Away | Wilbur Cross | | | | East Rock Park - East Rock Park | |
| West Haven | | |
| Lyman Hall | | |
| MON 10/21 | 4:00 PM | Varsity | League | Normal | Home | Jonathan Law | | | | EISENHOWER PARK - EISENHOWER PARK | |
| Lauralton Hall | | |
| Platt Tech | | |