| 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 | | | | EISENHOWER PARK - EISENHOWER PARK | |
| North Haven | | |
| Notre Dame-West Haven | | |
| TUE 9/17 | 4:00 PM | Varsity | League | Normal | Away | Branford | | | | Eisenhower Park - Eisenhower Park | |
| Fairfield Prep | | |
| Sheehan | | |
| TUE 10/8 | 4:00 PM | Varsity | League | Normal | Away | West Haven | | | | East Rock Park - East Rock Park | |
| Wilbur Cross | | |
| Lyman Hall | | |
| MON 10/21 | 4:00 PM | Varsity | League | Normal | Home | Lauralton Hall | | | | EISENHOWER PARK - EISENHOWER PARK | |
| Platt Tech | | |
| Jonathan Law | | |