| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 9/11 | 3:45 PM | Varsity | League | Normal | Home | Daniel Hand | Loss | | | Branford Supply Pond - Branford Supply Pond | |
| Hamden | Loss | |
| Shelton | Loss | |
| TUE 9/17 | 4:00 PM | Varsity | League | Normal | Away | Sheehan | | | | Eisenhower Park - Eisenhower Park | 2:30 PM |
| Foran | | |
| Lauralton Hall | | |
| MON 9/23 | 4:00 PM | Varsity | Non-League | Normal | Away | Lauralton Hall | | | | Eisenhower Park - Eisenhower Park | |
| Amity | | |
| Jonathan Law | | |
| East Haven | | |
| North Haven | | |
| Foran | | |
| Sacred Heart Academy | | |
| Shelton | | |
| West Haven | | |
| Wilbur Cross | | |
| TUE 10/8 | 3:45 PM | Varsity | League | Normal | Away | Sacred Heart Academy | | | | Sacred Heart Academy - Track | |
| Jonathan Law | | |
| Cheshire | | |