| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 9/7 | 9:00 AM | Varsity | League | Normal | Away | | | | | Not Listed - East Lyme High School | 12:01 AM |
| TUE 9/10 | 3:45 PM | Varsity | League | Normal | Away | Branford | | | | Branford Supply Pond - Branford Supply Pond | |
| Daniel Hand | | |
| Hamden | | |
| TUE 9/17 | 4:00 PM | Varsity | League | Normal | Home | Hillhouse | | | | Shelton High School - Track | |
| Sacred Heart Academy | | |
| Wilbur Cross | | |
| WED 9/25 | 12:01 AM | Varsity | League | Normal | Away | | | | | Guilford Fairgrounds - Guilford Fairgrounds | 12:01 AM |
| TUE 10/8 | 4:00 PM | Varsity | League | Normal | Away | Lauralton Hall | | | | Guilford High School - East River Preserve | |
| Career Magnet | | |
| Guilford | | |
| FRI 10/18 | 1:00 PM | Varsity | Postseason | Normal | Away | | | | | East Shore Athletic Complex - East Shore Park | 12:01 AM |