| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 9/2 | 8:00 AM | Varsity | Scrimmage | Normal | Away | Avon | | | | Avon High School - Turf Field | 7:30 AM - 1 Bus |
| Cheshire | | |
| Lewis Mills | | |
| North Branford | | |
| | |
| SAT 9/9 | 10:00 AM | Varsity | League | Normal | Home | North Haven | Loss | 0-4 | | Lyman Hall High School - Fitzgerald Field | |
| MON 9/11 | 6:00 PM | Varsity | League | Normal | Away | Daniel Hand | Loss | 0-8 | | Daniel Hand High School - Turf Field | 3:00 PM - 1 Bus |
| THU 9/14 | 5:15 PM | Varsity | League | Normal | Home | Amity | Loss | 0-6 | | Lyman Hall High School - Fitzgerald Field | |
| TUE 9/19 | 5:30 PM | Varsity | League | Normal | Away | Hamden | Loss | 0-9 | | Hamden High School - HHS Turf #2 | 4:15 PM - 1 Bus |
| THU 9/21 | 6:30 PM | Varsity | League | Normal | Home | Sheehan | Loss | 0-3 | | Lyman Hall High School - Fitzgerald Field | |
| TUE 9/26 | 7:00 PM | Varsity | League | Normal | Away | Shelton | Loss | 1-2 | | Shelton High School - Finn Stadium | 3:45 PM - 1 Bus |
| THU 9/28 | 3:45 PM | Varsity | League | Normal | Home | Mercy | Win | 3-0 | | Lyman Hall High School - Fitzgerald Field | |
| TUE 10/3 | 4:00 PM | Varsity | League | Normal | Away | Cheshire | Loss | 0-2 | | Cheshire High Main Game field - Cheshire High Main Game field | 2:30 PM - 1 Bus |
| FRI 10/6 | 3:45 PM | Varsity | League | Normal | Home | Branford | Loss | 0-3 | | Lyman Hall High School - Fitzgerald Field | |
| TUE 10/10 | 4:00 PM | Varsity | League | Normal | Away | Sacred Heart Academy | Loss | 0-7 | | Sacred Heart Academy - Field Hockey Field | 2:30 PM - 1 Bus |
| WED 10/11 | 5:15 PM | Varsity | League | Normal | Home | Lauralton Hall | Loss | 1-6 | | Lyman Hall High School - Fitzgerald Field | |
| THU 10/12 | 4:00 PM | Varsity | Non-League | Normal | Away | Lauralton Hall | Loss | 1-6 | | Lauralton Hall - Turf Field | 2:30 PM - 1 Bus |
| TUE 10/17 | 6:30 PM | Varsity | League | Normal | Away | North Haven | Tied | 1-1 | | North Haven Middle School - East Turf Field | 3:45 PM - 1 Bus |
| MON 10/23 | 3:45 PM | Varsity | League | Normal | Home | Guilford | Loss | 0-6 | | Lyman Hall High School - Fitzgerald Field | |
| WED 10/25 | 6:30 PM | Varsity | League | Normal | Home | Shelton | Loss | 1-2 | | Lyman Hall High School - Fitzgerald Field | |
| FRI 10/27 | 3:30 PM | Varsity | League | Normal | Away | Sheehan | Loss | 0-1 | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | 2:15 PM - 1 Bus |
| FRI 10/27 | 3:30 PM | Varsity | League | Normal | Away | Sheehan | Loss | 0-1 | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | |