Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
TUE 8/29 | 4:00 PM | Varsity | Scrimmage | Normal | Home | Simsbury | Win | 1-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
SAT 9/2 | 8:00 AM | Varsity | Scrimmage | Normal | Away | Lyman Hall | | | | Avon High School - Turf Field | 7:30 AM |
| | |
North Branford | | |
Avon | | |
Lewis Mills | | |
TUE 9/5 | 6:15 PM | Varsity | Scrimmage | Normal | Away | Pomperaug | | | | Pomperaug High School - Stadium | 4:30 PM |
WED 9/6 | Canceled | Varsity | Scrimmage | Canceled | Home | Glastonbury | | | | Cheshire High Main Game field - Cheshire High Main Game field | |
TUE 9/12 | 4:00 PM | Varsity | League | Normal | Home | Mercy | Win | 5-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
TUE 9/19 | 4:00 PM | Varsity | League | Normal | Home | Branford | Win | 1-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
THU 9/21 | 4:00 PM | Varsity | Non-League | Normal | Home | Farmington | Win | 3-1 | | Cheshire High Main Game field - Cheshire High Main Game field | |
FRI 9/22 | 7:00 PM | Varsity | Non-League | Normal | Away | New Canaan | Loss | 1-3 | | New Canaan HS - Dunning Stadium | 5:00 PM |
WED 9/27 | 4:00 PM | Varsity | League | Normal | Home | Lauralton Hall | Win | 3-2 | | Cheshire High Main Game field - Cheshire High Main Game field | |
THU 9/28 | 4:00 PM | Varsity | League | Normal | Away | Sacred Heart Academy | Win | 2-0 | | Sacred Heart Academy - Field Hockey Field | 2:30 PM |
SAT 9/30 | 7:00 PM | Varsity | League | Normal | Away | North Haven | Win | 3-0 | | North Haven Middle School - East Turf Field | 5:30 PM |
TUE 10/3 | 4:00 PM | Varsity | League | Normal | Home | Lyman Hall | Win | 2-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
THU 10/5 | 6:30 PM | Varsity | League | Normal | Away | Guilford | Loss | 1-2 | | Guilford High School - Kavanaugh Turf Field and Track | 3:30 PM |
WED 10/11 | 6:30 PM | Varsity | League | Normal | Home | Daniel Hand | Loss | 0-1 | | Cheshire High Main Game field - Cheshire High Main Game field | |
FRI 10/13 | 4:00 PM | Varsity | League | Normal | Away | Amity | Loss | 1-2 | | Amity Regional High School - William Johnson Stadium Field | 2:30 PM |
TUE 10/17 | 6:00 PM | Varsity | League | Normal | Home | Hamden | Win | 2-1 | | Cheshire High Main Game field - Cheshire High Main Game field | |
THU 10/19 | 5:30 PM | Varsity | Non-League | Normal | Home | Conard | Win | 1-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
TUE 10/24 | 7:00 PM | Varsity | League | Normal | Away | Shelton | Win | 3-0 | | Shelton High School - Finn Stadium | 5:00 PM |
WED 10/25 | 6:00 PM | Varsity | League | Normal | Away | Daniel Hand | Tied | 0-0 | | Daniel Hand High School - Turf Field | 4:30 PM |
SAT 10/28 | 11:30 AM | Varsity | Postseason | Normal | Home | Branford | Loss | 1-2 | | Cheshire High Main Game field - Cheshire High Main Game field | |
WED 11/8 | 4:00 PM | Varsity | Tournament | Normal | Home | Conard | Win | 2-0 | | Cheshire High Main Game field - Cheshire High Main Game field | |
SAT 11/11 | 1:00 PM | Varsity | Postseason | Normal | Away | Glastonbury | Loss | 0-2 | | Glastonbury High School - Turf Field | 11:15 AM |