| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SUN 8/25 | 1:00 PM | Varsity | League | Normal | Away | Danbury | | | | New Milford High School - Joe Wiser Stadium - NMHS | 11:15 AM - 1 Bus |
| Hamden | | |
| Immaculate | | |
| New Milford | | |
| Shepaug Valley | | |
| Watertown | | |
| SAT 8/31 | 9:00 AM | Varsity | League | Normal | Away | Newtown | | | | New Fairfield High School - Marty Morgan Field | 7:00 AM - 1 Bus |
| Shepaug Valley | | |
| Trumbull | | |
| Amity | | |
| Brookfield | | |
| Masuk | | |
| New Fairfield | | |
| New Milford | | |
| WED 9/4 | 3:45 PM | Varsity | League | Normal | Away | Shepaug Valley | Loss | 1-7 | | Shepaug Valley High School - Joan Gauthey Field | 2:45 PM - 1 Bus |
| FRI 9/6 | 3:45 PM | Varsity | League | Normal | Home | Northwestern | Win | 2-1 | | Lakeview High School - Lakeview Field Hockey Field | |
| MON 9/9 | 5:15 PM | Varsity | Non-League | Normal | Home | Masuk | Loss | 0-3 | | Lakeview High School - Lakeview Field Hockey Field | |
| TUE 9/10 | 4:00 PM | Varsity | League | Normal | Away | Nonnewaug | Loss | 1-4 | | Nonnewaug High School - Turf Field | 2:45 PM - 1 Bus |
| FRI 9/13 | 3:45 PM | Varsity | League | Normal | Home | Thomaston | Win | 2-0 | | Lakeview High School - Lakeview Field Hockey Field | |
| SAT 9/14 | 11:00 AM | Varsity | Non-League | Normal | Home | New Fairfield | Loss | 2-3 | | Lakeview High School - Field Hockey Field | |
| MON 9/16 | 5:30 PM | Varsity | League | Normal | Away | Watertown | Loss | 0-4 | | Watertown High - John J Mills Complex @ Watertown HS | 4:15 PM |
| FRI 9/20 | 5:30 PM | Varsity | Non-League | Normal | Away | New Milford | | | | New Milford High School - Joe Wiser Stadium - NMHS | 2:30 PM - 1 Bus |
| WED 9/25 | 4:30 PM | Varsity | League | Normal | Away | Wethersfield | | | | Wethersfield High School - Cottone Field | 2:45 PM - 1 Bus |
| FRI 9/27 | 7:00 PM | Varsity | League | Normal | Home | Shepaug Valley | | | | Lakeview High School - Lakeview Field Hockey Field | |
| MON 9/30 | 4:00 PM | Varsity | League | Normal | Away | Northwestern | | | | Northwestern Regional H.S. - Field Hockey Field | |
| FRI 10/4 | 3:45 PM | Varsity | League | Normal | Home | Nonnewaug | | | | Lakeview High School - Lakeview Field Hockey Field | |
| TUE 10/8 | 3:45 PM | Varsity | League | Normal | Home | Watertown | | | | Lakeview High School - Lakeview Field Hockey Field | |
| THU 10/10 | 3:30 PM | Varsity | League | Normal | Away | Thomaston | | | | Thomaston High School - Field Hockey Field | 2:45 PM - 1 Bus |
| SAT 10/12 | 11:00 AM | Varsity | League | Normal | Home | Immaculate | | | | Lakeview High School - Lakeview Field Hockey Field | |
| TUE 10/15 | 4:00 PM | Varsity | Non-League | Normal | Home | Bethel | | | | Lakeview High School - Lakeview Field Hockey Field | |