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| All Schools |
| All Sports |
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| Field Hockey | | 9.06.2024 – Windham 9, Bonny Eagle 1 |
| 9.10.2024 – Massabesic 3, Windham 0 |
| 9.18.2024 – Windham 7, Portland/Deering 0 |
| 9.20.2024 – Windham 3, Kennebunk 0 |
5:30 pm 9.26.2024 – Windham at Biddeford |
| 9.30.2024 – Windham 4, Scarborough 3 |
| 10.02.2024 – Windham 4, Marshwood 0 |
| 10.03.2024 – Biddeford 7, Windham 0 |
| 10.07.2024 – Thornton Academy 2, Windham 0 |
| 10.09.2024 – Windham 7, Bonny Eagle 1 |
| 10.12.2024 – Windham 4, South Portland/Westbrook 1 |
11 am 10.14.2024 – Sanford at Windham |
| 10.15.2024 – Windham 2, Sanford 1 |
| 10.16.2024 – Cheverus 4, Windham 0 |
| 10.18.2024 – Gorham 1, Windham 0 |
| 10.22.2024 – Falmouth 3, Windham 1 |
3 pm 10.25.2024 – South Portland/Westbrook at Windham |
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