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| All Schools |
| All Sports |
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| Field Hockey | | 9.01.2022 – Biddeford 1, Windham 0 |
| 9.07.2022 – Cheverus 9, Windham 1 |
| 9.09.2022 – Gorham 4, Windham 2 |
| 9.14.2022 – Windham 5, Massabesic 1 |
| 9.15.2022 – Noble 2, Windham 1 |
| 9.21.2022 – Windham 4, South Portland/Westbrook 1 |
| 9.23.2022 – Windham 2, Sanford 1 |
| 9.27.2022 – Windham 6, Bonny Eagle 0 |
| 9.29.2022 – Windham 4, Falmouth 3 |
| 10.03.2022 – Windham 3, Kennebunk 0 |
| 10.05.2022 – Windham 4, Marshwood 2 |
| 10.08.2022 – Windham 2, Portland/Deering 0 |
| 10.11.2022 – Scarborough 4, Windham 3 |
| 10.13.2022 – Windham 2, Thornton Academy 0 |
| 10.27.2022 – Windham 3, Scarborough 2 |
| 10.29.2022 – Windham 3, Gorham 1 |
| 11.02.2022 – Cheverus 6, Windham 0 |
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