| All Schools |
| |
| Field Hockey |
| 9.02.2021 – Windham 2, Noble 0 |
| 9.04.2021 – Windham 6, South Portland 0 |
| 9.08.2021 – Massabesic 2, Windham 1 |
| 9.10.2021 – Falmouth 3, Windham 2 |
| 9.14.2021 – Windham 3, Marshwood 2 |
| 9.15.2021 – Windham 6, Portland/Deering 1 |
5:30 PM 9.22.2021 – Windham at Biddeford |
4 PM 9.24.2021 – Sanford at Windham |
4 PM 9.28.2021 – Windham at Cheverus |
| |
| Football |
| 9.04.2021 – Windham 47, Brunswick 8 |
| 9.17.2021 – Windham 27, Lawrence 6 |
12 PM 9.25.2021 – Brewer at Windham |
| |
| Soccer - Boys |
| 9.08.2021 – Windham 3, South Portland 0 |
| 9.11.2021 – Windham 2, Portland 0 |
| 9.14.2021 – Windham 3, Sanford 0 |
6 PM 9.22.2021 – Kennebunk at Windham |
11 AM 9.25.2021 – Windham at Marshwood |
| |
| Soccer - Girls |
| 9.07.2021 – Windham 3, South Portland 0 |
| 9.09.2021 – Windham 5, Portland 1 |
| 9.14.2021 – Windham 6, Sanford 1 |
| 9.16.2021 – Windham 8, Massabesic 0 |
| 9.18.2021 – Windham 6, Noble 0 |
6 PM 9.21.2021 – Windham at Kennebunk |
6:30 PM 9.23.2021 – Marshwood at Windham |
6:30 PM 9.28.2021 – Windham at Falmouth |
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