| • Games for All Schools in October, 2026 |
| |
| Football |
| 10.2.2026 – Bonny Eagle 42, Windham 6 |
| 10.9.2026 – Windham 34, Edward Little 9 |
| 10.16.2026 – Windham 35, Falmouth 21 |
| 10.23.2026 – Windham 41, Lewiston 6 |
| 10.30.2026 – Windham 19, Deering 0 |
| |
| Soccer - Boys |
| 10.3.2026 – Noble 1, Windham 1 |
| 10.5.2026 – Gorham 2, Windham 0 |
| 10.7.2026 – Sanford 2, Windham 0 |
| 10.9.2026 – Scarborough 3, Windham 0 |
| 10.14.2026 – Westbrook 5, Windham 1 |
| 10.17.2026 – Marshwood 1, Windham 0 |
| 10.20.2026 – Thornton Academy 2, Windham 0 |
| |
| Soccer - Girls |
| 10.1.2026 – Windham 1, South Portland 1 |
| 10.6.2026 – Windham 2, Thornton Academy 0 |
| 10.8.2026 – Windham 1, Westbrook 0 |
| 10.13.2026 – Windham 4, Deering 0 |
| 10.15.2026 – Cheverus 1, Windham 0 |
| 10.19.2026 – Kennebunk 2, Windham 1 |
| 10.27.2026 – Windham 2, Westbrook 1 |
| 10.30.2026 – Kennebunk 2, Windham 1 |
| |
| Field Hockey |
| 10.1.2026 – Windham 8, Massabesic 0 |
| 10.5.2026 – Windham 5, South Portland/Westbrook 0 |
| 10.9.2026 – Windham 1, Scarborough 0 |
| 10.13.2026 – Noble 2, Windham 1 |
| 10.15.2026 – Windham 2, Bonny Eagle 0 |
| 10.19.2026 – Windham 11, Portland/Deering 0 |
| 10.23.2026 – Windham 4, Marshwood 2 |
| 10.28.2026 – Biddeford 1, Windham 0 |