| • Games for All Schools in September, 2026 |
| |
| Football |
| 9.4.2026 – Oxford Hills/Buckfield 34, Windham 14 |
| 9.11.2026 – Windham 28, Sanford 7 |
| 9.18.2026 – Portland 39, Windham 13 |
| 9.25.2026 – Windham 21, Bangor 14 |
| |
| Soccer - Boys |
| 9.3.2026 – Deering 4, Windham 0 |
| 9.9.2026 – Falmouth 1, Windham 0 |
| 9.16.2026 – Windham 3, Bonny Eagle 2 |
| 9.18.2026 – Kennebunk 1, Windham 1 |
| 9.23.2026 – Portland 3, Windham 2 |
| 9.25.2026 – Windham 1, Cheverus 0 |
| 9.28.2026 – Gorham at Windham |
6 pm |
| 9.30.2026 – Windham 2, Massabesic 0 |
| |
| Soccer - Girls |
| 9.3.2026 – Windham 2, Kennebunk 1 |
| 9.8.2026 – Windham 6, Noble 1 |
| 9.10.2026 – Windham 1, Bonny Eagle 0 |
| 9.15.2026 – Scarborough 2, Windham 1 |
| 9.17.2026 – Windham 2, Marshwood 0 |
| 9.22.2026 – Windham 3, Gorham 0 |
| 9.24.2026 – Windham 5, Sanford 0 |
| 9.29.2026 – Windham 1, Falmouth 0 |
| |
| Field Hockey |
| 9.3.2026 – Gorham 2, Windham 1 |
| 9.9.2026 – Falmouth 3, Windham 2 |
| 9.12.2026 – Cheverus 9, Windham 2 |
| 9.15.2026 – Windham 4, Bonny Eagle 1 |
| 9.17.2026 – Windham 3, Scarborough 1 |
| 9.22.2026 – Kennebunk/Sanford 7, Windham 0 |
| 9.24.2026 – Windham 3, Marshwood 1 |
| 9.29.2026 – Biddeford 4, Windham 1 |