| All Schools |
| |
| Field Hockey |
| 9.03.2026 – Gorham 2, Windham 1 |
| 9.09.2026 – 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 |
| 10.01.2026 – Windham 8, Massabesic 0 |
| 10.05.2026 – Windham 5, South Portland/Westbrook 0 |
| 10.09.2026 – 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 |
5:30 pm 10.28.2026 – Windham at Biddeford |
| |
| Football |
10 am 8.22.2026 – Windham at Kennebunk |
| 9.04.2026 – 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 |
| 10.02.2026 – Bonny Eagle 42, Windham 6 |
| 10.09.2026 – Windham 34, Edward Little 9 |
| 10.16.2026 – Windham 35, Falmouth 21 |
| 10.23.2026 – Windham 41, Lewiston 6 |
6 pm 10.30.2026 – Windham at Deering |
| |
| Soccer - Boys |
6 pm 8.26.2026 – Gray-New Gloucester at Windham |
| 9.03.2026 – Deering 4, Windham 0 |
| 9.09.2026 – 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 |
6 pm 9.28.2026 – Gorham at Windham |
| 9.30.2026 – Windham 2, Massabesic 0 |
| 10.03.2026 – Noble 1, Windham 1 |
| 10.05.2026 – Gorham 2, Windham 0 |
| 10.07.2026 – Sanford 2, Windham 0 |
| 10.09.2026 – 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 |
4 pm 8.25.2026 – Maranacook at Windham |
4 pm 8.27.2026 – Windham at Yarmouth |
| 9.03.2026 – Windham 2, Kennebunk 1 |
| 9.08.2026 – 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 |
| 10.01.2026 – Windham 1, South Portland 1 |
| 10.06.2026 – Windham 2, Thornton Academy 0 |
| 10.08.2026 – 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 |
