| • Games for All Schools in May, 2026 |
| |
| Baseball |
| 5.1.2026 – Windham 12, Portland 9 |
| 5.2.2026 – Sanford 15, Windham 1 |
| 5.7.2026 – Scarborough 10, Windham 0 |
| 5.9.2026 – South Portland 15, Windham 0 |
| 5.12.2026 – Noble 12, Windham 2 |
| 5.13.2026 – Cheverus 7, Windham 0 |
| 5.14.2026 – Windham at Cheverus |
4:30 pm |
| 5.16.2026 – Bonny Eagle 5, Windham 2 |
| 5.19.2026 – Deering 5, Windham 4 |
| 5.21.2026 – Thornton Academy 11, Windham 0 |
| 5.23.2026 – Windham 5, Westbrook 1 |
| 5.26.2026 – Marshwood 13, Windham 3 |
| 5.28.2026 – Falmouth 10, Windham 0 |
| 5.30.2026 – Windham at Massabesic |
10:30 am |
| |
| Softball |
| 5.1.2026 – Windham 19, Noble 5 |
| 5.4.2026 – Cheverus 8, Windham 0 |
| 5.6.2026 – Sanford at Windham |
4:30 pm |
| 5.8.2026 – Windham 18, Portland/Deering 2 |
| 5.11.2026 – Windham 4, Scarborough 2 |
| 5.15.2026 – South Portland at Windham |
5:15 pm |
| 5.16.2026 – Cheverus 10, Windham 0 |
| 5.18.2026 – Gorham 10, Windham 5 |
| 5.20.2026 – Windham 15, Thornton Academy 4 |
| 5.22.2026 – Windham 13, Kennebunk 4 |
| 5.26.2026 – Windham 12, Westbrook 1 |
| 5.28.2026 – Windham 12, South Portland 6 |
| 5.29.2026 – Windham at MBAT |
4:30 pm |
| 5.30.2026 – Biddeford at Windham |
11 am |
