Windham Boys Soccer
| Date | Opponent | Score | Result |
|---|---|---|---|
| 2026-09-03 | @ Deering | 0-4 | L |
| 2026-09-09 | Falmouth | 0-1 | L |
| 2026-09-16 | @ Bonny Eagle | 3-2 | W |
| 2026-09-18 | @ Kennebunk | 1-1 | T |
| 2026-09-23 | Portland | 2-3 | L |
| 2026-09-25 | Cheverus | Scheduled | |
| 2026-09-29 | Gorham | Scheduled | |
| 2026-09-30 | @ Massabesic | 2-0 | W |
| 2026-10-03 | @ Noble | Scheduled | |
| 2026-10-07 | Sanford | Scheduled | |
| 2026-10-09 | @ Scarborough | Scheduled | |
| 2026-10-14 | Westbrook | Scheduled | |
| 2026-10-17 | Marshwood | Scheduled | |
| 2026-10-20 | @ Thornton Academy | Scheduled |