| All Schools |
| |
| Field Hockey |
3 pm 9.01.2026 – Freeport at Scarborough |
| 9.04.2026 – Freeport 9, Lake Region 2 |
4:45 pm 9.08.2026 – Gray-New Gloucester/NYA at Freeport |
| 9.08.2026 – Freeport 8, Gray-New Gloucester/NYA 1 |
| 9.10.2026 – Freeport 9, Fryeburg Academy 1 |
| 9.11.2026 – Freeport 2, Winthrop 1 |
4:45 pm 9.18.2026 – York at Freeport |
| 9.18.2026 – Freeport 6, York 1 |
| 9.24.2026 – Freeport 4, Fryeburg Academy 0 |
4:45 pm 9.29.2026 – Poland Regional at Freeport |
| 9.29.2026 – Freeport 4, Poland Regional 0 |
| 10.06.2026 – Yarmouth 5, Freeport 2 |
| 10.08.2026 – Freeport 3, Cape Elizabeth 0 |
| 10.10.2026 – Mt. Ararat 2, Freeport 1 |
| 10.16.2026 – Freeport 4, Greely 3 |
| 10.19.2026 – Freeport 4, Yarmouth 3 |
| 10.28.2026 – Freeport 1, Gray-New Gloucester/NYA 0 |
| 10.31.2026 – Freeport 3, Greely 2 |
| |
| Football |
| 9.05.2026 – Freeport 42, Mattanawcook Academy 6 |
| 9.11.2026 – Freeport 29, Winthrop 28 |
| 9.18.2026 – Freeport 40, Poland Regional 6 |
| 9.26.2026 – Winslow 14, Freeport 6 |
| 10.02.2026 – Freeport 20, Morse 6 |
| 10.08.2026 – Wells 28, Freeport 24 |
| 10.16.2026 – Freeport 42, Dirigo 14 |
| 10.23.2026 – Freeport 34, Lisbon 0 |
| |
| Soccer - Boys |
| 9.03.2026 – Freeport 3, North Yarmouth Academy 0 |
| 9.05.2026 – Cape Elizabeth 1, Freeport 1 |
| 9.08.2026 – Freeport 5, Gray-New Gloucester 0 |
| 9.15.2026 – Freeport 1, Cape Elizabeth 1 |
| 9.17.2026 – Freeport 1, Waynflete 0 |
| 9.22.2026 – Greely 2, Freeport 1 |
| 9.24.2026 – Freeport 7, Poland Regional 0 |
| 9.29.2026 – Freeport 4, Wells 0 |
| 10.01.2026 – Fryeburg Academy 1, Freeport 0 |
| 10.06.2026 – Yarmouth 3, Freeport 1 |
| 10.08.2026 – Freeport 2, Lincoln Academy 0 |
| 10.10.2026 – Freeport 6, Lake Region 1 |
| 10.14.2026 – Freeport 3, York 2 |
| 10.15.2026 – Freeport 1, Traip Academy 0 |
| 10.27.2026 – Freeport 5, Lincoln Academy 1 |
| 10.31.2026 – Yarmouth 7, Freeport 0 |
| |
| Soccer - Girls |
TBA 8.31.2026 – Brunswick at Freeport |
| 9.03.2026 – Freeport 3, North Yarmouth Academy 1 |
| 9.08.2026 – Freeport 4, Gray-New Gloucester 0 |
| 9.15.2026 – Cape Elizabeth 7, Freeport 0 |
| 9.18.2026 – Freeport 2, Waynflete 1 |
| 9.22.2026 – Freeport 2, Greely 1 |
| 9.26.2026 – Poland Regional 3, Freeport 1 |
| 9.28.2026 – Freeport 4, Wells 0 |
| 10.01.2026 – Freeport 5, Fryeburg Academy 1 |
| 10.06.2026 – Yarmouth 2, Freeport 0 |
| 10.08.2026 – Freeport 6, Lincoln Academy 2 |
6:30 pm 10.13.2026 – York at Freeport |
| 10.14.2026 – Freeport 5, York 0 |
| 10.15.2026 – Freeport 3, Traip Academy 1 |
| 10.17.2026 – Freeport 1, Greely 0 |
| 10.20.2026 – Cape Elizabeth 4, Freeport 0 |
| 10.27.2026 – Freeport 1, Lincoln Academy 0 |
| 10.31.2026 – Cape Elizabeth 3, Freeport 0 |
TBA 10.31.2026 – Freeport at Cape Elizabeth |