| All Schools |
| |
| Field Hockey |
| 10.03.2020 – Mount Ararat 1, Freeport 0 |
| 10.05.2020 – Brunswick 3, Freeport 1 |
| 10.10.2020 – Freeport 2, Yarmouth 1 |
| 10.12.2020 – Freeport 5, Cape Elizabeth 0 |
| 10.14.2020 – Freeport 2, Mount Ararat 0 |
| 10.19.2020 – Freeport 2, Greely 1 |
| 10.21.2020 – Freeport 5, Yarmouth 0 |
| 10.23.2020 – Freeport 3, Cape Elizabeth 0 |
| 10.26.2020 – Freeport 5, Gray-New Gloucester 1 |
| 11.05.2020 – Freeport 4, Brunswick 2 |
| |
| Soccer - Boys |
| 10.03.2020 – Brunswick 6, Freeport 2 |
| 10.15.2020 – Yarmouth 1, Freeport 0 |
| 10.20.2020 – Freeport 1, Mount Ararat 1 |
| 10.22.2020 – Greely 3, Freeport 0 |
| 11.07.2020 – Waynflete 4, Freeport 1 |
| 11.09.2020 – Brunswick 2, Freeport 1 |
| |
| Soccer - Girls |
| 10.03.2020 – Brunswick 4, Freeport 0 |
| 10.06.2020 – Freeport 5, Mount Ararat 3 |
| 10.15.2020 – Yarmouth 2, Freeport 0 |
| 10.20.2020 – Mount Ararat 2, Freeport 1 |
| 10.22.2020 – Freeport 7, Greely 3 |
| 10.23.2020 – Yarmouth 1, Freeport 0 |
| 11.04.2020 – Brunswick 1, Freeport 1 |
| 11.06.2020 – Freeport 1, Waynflete 0 |
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