| All Schools |
| |
| Basketball - Boys |
| 12.06.2019 – Freeport 49, Poland Regional 41 |
| 12.10.2019 – Freeport 66, Lincoln Academy 38 |
| 12.14.2019 – Cape Elizabeth 35, Freeport 31 |
| 12.16.2019 – Freeport 58, Morse 53 |
| 12.23.2019 – Waynflete 66, Freeport 34 |
| 1.02.2020 – Gray-New Gloucester 58, Freeport 50 |
| 1.04.2020 – Greely 60, Freeport 45 |
| 1.07.2020 – Brunswick 53, Freeport 40 |
| 1.09.2020 – Freeport 55, Yarmouth 52 |
| 1.11.2020 – Gray-New Gloucester 81, Freeport 66 |
| 1.14.2020 – Freeport 53, Mount Ararat 49 |
| 1.17.2020 – Freeport 67, Lake Region 58 |
| 1.20.2020 – Freeport 45, Fryeburg Academy 32 |
| 1.24.2020 – Freeport 68, Traip Academy 29 |
| 1.28.2020 – York 66, Freeport 51 |
| 2.04.2020 – Freeport 56, Wells 45 |
| 2.14.2020 – Maranacook 59, Freeport 57 |
| |
| Basketball - Girls |
| 12.06.2019 – Freeport 48, Poland Regional 21 |
| 12.10.2019 – Freeport 64, Lincoln Academy 34 |
| 12.12.2019 – Freeport 40, Cape Elizabeth 23 |
| 12.18.2019 – Freeport 58, Morse 19 |
| 12.20.2019 – Greely 58, Freeport 45 |
| 1.02.2020 – Gray-New Gloucester 38, Freeport 33 |
| 1.04.2020 – Greely 72, Freeport 44 |
| 1.07.2020 – Freeport 41, Brunswick 39 |
| 1.09.2020 – Freeport 57, Yarmouth 47 |
| 1.11.2020 – Freeport 42, Gray-New Gloucester 27 |
| 1.14.2020 – Freeport 55, Mount Ararat 36 |
| 1.17.2020 – Freeport 45, Lake Region 26 |
| 1.20.2020 – Freeport 55, Fryeburg Academy 39 |
| 1.24.2020 – Freeport 50, Traip Academy 28 |
| 1.28.2020 – Freeport 56, York 42 |
| 2.01.2020 – Freeport 52, Yarmouth 42 |
| 2.04.2020 – Wells 49, Freeport 42 |
| 2.15.2020 – Freeport 37, Cape Elizabeth 32 |
| 2.18.2020 – Yarmouth 50, Freeport 40 |
| |
| Field Hockey |
| 9.07.2019 – Freeport 4, Poland Regional 0 |
| 9.09.2019 – Freeport 1, Fryeburg Academy 1 |
| 9.11.2019 – Lake Region 1, Freeport 0 |
| 9.17.2019 – York 2, Freeport 1 |
| 9.19.2019 – Freeport 3, Fryeburg Academy 1 |
| 9.21.2019 – Freeport 4, Yarmouth 0 |
| 9.23.2019 – Freeport 7, Wells 2 |
| 9.25.2019 – York 2, Freeport 1 |
| 10.01.2019 – Freeport 4, Greely 1 |
| 10.03.2019 – Freeport 4, Cape Elizabeth 0 |
| 10.09.2019 – Freeport 0, Poland Regional 0 |
| 10.16.2019 – Freeport 3, Yarmouth 2 |
| 10.23.2019 – Freeport 2, Leavitt 0 |
| 10.26.2019 – Fryeburg Academy 3, Freeport 2 |
| |
| Football |
| 9.06.2019 – Freeport 41, Morse 13 |
| 9.20.2019 – Freeport 38, Lake Region 8 |
| 9.28.2019 – Freeport 14, Fryeburg Academy 7 |
| 10.04.2019 – Cape Elizabeth 21, Freeport 20 |
| 10.11.2019 – Freeport 2, Dirigo 0 |
| 10.18.2019 – Freeport 41, Poland Regional 6 |
| 10.26.2019 – Freeport 40, Camden Hills 22 |
| 11.01.2019 – Freeport 42, Cape Elizabeth 41 |
| 11.08.2019 – Leavitt 48, Freeport 12 |
| |
| Soccer - Boys |
| 9.05.2019 – Freeport 5, Gray-New Gloucester 0 |
| 9.10.2019 – Freeport 2, Greely 2 |
| 9.14.2019 – Freeport 3, Lake Region 0 |
| 9.17.2019 – Yarmouth 1, Freeport 0 |
| 9.20.2019 – York 1, Freeport 0 |
| 9.24.2019 – Freeport 2, Cape Elizabeth 1 |
| 9.26.2019 – Freeport 6, Wells 1 |
| 9.28.2019 – Freeport 2, Traip Academy 0 |
| 10.01.2019 – Freeport 5, Poland Regional 1 |
| 10.04.2019 – Greely 1, Freeport 1 |
| 10.08.2019 – Freeport 2, York 1 |
| 10.10.2019 – Freeport 1, Yarmouth 1 |
| 10.15.2019 – Freeport 3, Fryeburg Academy 2 |
| 10.19.2019 – Cape Elizabeth 4, Freeport 0 |
| 10.30.2019 – Freeport 3, Cape Elizabeth 2 |
| 11.02.2019 – Yarmouth 2, Freeport 0 |
| |
| Soccer - Girls |
| 9.05.2019 – Freeport 2, Gray-New Gloucester 0 |
| 9.10.2019 – Freeport 6, Greely 2 |
| 9.13.2019 – Freeport 4, Lake Region 1 |
| 9.17.2019 – Freeport 1, Yarmouth 0 |
| 9.20.2019 – Freeport 2, York 0 |
| 9.24.2019 – Cape Elizabeth 1, Freeport 0 |
| 9.26.2019 – Freeport 6, Wells 0 |
| 9.28.2019 – Freeport 3, Saint Dominic 0 |
| 10.01.2019 – Freeport 7, Poland Regional 0 |
| 10.04.2019 – Freeport 2, Greely 2 |
| 10.08.2019 – Freeport 5, York 2 |
| 10.10.2019 – Yarmouth 1, Freeport 0 |
| 10.15.2019 – Freeport 9, Fryeburg Academy 0 |
| 10.19.2019 – Cape Elizabeth 2, Freeport 0 |
| 10.29.2019 – Freeport 4, Lincoln Academy 0 |
| 11.01.2019 – Cape Elizabeth 4, Freeport 0 |
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