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| All Schools |
| All Sports |
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| Field Hockey | | 9.07.2024 – Falmouth 4, Portland/Deering 0 |
| 9.10.2024 – Noble 5, Portland/Deering 2 |
| 9.12.2024 – South Portland/Westbrook 2, Portland/Deering 0 |
| 9.17.2024 – Massabesic 7, Portland/Deering 0 |
| 9.18.2024 – Windham 7, Portland/Deering 0 |
| 9.23.2024 – Kennebunk 4, Portland/Deering 1 |
| 9.30.2024 – Biddeford 10, Portland/Deering 0 |
| 10.02.2024 – Sanford 9, Portland/Deering 0 |
| 10.07.2024 – Marshwood 2, Portland/Deering 0 |
| 10.10.2024 – Thornton Academy 5, Portland/Deering 0 |
| 10.14.2024 – Bonny Eagle 2, Portland/Deering 0 |
| 10.16.2024 – South Portland/Westbrook 1, Portland/Deering 0 |
| 10.18.2024 – Cheverus 9, Portland/Deering 0 |
| 10.21.2024 – Gorham 8, Portland/Deering 0 |
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