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| All Schools |
| All Sports |
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| Field Hockey | | 9.05.2024 – Kennebunk 1, South Portland/Westbrook 0 |
| 9.12.2024 – South Portland/Westbrook 2, Portland/Deering 0 |
| 9.16.2024 – Falmouth 3, South Portland/Westbrook 1 |
| 9.20.2024 – South Portland/Westbrook 4, Marshwood 2 |
| 9.23.2024 – Thornton Academy 1, South Portland/Westbrook 1 |
4 pm 9.26.2024 – Bonny Eagle at South Portland/Westbrook |
| 9.27.2024 – South Portland/Westbrook 6, Bonny Eagle 1 |
| 9.30.2024 – Sanford 4, South Portland/Westbrook 1 |
| 10.02.2024 – Scarborough 2, South Portland/Westbrook 1 |
| 10.05.2024 – South Portland/Westbrook 2, Bonny Eagle 0 |
| 10.08.2024 – Noble 2, South Portland/Westbrook 0 |
| 10.10.2024 – Massabesic 6, South Portland/Westbrook 1 |
| 10.12.2024 – Windham 4, South Portland/Westbrook 1 |
| 10.16.2024 – South Portland/Westbrook 1, Portland/Deering 0 |
| 10.18.2024 – South Portland/Westbrook 1, Kennebunk 0 |
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