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| All Schools |
| All Sports |
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| Soccer - Girls | | 8.31.2023 – South Portland 4, Biddeford 1 |
| 9.06.2023 – South Portland 1, Cheverus 1 |
| 9.15.2023 – South Portland 2, Bonny Eagle 0 |
| 9.20.2023 – Gorham 2, South Portland 0 |
| 9.23.2023 – South Portland 5, Massabesic 0 |
| 9.27.2023 – Scarborough 3, South Portland 1 |
| 9.29.2023 – Thornton Academy 1, South Portland 1 |
| 9.30.2023 – Windham 2, South Portland 1 |
| 10.02.2023 – South Portland 4, Westbrook 0 |
| 10.04.2023 – South Portland 3, Deering 0 |
| 10.09.2023 – Noble 1, South Portland 0 |
| 10.11.2023 – South Portland 3, Biddeford 0 |
| 10.13.2023 – Portland 1, South Portland 0 |
| 10.17.2023 – South Portland 4, Kennebunk 3 |
| 10.20.2023 – South Portland 3, Noble 0 |
| 10.24.2023 – Scarborough 5, South Portland 0 |
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