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| All Schools |
| All Sports |
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| Soccer - Boys | 6 pm 8.25.2026 – South Portland at Kennebunk |
| 9.04.2026 – Gorham 2, South Portland 0 |
| 9.09.2026 – South Portland 6, Biddeford 3 |
| 9.11.2026 – South Portland 7, Bonny Eagle 0 |
| 9.16.2026 – Thornton Academy 2, South Portland 1 |
| 9.22.2026 – Scarborough 1, South Portland 0 |
| 9.26.2026 – South Portland 3, Marshwood 0 |
| 9.28.2026 – South Portland 2, Cheverus 1 |
| 9.30.2026 – Falmouth 0, South Portland 0 |
| 10.03.2026 – South Portland 2, Sanford 0 |
| 10.07.2026 – South Portland 1, Portland 1 |
| 10.09.2026 – South Portland 4, Massabesic 0 |
| 10.14.2026 – South Portland 5, Gorham 2 |
6:15 pm 10.16.2026 – Deering at South Portland |
| 10.17.2026 – South Portland 2, Deering 0 |
| 10.20.2026 – South Portland 2, Westbrook 0 |
| 10.28.2026 – South Portland 2, Deering 0 |
5 pm 10.30.2026 – South Portland at Thornton Academy |
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