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| All Sports |
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| Soccer - Boys | TBA 8.22.2026 – Brunswick at Portland |
| 9.03.2026 – Kennebunk 3, Portland 2 |
| 9.09.2026 – Portland 2, Sanford 0 |
| 9.11.2026 – Gorham 5, Portland 1 |
| 9.16.2026 – Deering 1, Portland 0 |
| 9.18.2026 – Portland 6, Cheverus 3 |
| 9.23.2026 – Portland 3, Windham 2 |
5:30 pm 9.28.2026 – Portland at Westbrook |
| 9.30.2026 – Portland 1, Noble 0 |
| 10.03.2026 – Portland 4, Biddeford 1 |
| 10.05.2026 – Portland 2, Westbrook 1 |
| 10.07.2026 – South Portland 1, Portland 1 |
| 10.08.2026 – Portland 2, Falmouth 2 |
| 10.14.2026 – Portland 4, Massabesic 2 |
| 10.16.2026 – Portland 2, Thornton Academy 0 |
| 10.20.2026 – Scarborough 4, Portland 1 |
9 am 10.24.2026 – Falmouth at Portland |
6:30 pm 10.27.2026 – Portland at Gorham |
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