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| All Schools |
| All Sports |
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| Field Hockey | 11 am 8.21.2026 – Scarborough at Portland/Deering |
| 9.09.2026 – Gorham 10, Portland/Deering 0 |
| 9.11.2026 – Marshwood 8, Portland/Deering 2 |
| 9.15.2026 – Noble 7, Portland/Deering 0 |
| 9.21.2026 – Falmouth 12, Portland/Deering 0 |
| 9.23.2026 – South Portland/Westbrook 6, Portland/Deering 1 |
| 9.26.2026 – Bonny Eagle 12, Portland/Deering 0 |
| 9.29.2026 – Noble 8, Portland/Deering 0 |
| 10.01.2026 – Marshwood 4, Portland/Deering 0 |
| 10.05.2026 – Scarborough 13, Portland/Deering 0 |
| 10.07.2026 – Thornton Academy 13, Portland/Deering 0 |
| 10.09.2026 – Bonny Eagle 6, Portland/Deering 0 |
| 10.15.2026 – Massabesic 5, Portland/Deering 1 |
| 10.19.2026 – Windham 11, Portland/Deering 0 |
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