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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2026 – Pine Tree Academy 6, Dirigo 0 |
| 9.05.2026 – Dirigo 1, Greenville 0 |
| 9.07.2026 – Valley 2, Dirigo 0 |
| 9.12.2026 – Vinalhaven/North Haven 4, Dirigo 2 |
| 9.15.2026 – Boothbay/Wiscasset 1, Dirigo 0 |
| 9.17.2026 – Rangeley 3, Dirigo 0 |
| 9.22.2026 – Dirigo 5, Islesboro 4 |
| 9.24.2026 – Carrabec/Madison Co-op 3, Dirigo 0 |
| 9.29.2026 – Temple 3, Dirigo 2 |
| 10.03.2026 – Valley 3, Dirigo 0 |
| 10.06.2026 – Telstar 7, Dirigo 0 |
| 10.12.2026 – Telstar 9, Dirigo 1 |
| 10.14.2026 – Boothbay/Wiscasset 1, Dirigo 0 |
| 10.17.2026 – Dirigo 1, Rangeley 0 |
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