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| All Schools |
| All Sports |
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| Field Hockey | | 9.06.2023 – Dirigo 2, Lisbon 0 |
| 9.09.2023 – Dirigo 4, Winslow 0 |
| 9.15.2023 – Winthrop/Monmouth/Maranacook 4, Dirigo 2 |
| 9.19.2023 – Dirigo 4, Hall-Dale 1 |
| 9.22.2023 – Dirigo 1, Mountain Valley 0 |
| 9.25.2023 – Dirigo 6, Boothbay Region 0 |
| 9.28.2023 – Dirigo 1, Oak Hill 0 |
| 9.30.2023 – Dirigo 5, Telstar 0 |
| 10.04.2023 – Dirigo 6, Lisbon 0 |
| 10.06.2023 – Dirigo 4, Boothbay Region 3 |
| 10.11.2023 – Dirigo 5, Oak Hill 1 |
| 10.13.2023 – Spruce Mountain 3, Dirigo 1 |
| 10.16.2023 – Dirigo 2, Hall-Dale 2 |
| 10.17.2023 – Mountain Valley 0, Dirigo 0 |
| 10.24.2023 – Dirigo 2, Schenck/Stearns 0 |
| 10.31.2023 – Foxcroft Academy 3, Dirigo 1 |
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