| All Schools |
| |
| Basketball - Boys |
| 12.07.2019 – Dirigo 65, Telstar 55 |
| 12.10.2019 – Boothbay Region 69, Dirigo 59 |
| 12.14.2019 – Spruce Mountain 60, Dirigo 50 |
| 12.18.2019 – Lisbon 58, Dirigo 40 |
| 12.20.2019 – Monmouth Academy 61, Dirigo 57 |
| 12.23.2019 – Mount Abram 66, Dirigo 46 |
| 12.27.2019 – Dirigo 80, Wiscasset 22 |
| 1.03.2020 – Hall-Dale 71, Dirigo 52 |
| 1.07.2020 – Dirigo 71, Carrabec 43 |
| 1.09.2020 – Madison 62, Dirigo 52 |
| 1.13.2020 – Winthrop 57, Dirigo 50 |
| 1.15.2020 – Mountain Valley 59, Dirigo 56 |
| 1.17.2020 – Dirigo 50, Oak Hill 38 |
| 1.21.2020 – Lisbon 55, Dirigo 54 |
| 1.23.2020 – Oak Hill 46, Dirigo 38 |
| 1.27.2020 – Dirigo 97, Carrabec 76 |
| 1.28.2020 – Dirigo 82, Wiscasset 26 |
| 2.05.2020 – Dirigo 72, Telstar 62 |
| |
| Basketball - Girls |
| 12.07.2019 – Dirigo 41, Spruce Mountain 36 |
| 12.09.2019 – Hall-Dale 52, Dirigo 46 |
| 12.11.2019 – Mountain Valley 47, Dirigo 34 |
| 12.13.2019 – Oak Hill 66, Dirigo 28 |
| 12.19.2019 – Boothbay Region 33, Dirigo 28 |
| 1.04.2020 – Winthrop 52, Dirigo 32 |
| 1.10.2020 – Lisbon 35, Dirigo 32 |
| 1.14.2020 – Dirigo 41, Carrabec 36 |
| 1.22.2020 – Dirigo 39, Telstar 34 |
| 1.24.2020 – Dirigo 42, Mount Abram 29 |
| 1.28.2020 – Dirigo 50, Wiscasset 32 |
| 1.30.2020 – Carrabec 50, Dirigo 32 |
| 2.01.2020 – Spruce Mountain 38, Dirigo 34 |
| 2.04.2020 – Madison 57, Dirigo 33 |
| |
| Field Hockey |
| 9.09.2019 – Dirigo 1, Lisbon 0 |
| 9.11.2019 – Dirigo 4, Oak Hill 1 |
| 9.13.2019 – Dirigo 5, Telstar 3 |
| 9.16.2019 – Dirigo 2, Hall-Dale 1 |
| 9.20.2019 – Dirigo 3, Mountain Valley 2 |
| 9.23.2019 – Dirigo 3, Spruce Mountain 2 |
| 9.25.2019 – Winthrop/Monmouth 3, Dirigo 2 |
| 9.30.2019 – Dirigo 4, Lisbon 0 |
| 10.02.2019 – Oak Hill 4, Dirigo 3 |
| 10.04.2019 – Spruce Mountain 3, Dirigo 1 |
| 10.09.2019 – Dirigo 6, Telstar 0 |
| 10.16.2019 – Dirigo 4, Boothbay Region 3 |
| 10.22.2019 – Dirigo 3, Spruce Mountain 2 |
| |
| Football |
| 9.06.2019 – Lake Region 34, Dirigo 13 |
| 9.13.2019 – Spruce Mountain 1, Dirigo 0 |
| 9.20.2019 – Carrabec/Madison Co-op 1, Dirigo 0 |
| 9.27.2019 – Oak Hill 2, Dirigo 0 |
| 10.11.2019 – Freeport 2, Dirigo 0 |
| 10.18.2019 – Mountain Valley 2, Dirigo 0 |
| |
| Soccer - Boys |
| 9.11.2019 – Dirigo 3, Buckfield 2 |
| 9.16.2019 – Lisbon 7, Dirigo 1 |
| 9.18.2019 – Dirigo 2, Mountain Valley 1 |
| 9.20.2019 – Oak Hill 5, Dirigo 0 |
| 10.03.2019 – Hall-Dale 4, Dirigo 0 |
| 10.26.2019 – Lisbon 9, Dirigo 0 |
| |
| Soccer - Girls |
| 9.05.2019 – Dirigo 2, Boothbay Region 1 |
| 9.12.2019 – Buckfield 7, Dirigo 0 |
| 9.14.2019 – Madison 6, Dirigo 0 |
| 9.17.2019 – Mountain Valley 6, Dirigo 0 |
| 9.19.2019 – Oak Hill 11, Dirigo 0 |
| 9.23.2019 – Telstar 7, Dirigo 0 |
| 9.25.2019 – Wiscasset 6, Dirigo 0 |
| 10.02.2019 – Hall-Dale 4, Dirigo 0 |
| 10.08.2019 – Monmouth Academy 8, Dirigo 0 |
| 10.18.2019 – Winthrop 5, Dirigo 0 |
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