| All Schools |
| |
| 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 |
| |
| Football |
| 9.01.2023 – Dirigo 54, Telstar 12 |
| 9.08.2023 – Old Orchard Beach 54, Dirigo 0 |
| 9.15.2023 – Dirigo 42, Sacopee Valley 14 |
| 9.22.2023 – Dirigo 42, Traip Academy 0 |
| 9.29.2023 – Dirigo 28, Maranacook 22 |
| 10.07.2023 – Dirigo 50, Mount View 16 |
| 10.13.2023 – Dirigo 45, Boothbay Region 0 |
| 10.20.2023 – Dirigo 33, Traip Academy 0 |
| 10.31.2023 – Maranacook 40, Dirigo 28 |
| |
| Soccer - Boys |
| 8.31.2023 – Carrabec 8, Dirigo 0 |
| 9.02.2023 – Dirigo 3, Searsport 0 |
| 9.05.2023 – Dirigo 3, Rangeley 2 |
| 9.09.2023 – Dexter 3, Dirigo 0 |
| 9.14.2023 – Dirigo 4, Telstar 2 |
| 9.20.2023 – Dirigo 3, Valley 2 |
| 9.23.2023 – Dexter 4, Dirigo 3 |
| 9.28.2023 – Dirigo 8, Spruce Mountain 2 |
| 9.29.2023 – Dirigo 2, Rangeley 2 |
| 10.06.2023 – Telstar 3, Dirigo 3 |
| 10.10.2023 – Valley 6, Dirigo 0 |
| 10.13.2023 – Dirigo 3, Searsport 0 |
| 10.16.2023 – Carrabec 4, Dirigo 0 |
| 10.17.2023 – Dirigo 6, Spruce Mountain 2 |
| 10.25.2023 – Dirigo 3, Telstar 2 |
| 11.02.2023 – Greenville 5, Dirigo 0 |
| |
| Soccer - Girls |
| 8.31.2023 – Carrabec 8, Dirigo 0 |
| 9.05.2023 – Rangeley 8, Dirigo 0 |
| 9.07.2023 – Madison 10, Dirigo 0 |
| 9.14.2023 – Telstar 6, Dirigo 1 |
| 9.20.2023 – Dirigo 3, Wiscasset 1 |
| 9.25.2023 – Pine Tree Academy 4, Dirigo 0 |
| 9.28.2023 – Dirigo 2, Lisbon 1 |
| 10.02.2023 – Madison 9, Dirigo 0 |
| 10.06.2023 – Telstar 2, Dirigo 0 |
| 10.11.2023 – Pine Tree Academy 2, Dirigo 0 |
| 10.13.2023 – Dirigo 3, Wiscasset 0 |
| 10.13.2023 – Dirigo 3, Lisbon 0 |
| 10.16.2023 – Carrabec 4, Dirigo 0 |
| 10.17.2023 – Lisbon 6, Dirigo 3 |
| 10.24.2023 – Madison 8, Dirigo 0 |
