| All Sports |
| |
| Soccer - Boys |
| 10.12.2019 – Central 6, Bucksport 2 |
| 10.12.2019 – Piscataquis 12, Deer Isle-Stonington 0 |
| 10.12.2019 – Washington Academy 4, Searsport 1 |
| 10.12.2019 – Lewiston 2, Camden Hills 1 |
| 10.12.2019 – Yarmouth 1, Greely 1 |
| 10.12.2019 – Mount View 3, John Bapst 1 |
| 10.12.2019 – Fort Kent 1, Houlton 1 |
| 10.12.2019 – Sanford 3, Massabesic 2 |
| 10.12.2019 – Waynflete 3, Sacopee Valley 1 |
| 10.12.2019 – Richmond 3, Rangeley 0 |
| 10.12.2019 – Maranacook 1, Leavitt 0 |
| 10.12.2019 – Old Town 4, Belfast 2 |
| 10.12.2019 – Presque Isle 9, Nokomis 0 |
| 10.11.2019 – Bucksport 2, Mattanawcook Academy 1 |
| 10.11.2019 – Fort Fairfield 2, Wisdom 0 |
| 10.11.2019 – Greenville 4, Penquis Valley 2 |
| 10.11.2019 – Medomak Valley 2, Oceanside 0 |
| 10.11.2019 – Marshwood 3, Scarborough 3 |
| 10.11.2019 – Kennebunk 2, South Portland 0 |
| 10.11.2019 – Foxcroft Academy 6, Hermon 2 |
| 10.11.2019 – Brunswick 0, Cony 0 |
| 10.11.2019 – Bangor 1, Skowhegan 0 |
| 10.11.2019 – Cheverus 4, Biddeford 2 |
| 10.11.2019 – Waterville 3, Erskine Academy 0 |
| 10.11.2019 – Morse 2, Lincoln Academy 1 |
| 10.11.2019 – Lee Academy 2, Calais 0 |
| 10.11.2019 – LCS/MSSM
4, Hodgdon 2 |
| 10.11.2019 – Cape Elizabeth 1, York 0 |
| 10.11.2019 – Katahdin 3, Shead 0 |
| 10.11.2019 – Mount Abram 6, Lisbon 2 |
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