| All Schools |
| |
| Basketball - Boys |
| 12.07.2019 – Mount Abram 64, Madison 46 |
| 12.10.2019 – Spruce Mountain 59, Madison 36 |
| 12.12.2019 – Winthrop 66, Madison 41 |
| 12.16.2019 – Mountain Valley 49, Madison 39 |
| 12.18.2019 – Madison 55, Carrabec 46 |
| 12.20.2019 – Hall-Dale 71, Madison 54 |
| 1.03.2020 – Boothbay Region 57, Madison 43 |
| 1.07.2020 – Madison 78, Telstar 50 |
| 1.09.2020 – Madison 62, Dirigo 52 |
| 1.13.2020 – Madison 55, Oak Hill 50 |
| 1.17.2020 – Monmouth Academy 63, Madison 34 |
| 1.21.2020 – Madison 62, Telstar 45 |
| 1.23.2020 – Madison 65, Carrabec 49 |
| 1.27.2020 – Madison 71, Wiscasset 19 |
| 1.29.2020 – Madison 45, Oak Hill 37 |
| 1.31.2020 – Mount Abram 73, Madison 36 |
| 2.03.2020 – Lisbon 68, Madison 62 |
| |
| Basketball - Girls |
| 12.06.2019 – Madison 42, Oak Hill 41 |
| 12.09.2019 – Carrabec 38, Madison 34 |
| 12.11.2019 – Madison 52, Telstar 20 |
| 12.13.2019 – Madison 62, Wiscasset 18 |
| 12.19.2019 – Lisbon 35, Madison 28 |
| 12.30.2019 – Madison 56, Mount Abram 32 |
| 1.04.2020 – Madison 51, Mountain Valley 44 |
| 1.08.2020 – Madison 59, Hall-Dale 49 |
| 1.10.2020 – Madison 51, Monmouth Academy 30 |
| 1.14.2020 – Madison 48, Spruce Mountain 28 |
| 1.22.2020 – Carrabec 47, Madison 43 |
| 1.24.2020 – Madison 63, Hall-Dale 54 |
| 1.28.2020 – Madison 52, Spruce Mountain 35 |
| 1.30.2020 – Boothbay Region 50, Madison 47 |
| 2.01.2020 – Madison 66, Mount Abram 29 |
| 2.04.2020 – Madison 57, Dirigo 33 |
| 2.11.2020 – Carrabec 42, Madison 36 |
| |
| Soccer - Girls |
| 9.05.2019 – Madison 8, Spruce Mountain 0 |
| 9.10.2019 – Winthrop 5, Madison 2 |
| 9.14.2019 – Madison 6, Dirigo 0 |
| 9.17.2019 – Buckfield 2, Madison 1 |
| 9.23.2019 – Madison 6, Mountain Valley 0 |
| 9.25.2019 – Madison 3, Oak Hill 2 |
| 9.27.2019 – Madison 4, Telstar 2 |
| 10.02.2019 – Madison 5, Wiscasset 1 |
| 10.04.2019 – Madison 3, Carrabec 1 |
| 10.08.2019 – Hall-Dale 4, Madison 2 |
| 10.10.2019 – Lisbon 4, Madison 3 |
| 10.16.2019 – Monmouth Academy 3, Madison 0 |
| 10.18.2019 – Madison 1, Mount Abram 1 |
| 10.25.2019 – Sacopee Valley 7, Madison 1 |
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