| All Schools |
| |
| Field Hockey |
| 9.05.2019 – Skowhegan 9, Bangor 0 |
| 9.07.2019 – Skowhegan 10, Lewiston 0 |
| 9.10.2019 – Skowhegan 4, Cony 1 |
| 9.12.2019 – Skowhegan 11, Brunswick 1 |
| 9.17.2019 – Skowhegan 5, Messalonskee 2 |
| 9.21.2019 – Skowhegan 7, Mount Ararat 0 |
| 9.25.2019 – Skowhegan 5, Brewer 0 |
| 10.01.2019 – Skowhegan 7, Edward Little 0 |
| 10.03.2019 – Skowhegan 4, Cony 1 |
| 10.05.2019 – Skowhegan 10, Camden Hills 1 |
| 10.08.2019 – Skowhegan 3, Mount Blue 0 |
| 10.10.2019 – Skowhegan 10, Hampden Academy 0 |
03:00 PM 10.14.2019 – Messalonskee at Skowhegan |
| |
| Football |
| 9.13.2019 – Cony 35, Skowhegan 7 |
| 9.20.2019 – Lawrence 35, Skowhegan 28 |
| 9.27.2019 – Skowhegan 37, Gardiner 0 |
| 10.04.2019 – Bangor 27, Skowhegan 20 |
| 10.11.2019 – Skowhegan 38, Messalonskee 8 |
07:00 PM 10.18.2019 – Skowhegan at Hampden Academy |
07:00 PM 10.25.2019 – Mount Blue at Skowhegan |
| |
| Soccer - Boys |
| 9.06.2019 – Skowhegan 1, Cony 0 |
| 9.10.2019 – Mount Blue 2, Skowhegan 0 |
| 9.12.2019 – Skowhegan 2, Maine Central Institute 1 |
| 9.17.2019 – Lewiston 4, Skowhegan 0 |
| 9.19.2019 – Skowhegan 3, Brewer 2 |
| 9.21.2019 – Camden Hills 2, Skowhegan 1 |
| 9.24.2019 – Mount Ararat 4, Skowhegan 0 |
| 9.28.2019 – Messalonskee 2, Skowhegan 1 |
| 10.01.2019 – Oxford Hills 2, Skowhegan 2 |
| 10.03.2019 – Brunswick 5, Skowhegan 0 |
| 10.11.2019 – Bangor 1, Skowhegan 0 |
03:30 PM 10.15.2019 – Edward Little at Skowhegan |
03:30 PM 10.18.2019 – Skowhegan at Oxford Hills |
03:30 PM 10.21.2019 – Brewer at Skowhegan |
| |
| Soccer - Girls |
| 9.06.2019 – Skowhegan 3, Cony 1 |
| 9.10.2019 – Mount Blue 4, Skowhegan 1 |
| 9.12.2019 – Maine Central Institute 2, Skowhegan 1 |
| 9.17.2019 – Lewiston 2, Skowhegan 0 |
| 9.19.2019 – Skowhegan 1, Brewer 0 |
| 9.27.2019 – Messalonskee 5, Skowhegan 0 |
| 9.30.2019 – Oxford Hills 8, Skowhegan 0 |
| 10.03.2019 – Brunswick 2, Skowhegan 0 |
| 10.08.2019 – Camden Hills 5, Skowhegan 0 |
| 10.10.2019 – Bangor 0, Skowhegan 0 |
03:30 PM 10.15.2019 – Skowhegan at Edward Little |
03:30 PM 10.18.2019 – Oxford Hills at Skowhegan |
06:00 PM 10.21.2019 – Skowhegan at Brewer |
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