| All Schools |
| |
| Field Hockey |
| 9.05.2019 – Cony 1, Oxford Hills 0 |
| 9.07.2019 – Oxford Hills 6, Brewer 1 |
| 9.10.2019 – Oxford Hills 3, Lewiston 0 |
| 9.12.2019 – Messalonskee 3, Oxford Hills 2 |
| 9.17.2019 – Oxford Hills 3, Hampden Academy 0 |
| 9.19.2019 – Oxford Hills 1, Edward Little 0 |
| 9.21.2019 – Oxford Hills 3, Camden Hills 1 |
| 9.24.2019 – Oxford Hills 2, Mount Blue 0 |
| 10.01.2019 – Mount Ararat 1, Oxford Hills 0 |
| 10.03.2019 – Oxford Hills 3, Brunswick 0 |
| 10.08.2019 – Oxford Hills 2, Leavitt 0 |
| 10.10.2019 – Oxford Hills 1, Lewiston 1 |
| 10.16.2019 – Oxford Hills 3, Bangor 2 |
| 10.24.2019 – Cony 3, Oxford Hills 2 |
| |
| Football |
| 11.08.2019 – Oxford Hills 42, Sanford 0 |
1:00 PM 11.16.2019 – Oxford Hills at Thornton Academy |
| |
| Soccer - Boys |
| 9.05.2019 – Brunswick 4, Oxford Hills 1 |
| 9.11.2019 – Lewiston 8, Oxford Hills 0 |
| 9.14.2019 – Oxford Hills 2, Mount Ararat 1 |
| 9.17.2019 – Oxford Hills 2, Mount Blue 1 |
| 9.19.2019 – Cony 2, Oxford Hills 0 |
| 9.21.2019 – Bangor 0, Oxford Hills 0 |
| 9.25.2019 – Messalonskee 2, Oxford Hills 1 |
| 9.28.2019 – Hampden Academy 4, Oxford Hills 1 |
| 10.01.2019 – Oxford Hills 2, Skowhegan 2 |
| 10.10.2019 – Edward Little 2, Oxford Hills 1 |
| 10.18.2019 – Skowhegan 2, Oxford Hills 0 |
| 10.22.2019 – Oxford Hills 4, Mount Blue 2 |
| |
| Soccer - Girls |
| 9.05.2019 – Oxford Hills 2, Brunswick 1 |
| 9.10.2019 – Lewiston 2, Oxford Hills 1 |
| 9.13.2019 – Mount Ararat 8, Oxford Hills 2 |
| 9.17.2019 – Oxford Hills 2, Mount Blue 0 |
| 9.19.2019 – Oxford Hills 11, Cony 0 |
| 9.21.2019 – Oxford Hills 2, Bangor 2 |
| 9.24.2019 – Oxford Hills 5, Messalonskee 1 |
| 9.28.2019 – Hampden Academy 2, Oxford Hills 0 |
| 9.30.2019 – Oxford Hills 8, Skowhegan 0 |
| 10.03.2019 – Camden Hills 9, Oxford Hills 2 |
| 10.09.2019 – Oxford Hills 7, Brewer 0 |
| 10.18.2019 – Oxford Hills 2, Skowhegan 0 |
| 10.22.2019 – Oxford Hills 2, Mount Blue 1 |
| 10.29.2019 – Oxford Hills 4, Messalonskee 3 |
| 11.01.2019 – Camden Hills 11, Oxford Hills 1 |
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