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| All Schools |
| All Sports |
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| Basketball - Boys | | 12.09.2022 – Gorham 68, Windham 58 |
| 12.13.2022 – South Portland 66, Windham 46 |
| 12.20.2022 – Lewiston 82, Windham 67 |
| 12.22.2022 – Edward Little 62, Windham 53 |
| 12.29.2022 – Windham 53, Bangor 42 |
| 12.31.2022 – Oxford Hills 65, Windham 52 |
| 1.03.2023 – Thornton Academy 69, Windham 62 |
| 1.05.2023 – Portland 50, Windham 35 |
| 1.07.2023 – Windham 75, Deering 48 |
| 1.13.2023 – Windham 57, Bangor 45 |
| 1.18.2023 – Portland 57, Windham 43 |
| 1.20.2023 – Windham 53, Edward Little 50 |
| 1.24.2023 – Cheverus 65, Windham 53 |
| 1.27.2023 – Hampden Academy 71, Windham 58 |
| 1.31.2023 – Windham 68, Deering 51 |
| 2.02.2023 – Lewiston 54, Windham 47 |
| 2.07.2023 – Oxford Hills 71, Windham 53 |
| 2.09.2023 – Cheverus 68, Windham 38 |
| 2.16.2023 – Portland 49, Windham 46 |
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