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| All Schools |
| All Sports |
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| Soccer - Boys | | 8.31.2023 – Falmouth 1, Deering 1 |
| 9.05.2023 – Deering 5, Cheverus 3 |
| 9.07.2023 – Deering 4, Westbrook 3 |
| 9.12.2023 – Deering 3, Marshwood 0 |
| 9.14.2023 – Deering 4, Thornton Academy 0 |
| 9.19.2023 – Deering 5, Bonny Eagle 1 |
| 9.21.2023 – South Portland 1, Deering 1 |
| 9.26.2023 – Deering 4, Kennebunk 2 |
| 9.30.2023 – Scarborough 1, Deering 0 |
| 10.03.2023 – Windham 2, Deering 1 |
| 10.06.2023 – Deering 1, Sanford 0 |
| 10.10.2023 – Gorham 4, Deering 1 |
| 10.12.2023 – Deering 3, Portland 1 |
| 10.17.2023 – Deering 4, Cheverus 2 |
| 10.25.2023 – Deering 2, Kennebunk 1 |
| 11.02.2023 – Deering 1, Falmouth 0 |
| 11.07.2023 – Deering 1, Portland 0 |
| 11.11.2023 – Lewiston 3, Deering 2 |
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