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| All Schools |
| All Sports |
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| Soccer - Girls | | 8.31.2023 – Bonny Eagle 3, Deering 1 |
| 9.06.2023 – Gorham 4, Deering 0 |
| 9.08.2023 – Deering 3, Massabesic 0 |
| 9.13.2023 – Deering 2, Noble 2 |
| 9.20.2023 – Sanford 2, Deering 0 |
| 9.22.2023 – Deering 1, Portland 0 |
| 9.27.2023 – Windham 2, Deering 0 |
| 9.29.2023 – Cheverus 2, Deering 1 |
| 10.02.2023 – Falmouth 2, Deering 1 |
| 10.04.2023 – South Portland 3, Deering 0 |
| 10.06.2023 – Scarborough 3, Deering 0 |
| 10.13.2023 – Deering 1, Westbrook 0 |
| 10.14.2023 – Biddeford 1, Deering 0 |
| 10.17.2023 – Thornton Academy 4, Deering 0 |
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