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| • Games for All Schools in September, 2023 |
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| Football |
| 9.1.2023 – Deering 17, Marshwood 7 |
| 9.8.2023 – Deering 35, Mount Blue 6 |
| 9.15.2023 – Deering 6, Biddeford 0 |
| 9.22.2023 – Kennebunk 28, Deering 6 |
| 9.29.2023 – Deering 13, Falmouth 0 |
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| Soccer - Boys |
| 9.5.2023 – Deering 5, Cheverus 3 |
| 9.7.2023 – 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 |
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| Soccer - Girls |
| 9.6.2023 – Gorham 4, Deering 0 |
| 9.8.2023 – 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 |
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