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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2021 – Scarborough 2, Deering 0 |
| 9.08.2021 – Deering 3, Noble 1 |
| 9.11.2021 – Deering 7, Kennebunk 1 |
| 9.14.2021 – Deering 2, Marshwood 1 |
| 9.18.2021 – Gorham 4, Deering 1 |
| 9.20.2021 – Deering 1, Falmouth 1 |
| 9.22.2021 – Deering 2, Cheverus 1 |
| 9.29.2021 – Deering 2, Biddeford 0 |
| 10.01.2021 – Deering 5, Bonny Eagle 1 |
| 10.06.2021 – Deering 9, Westbrook 0 |
| 10.08.2021 – Windham 4, Deering 0 |
| 10.13.2021 – South Portland 2, Deering 0 |
| 10.15.2021 – Deering 2, Thornton Academy 1 |
| 10.19.2021 – Deering 3, Sanford 0 |
| 10.22.2021 – Bonny Eagle 1, Deering 0 |
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