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| All Schools |
| All Sports |
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| Softball | | 4.18.2024 – Massabesic 10, Deering 1 |
11 am 4.20.2024 – Portland at Deering |
| 4.22.2024 – Windham 6, Deering 0 |
4 pm 4.24.2024 – Westbrook at Deering |
| 4.26.2024 – South Portland 22, Deering 2 |
| 4.27.2024 – Portland 6, Deering 1 |
| 4.29.2024 – Scarborough 10, Deering 0 |
| 5.01.2024 – Deering 15, Sanford 0 |
| 5.03.2024 – Kennebunk 12, Deering 0 |
| 5.06.2024 – Cheverus 15, Deering 0 |
4 pm 5.08.2024 – Marshwood/Berwick at Deering |
| 5.10.2024 – Bonny Eagle 6, Deering 0 |
| 5.11.2024 – Deering 20, Westbrook 14 |
| 5.13.2024 – Deering 10, Noble 0 |
4 pm 5.16.2024 – Marshwood/Berwick at Deering |
4 pm 5.17.2024 – Thornton Academy at Deering |
4 pm 5.20.2024 – Gorham at Deering |
4:30 pm 5.22.2024 – Deering at Biddeford |
4:30 pm 5.24.2024 – Deering at Falmouth |
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