| All Schools |
| |
| Football |
| 9.01.2023 – Deering 17, Marshwood 7 |
| 9.08.2023 – 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 |
| 10.06.2023 – Massabesic 17, Deering 14 |
| 10.13.2023 – Gorham 20, Deering 0 |
| 10.20.2023 – Westbrook 29, Deering 12 |
| 10.31.2023 – Westbrook 30, Deering 22 |
| |
| 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 |
| |
| 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 |
