| All Schools |
| |
| Football |
| 9.10.2021 – Portland 40, Deering 0 |
| 9.17.2021 – Massabesic 58, Deering 14 |
| 9.25.2021 – Kennebunk 48, Deering 6 |
| 10.01.2021 – Bangor 55, Deering 0 |
| 10.08.2021 – Marshwood 54, Deering 0 |
| 10.15.2021 – Gorham 24, Deering 0 |
| 10.22.2021 – Noble 34, Deering 0 |
10:30 AM 11.25.2021 – Portland at Deering |
| |
| 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 |
| |
| Soccer - Girls |
| 9.02.2021 – Scarborough 8, Deering 1 |
| 9.07.2021 – Noble 1, Deering 0 |
| 9.14.2021 – Deering 1, Marshwood 1 |
| 9.18.2021 – Gorham 2, Deering 0 |
| 9.21.2021 – Cheverus 5, Deering 1 |
| 9.25.2021 – Falmouth 4, Deering 1 |
| 9.28.2021 – Biddeford 5, Deering 1 |
| 10.04.2021 – Bonny Eagle 1, Deering 0 |
| 10.05.2021 – Deering 9, Westbrook 0 |
| 10.07.2021 – Windham 5, Deering 0 |
| 10.12.2021 – Deering 4, South Portland 0 |
| 10.14.2021 – Thornton Academy 3, Deering 1 |
| 10.19.2021 – Deering 2, Sanford 1 |
| 10.22.2021 – Scarborough 1, Deering 0 |
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