| All Schools |
| |
| Field Hockey |
| 10.07.2019 – Falmouth 5, Deering 1 |
| |
| Football |
| 9.06.2019 – Deering 30, South Portland 14 |
| 9.13.2019 – Gorham 21, Deering 20 |
| 9.20.2019 – Massabesic 13, Deering 6 |
| 9.27.2019 – Deering 37, Noble 22 |
| 10.04.2019 – Scarborough 32, Deering 8 |
| 10.11.2019 – Marshwood 36, Deering 0 |
06:00 PM 10.18.2019 – Biddeford at Deering |
12:30 PM 10.26.2019 – Deering at Cheverus |
| |
| Soccer - Boys |
| 9.06.2019 – Scarborough 1, Deering 1 |
| 9.13.2019 – Kennebunk 3, Deering 0 |
| 9.17.2019 – Marshwood 2, Deering 1 |
| 9.19.2019 – Falmouth 3, Deering 0 |
| 9.21.2019 – Gorham 3, Deering 1 |
| 9.24.2019 – Cheverus 1, Deering 1 |
| 10.01.2019 – Deering 3, Biddeford 0 |
| 10.04.2019 – Deering 1, Bonny Eagle 0 |
| 10.08.2019 – Westbrook 3, Deering 0 |
| 10.10.2019 – Deering 3, Windham 1 |
| 10.15.2019 – South Portland 1, Deering 0 |
06:30 PM 10.18.2019 – Deering at Thornton Academy |
06:30 PM 10.22.2019 – Deering at Sanford |
| |
| Soccer - Girls |
| 9.07.2019 – Scarborough 3, Deering 0 |
| 9.10.2019 – Noble 3, Deering 0 |
| 9.12.2019 – Kennebunk 2, Deering 0 |
| 9.17.2019 – Marshwood 3, Deering 0 |
| 9.19.2019 – Falmouth 4, Deering 0 |
| 9.21.2019 – Gorham 5, Deering 0 |
| 9.24.2019 – Cheverus 4, Deering 0 |
| 10.01.2019 – Deering 1, Biddeford 0 |
| 10.03.2019 – Bonny Eagle 5, Deering 0 |
| 10.08.2019 – Deering 5, Westbrook 0 |
| 10.10.2019 – Windham 4, Deering 0 |
| 10.15.2019 – South Portland 4, Deering 2 |
| 10.17.2019 – Thornton Academy 2, Deering 1 |
05:30 PM 10.22.2019 – Sanford at Deering |
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