| All Schools |
| |
| Basketball - Boys |
| 12.06.2019 – Deering 84, Oxford Hills 62 |
| 12.10.2019 – South Portland 74, Deering 62 |
| 12.13.2019 – Deering 74, Lewiston 51 |
| 12.23.2019 – Deering 60, Windham 43 |
| 1.02.2020 – Deering 75, Cheverus 59 |
| 1.04.2020 – Deering 50, Portland 49 |
| 1.07.2020 – Deering 61, Scarborough 47 |
| 1.09.2020 – Deering 72, Oxford Hills 65 |
| 1.11.2020 – Edward Little 71, Deering 59 |
| 1.14.2020 – Deering 53, Sanford 51 |
| 1.17.2020 – Deering 50, Windham 29 |
| 1.20.2020 – Deering 71, Lewiston 61 |
| 1.24.2020 – Deering 58, Cheverus 39 |
| 1.28.2020 – Edward Little 56, Deering 50 |
| 2.06.2020 – Deering 55, Portland 39 |
| 2.12.2020 – Deering 61, Cheverus 46 |
| 2.19.2020 – Deering 57, Bangor 51 |
| 2.22.2020 – Edward Little 64, Deering 51 |
| |
| Basketball - Girls |
| 12.06.2019 – Oxford Hills 65, Deering 28 |
| 12.10.2019 – South Portland 64, Deering 21 |
| 12.13.2019 – Lewiston 46, Deering 18 |
| 12.23.2019 – Windham 54, Deering 18 |
| 1.02.2020 – Cheverus 58, Deering 38 |
| 1.04.2020 – Portland 56, Deering 17 |
| 1.07.2020 – Scarborough 68, Deering 40 |
| 1.09.2020 – Oxford Hills 72, Deering 25 |
| 1.11.2020 – Edward Little 37, Deering 30 |
| 1.14.2020 – Sanford 49, Deering 31 |
| 1.17.2020 – Windham 47, Deering 23 |
| 1.20.2020 – Lewiston 45, Deering 39 |
| 1.24.2020 – Cheverus 65, Deering 25 |
| 1.28.2020 – Edward Little 50, Deering 17 |
| 2.11.2020 – Oxford Hills 55, Deering 30 |
| |
| 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 |
| 10.18.2019 – Biddeford 27, Deering 12 |
| 10.26.2019 – Cheverus 31, Deering 6 |
| 11.01.2019 – Kennebunk 49, Deering 0 |
| |
| 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 |
| 10.18.2019 – Deering 2, Thornton Academy 1 |
| 10.22.2019 – Deering 1, Sanford 1 |
| 10.26.2019 – Kennebunk 2, Deering 0 |
| |
| 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 |
| 10.22.2019 – Deering 4, Sanford 2 |
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