| All Schools |
| |
| Basketball - Boys |
| 12.06.2019 – South Portland 62, Gorham 39 |
| 12.10.2019 – South Portland 74, Deering 62 |
| 12.13.2019 – South Portland 77, Massabesic 52 |
| 12.20.2019 – South Portland 66, Bonny Eagle 65 |
| 12.23.2019 – South Portland 54, Scarborough 39 |
| 1.02.2020 – South Portland 68, Thornton Academy 65 |
| 1.04.2020 – South Portland 65, Sanford 39 |
| 1.07.2020 – South Portland 48, Portland 31 |
| 1.09.2020 – South Portland 43, Bonny Eagle 34 |
| 1.11.2020 – South Portland 57, Scarborough 37 |
| 1.14.2020 – South Portland 61, Cheverus 47 |
| 1.24.2020 – South Portland 63, Noble 35 |
| 1.28.2020 – South Portland 60, Thornton Academy 50 |
| 1.31.2020 – South Portland 55, Gorham 40 |
| 2.04.2020 – South Portland 69, Sanford 57 |
| 2.12.2020 – South Portland 69, Massabesic 37 |
| 2.19.2020 – South Portland 51, Gorham 37 |
| 2.22.2020 – Thornton Academy 61, South Portland 55 |
| |
| Basketball - Girls |
| 12.06.2019 – South Portland 60, Gorham 44 |
| 12.10.2019 – South Portland 64, Deering 21 |
| 12.13.2019 – South Portland 76, Massabesic 42 |
| 12.20.2019 – South Portland 55, Bonny Eagle 37 |
| 12.23.2019 – South Portland 45, Scarborough 33 |
| 12.27.2019 – South Portland 53, Sanford 40 |
| 1.02.2020 – South Portland 67, Thornton Academy 31 |
| 1.07.2020 – Portland 50, South Portland 42 |
| 1.09.2020 – South Portland 66, Bonny Eagle 26 |
| 1.11.2020 – Scarborough 46, South Portland 44 |
| 1.14.2020 – South Portland 56, Cheverus 37 |
| 1.24.2020 – South Portland 65, Noble 46 |
| 1.28.2020 – South Portland 51, Thornton Academy 17 |
| 1.31.2020 – South Portland 59, Gorham 42 |
| 2.04.2020 – South Portland 60, Sanford 41 |
| 2.12.2020 – South Portland 46, Thornton Academy 18 |
| 2.20.2020 – South Portland 45, Gorham 30 |
| 2.22.2020 – South Portland 49, Sanford 34 |
| 2.29.2020 – Oxford Hills 49, South Portland 38 |
| |
| Field Hockey |
| 9.06.2019 – Windham 3, South Portland 0 |
| 9.09.2019 – Kennebunk 3, South Portland 1 |
| 9.10.2019 – Thornton Academy 2, South Portland 1 |
| 9.12.2019 – South Portland 2, Noble 0 |
| 9.16.2019 – Gorham 5, South Portland 1 |
| 9.18.2019 – South Portland 4, Westbrook 0 |
| 9.21.2019 – Massabesic 6, South Portland 1 |
| 9.24.2019 – Falmouth 2, South Portland 1 |
| 9.26.2019 – South Portland 1, Marshwood 0 |
| 9.30.2019 – South Portland 5, Portland/Deering 1 |
| 10.04.2019 – Biddeford 5, South Portland 1 |
| 10.08.2019 – Sanford 4, South Portland 0 |
| 10.10.2019 – Cheverus 2, South Portland 1 |
| 10.16.2019 – Scarborough 2, South Portland 0 |
| |
| Football |
| 9.06.2019 – Deering 30, South Portland 14 |
| 9.14.2019 – South Portland 19, Cheverus 14 |
| 9.20.2019 – South Portland 49, Noble 7 |
| 9.27.2019 – Massabesic 26, South Portland 14 |
| 10.04.2019 – South Portland 31, Gorham 28 |
| 10.11.2019 – South Portland 35, Portland 7 |
| 10.18.2019 – South Portland 35, Westbrook/Waynflete 0 |
| 10.25.2019 – South Portland 27, Sanford 21 |
| 11.01.2019 – South Portland 41, Biddeford 19 |
| 11.08.2019 – Marshwood 49, South Portland 6 |
| |
| Soccer - Boys |
| 9.05.2019 – Cheverus 0, South Portland 0 |
| 9.10.2019 – South Portland 3, Windham 1 |
| 9.17.2019 – South Portland 1, Thornton Academy 0 |
| 9.19.2019 – South Portland 2, Sanford 0 |
| 9.21.2019 – Scarborough 2, South Portland 0 |
| 9.24.2019 – South Portland 2, Noble 1 |
| 9.26.2019 – South Portland 4, Portland 2 |
| 10.01.2019 – South Portland 2, Marshwood 1 |
| 10.04.2019 – South Portland 6, Massabesic 0 |
| 10.08.2019 – Gorham 4, South Portland 0 |
| 10.11.2019 – Kennebunk 2, South Portland 0 |
| 10.15.2019 – South Portland 1, Deering 0 |
| 10.18.2019 – South Portland 1, Falmouth 0 |
| 10.22.2019 – Bonny Eagle 2, South Portland 1 |
| 10.26.2019 – South Portland 1, Sanford 0 |
| 10.29.2019 – Portland 2, South Portland 1 |
| |
| Soccer - Girls |
| 9.06.2019 – Cheverus 5, South Portland 1 |
| 9.10.2019 – Windham 3, South Portland 0 |
| 9.17.2019 – Thornton Academy 2, South Portland 1 |
| 9.19.2019 – South Portland 4, Sanford 3 |
| 9.21.2019 – Scarborough 3, South Portland 0 |
| 9.24.2019 – Noble 2, South Portland 0 |
| 9.27.2019 – Portland 2, South Portland 0 |
| 10.01.2019 – Marshwood 4, South Portland 2 |
| 10.04.2019 – South Portland 4, Massabesic 1 |
| 10.08.2019 – Gorham 4, South Portland 0 |
| 10.10.2019 – Kennebunk 5, South Portland 4 |
| 10.15.2019 – South Portland 4, Deering 2 |
| 10.18.2019 – Falmouth 2, South Portland 1 |
| 10.22.2019 – Bonny Eagle 3, South Portland 0 |
| 10.26.2019 – Windham 5, South Portland 0 |
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