| All Schools |
| |
| Field Hockey |
| 9.25.2020 – Cheverus 10, South Portland 0 |
| 9.30.2020 – South Portland 6, Portland 1 |
| 10.03.2020 – Yarmouth 5, South Portland 2 |
| 10.03.2020 – Cape Elizabeth 5, South Portland 4 |
| 10.15.2020 – South Portland 6, Portland 1 |
| 10.19.2020 – Cape Elizabeth 2, South Portland 2 |
| 10.30.2020 – Cheverus 11, South Portland 1 |
| |
| Soccer - Boys |
| 9.29.2020 – Deering 2, South Portland 1 |
| 10.03.2020 – South Portland 4, Westbrook 1 |
| 10.08.2020 – Portland 2, South Portland 0 |
| 10.19.2020 – Cheverus 1, South Portland 0 |
| 10.23.2020 – Cape Elizabeth 3, South Portland 2 |
| 10.27.2020 – Scarborough 3, South Portland 0 |
| 10.31.2020 – Portland 3, South Portland 0 |
| 11.05.2020 – Portland 3, South Portland 1 |
| |
| Soccer - Girls |
| 9.29.2020 – South Portland 1, Deering 0 |
| 10.02.2020 – South Portland 10, Westbrook 1 |
| 10.07.2020 – Portland 4, South Portland 1 |
| 10.12.2020 – Cape Elizabeth 2, South Portland 1 |
| 10.19.2020 – Cheverus 4, South Portland 0 |
| 10.23.2020 – Cape Elizabeth 8, South Portland 0 |
| 10.27.2020 – Scarborough 2, South Portland 0 |
| 10.30.2020 – Portland 3, South Portland 0 |
| 11.04.2020 – Cheverus 3, South Portland 1 |
| 11.06.2020 – Portland 4, South Portland 2 |
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