| All Schools |
| |
| Field Hockey |
| 9.04.2021 – Windham 6, South Portland 0 |
| 9.08.2021 – Thornton Academy 5, South Portland 0 |
| 9.10.2021 – Noble 4, South Portland 0 |
| 9.14.2021 – Gorham 11, South Portland 0 |
| 9.20.2021 – Massabesic 2, South Portland 0 |
6:30 PM 9.22.2021 – South Portland at Falmouth |
4 PM 9.24.2021 – Marshwood at South Portland |
5 PM 9.28.2021 – South Portland at Portland/Deering |
| |
| Football |
| 9.03.2021 – Scarborough 40, South Portland 3 |
| 9.10.2021 – South Portland 26, Massabesic 0 |
| 9.17.2021 – South Portland 59, Biddeford 34 |
6 PM 9.24.2021 – South Portland at Marshwood |
| |
| Soccer - Boys |
| 9.03.2021 – South Portland 2, Cheverus 0 |
| 9.08.2021 – Windham 3, South Portland 0 |
| 9.14.2021 – South Portland 4, Thornton Academy 0 |
| 9.16.2021 – South Portland 6, Sanford 1 |
| 9.18.2021 – Scarborough 1, South Portland 0 |
6 PM 9.21.2021 – Noble at South Portland |
6 PM 9.24.2021 – South Portland at Portland |
| |
| Soccer - Girls |
| 9.04.2021 – Cheverus 2, South Portland 0 |
| 9.07.2021 – Windham 3, South Portland 0 |
| 9.14.2021 – Thornton Academy 4, South Portland 2 |
| 9.16.2021 – Sanford 4, South Portland 1 |
| 9.18.2021 – Scarborough 6, South Portland 1 |
6 PM 9.21.2021 – South Portland at Noble |
6 PM 9.23.2021 – Portland at South Portland |
6 PM 9.28.2021 – Marshwood at South Portland |
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