| All Schools |
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| Baseball |
| 4.23.2021 – South Portland 5, Portland 1 |
| 4.27.2021 – South Portland 4, Cheverus 0 |
| 5.01.2021 – South Portland 9, Windham 6 |
| 5.04.2021 – Gorham 2, South Portland 1 |
| 5.11.2021 – South Portland 13, Deering 0 |
| 5.15.2021 – South Portland 10, Bonny Eagle 0 |
| 5.15.2021 – South Portland 9, Bonny Eagle 0 |
4 PM 5.18.2021 – South Portland at Scarborough |
4:30 PM 5.20.2021 – Thornton Academy at South Portland |
10 AM 5.22.2021 – South Portland at Westbrook |
12 PM 5.22.2021 – South Portland at Westbrook |
4:30 PM 5.27.2021 – Thornton Academy at South Portland |
10 AM 5.29.2021 – South Portland at Biddeford |
12 PM 5.29.2021 – South Portland at Biddeford |
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| Basketball - Boys |
| 2.11.2021 – South Portland 52, Deering 47 |
| 2.13.2021 – South Portland 65, Deering 54 |
| 2.17.2021 – South Portland 67, Portland 47 |
| 3.03.2021 – South Portland 68, Cheverus 36 |
| 3.05.2021 – South Portland 58, Cheverus 46 |
| 3.08.2021 – Falmouth 62, South Portland 60 |
| 3.10.2021 – Falmouth 52, South Portland 48 |
| 3.13.2021 – South Portland 80, Cape Elizabeth 55 |
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| Basketball - Girls |
| 2.09.2021 – South Portland 42, Deering 39 |
| 2.11.2021 – South Portland 38, Deering 32 |
| 2.17.2021 – Portland 57, South Portland 29 |
| 2.19.2021 – Portland 55, South Portland 31 |
| 3.03.2021 – Cheverus 78, South Portland 24 |
| 3.05.2021 – Cheverus 74, South Portland 34 |
| 3.06.2021 – South Portland 53, North Yarmouth Academy 41 |
| 3.08.2021 – Falmouth 58, South Portland 50 |
| 3.10.2021 – Falmouth 50, South Portland 34 |
| 3.13.2021 – South Portland 55, Gray-New Gloucester 23 |
| 3.16.2021 – South Portland 55, Gray-New Gloucester 23 |
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| 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 |
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| 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 |
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| 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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| Softball |
| 4.23.2021 – South Portland 10, Portland 3 |
| 4.28.2021 – South Portland 5, Cheverus 3 |
| 5.04.2021 – Gorham 11, South Portland 8 |
| 5.08.2021 – South Portland 6, Thornton Academy 5 |
| 5.08.2021 – Thornton Academy 15, South Portland 6 |
| 5.15.2021 – South Portland 11, Bonny Eagle 3 |
4 PM 5.19.2021 – South Portland at Scarborough |
10 AM 5.22.2021 – South Portland at Westbrook |
12 PM 5.22.2021 – South Portland at Westbrook |
4:30 PM 5.26.2021 – Falmouth at South Portland |
10 AM 5.29.2021 – South Portland at Biddeford |
12 PM 5.29.2021 – South Portland at Biddeford |
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