| All Schools |
| |
| Baseball |
| 4.20.2021 – Biddeford 7, Portland 2 |
| 4.23.2021 – South Portland 5, Portland 1 |
| 4.27.2021 – Scarborough 10, Portland 1 |
| 5.04.2021 – Thornton Academy 7, Portland 1 |
| 5.15.2021 – Gorham 9, Portland 1 |
| 5.15.2021 – Portland 2, Gorham 1 |
| 5.18.2021 – Portland 7, Deering 3 |
| 5.19.2021 – Bonny Eagle 5, Portland 3 |
| 5.22.2021 – Cheverus 1, Portland 0 |
| 5.22.2021 – Cheverus 6, Portland 5 |
| 5.25.2021 – Portland 5, Westbrook 2 |
| 5.29.2021 – Portland 3, Windham 2 |
| 6.01.2021 – Deering 5, Portland 3 |
| 6.05.2021 – Portland 11, Deering 3 |
| 6.10.2021 – Cheverus 1, Portland 0 |
| |
| Basketball - Boys |
| 2.10.2021 – Portland 52, Cheverus 45 |
| 2.17.2021 – South Portland 67, Portland 47 |
| 3.03.2021 – Gorham 62, Portland 34 |
| 3.05.2021 – Gorham 54, Portland 36 |
| 3.09.2021 – Deering 38, Portland 35 |
| 3.11.2021 – Deering 53, Portland 40 |
| |
| Basketball - Girls |
| 2.10.2021 – Portland 60, Cheverus 53 |
| 2.17.2021 – Portland 57, South Portland 29 |
| 2.19.2021 – Portland 55, South Portland 31 |
| 2.23.2021 – Portland 51, Falmouth 40 |
| 2.25.2021 – Portland 43, Falmouth 31 |
| 3.03.2021 – Portland 49, Gorham 32 |
| 3.05.2021 – Gorham 48, Portland 45 |
| 3.11.2021 – Portland 61, Deering 22 |
| |
| Field Hockey |
| 9.30.2020 – South Portland 6, Portland 1 |
| 10.06.2020 – Westbrook 5, Portland 0 |
| 10.15.2020 – South Portland 6, Portland 1 |
| 10.20.2020 – Falmouth 4, Portland 1 |
| 10.23.2020 – Scarborough 8, Portland 0 |
| 10.26.2020 – Cape Elizabeth 2, Portland 1 |
| |
| Soccer - Boys |
| 9.29.2020 – Falmouth 4, Portland 2 |
| 10.03.2020 – Portland 3, Cheverus 0 |
| 10.08.2020 – Portland 2, South Portland 0 |
| 10.19.2020 – Waynflete 2, Portland 1 |
| 10.24.2020 – Portland 2, Deering 1 |
| 10.27.2020 – Portland 3, Westbrook 2 |
| 10.31.2020 – Portland 3, South Portland 0 |
| 11.03.2020 – Portland 2, Cheverus 1 |
| 11.05.2020 – Portland 3, South Portland 1 |
| |
| Soccer - Girls |
| 9.25.2020 – Portland 1, Deering 0 |
| 10.02.2020 – Portland 1, Cheverus 0 |
| 10.07.2020 – Portland 4, South Portland 1 |
| 10.12.2020 – Portland 4, Deering 0 |
| 10.21.2020 – Portland 17, Westbrook 0 |
| 10.26.2020 – Gorham 3, Portland 0 |
| 10.30.2020 – Portland 3, South Portland 0 |
| 11.06.2020 – Portland 4, South Portland 2 |
| |
| Softball |
| 4.23.2021 – South Portland 10, Portland 3 |
| 4.27.2021 – Scarborough 5, Portland 1 |
| 5.03.2021 – Biddeford 12, Portland 0 |
| 5.06.2021 – Thornton Academy 8, Portland 2 |
| 5.22.2021 – Portland 17, Cheverus 9 |
| 5.28.2021 – Windham 10, Portland 2 |
| 5.28.2021 – Windham 4, Portland 1 |
| 6.08.2021 – Portland 6, Sanford 1 |
| 6.10.2021 – Thornton Academy 12, Portland 0 |
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