| All Schools |
| |
| Football |
| 9.01.2023 – Portland 35, Thornton Academy 28 |
| 9.08.2023 – Portland 40, Edward Little 6 |
| 9.15.2023 – Portland 47, Lewiston 6 |
| 9.22.2023 – Portland 2, Falmouth 0 |
7 pm 9.29.2023 – Windham at Portland |
7 pm 10.06.2023 – Noble at Portland |
7 pm 10.13.2023 – Portland at Scarborough |
7 pm 10.27.2023 – South Portland at Portland |
| |
| Soccer - Boys |
| 9.01.2023 – Portland 1, Gorham 1 |
| 9.05.2023 – Portland 3, Marshwood 0 |
| 9.07.2023 – Portland 4, Noble 0 |
| 9.12.2023 – Portland 2, Falmouth 0 |
| 9.14.2023 – Portland 4, Sanford 0 |
| 9.19.2023 – Portland 6, Thornton Academy 0 |
| 9.21.2023 – Portland 5, Westbrook 0 |
6:30 pm 9.26.2023 – Portland at Scarborough |
10 am 9.30.2023 – Kennebunk at Portland |
5 pm 10.03.2023 – Portland at Biddeford |
6 pm 10.05.2023 – Portland at Bonny Eagle |
11:30 am 10.09.2023 – Massabesic at Portland |
5 pm 10.12.2023 – Portland at Deering |
5:15 pm 10.17.2023 – Marshwood at Portland |
| |
| Soccer - Girls |
| 8.31.2023 – Thornton Academy 3, Portland 1 |
| 9.06.2023 – Marshwood 6, Portland 1 |
| 9.09.2023 – Windham 6, Portland 0 |
| 9.13.2023 – Portland 4, Massabesic 0 |
| 9.15.2023 – Cheverus 4, Portland 0 |
| 9.22.2023 – Deering 1, Portland 0 |
5:30 pm 9.26.2023 – Biddeford at Portland |
4 pm 9.29.2023 – Kennebunk at Portland |
6:30 pm 10.02.2023 – Portland at Scarborough |
5 pm 10.05.2023 – Gorham at Portland |
6 pm 10.06.2023 – Portland at Noble |
5 pm 10.10.2023 – Westbrook at Portland |
7 pm 10.13.2023 – South Portland at Portland |
6 pm 10.18.2023 – Portland at Sanford |
