| All Schools |
| All Sports |
| |
| Softball |
| 4.23.2025 – Noble 18, Portland/Deering 8 |
| 4.25.2025 – Gorham 18, Portland/Deering 2 |
| 4.28.2025 – Westbrook 17, Portland/Deering 4 |
| 4.30.2025 – Bonny Eagle 16, Portland/Deering 1 |
4:30 pm 5.02.2025 – Portland/Deering at Windham |
| 5.05.2025 – South Portland 19, Portland/Deering 6 |
| 5.07.2025 – Biddeford 18, Portland/Deering 8 |
4 pm 5.09.2025 – Portland/Deering at Massabesic |
| 5.12.2025 – Kennebunk 16, Portland/Deering 4 |
| 5.13.2025 – Windham 15, Portland/Deering 0 |
| 5.14.2025 – Portland/Deering 14, Falmouth 1 |
| 5.16.2025 – Cheverus 21, Portland/Deering 2 |
| 5.20.2025 – Massabesic 17, Portland/Deering 10 |
| 5.21.2025 – Thornton Academy 18, Portland/Deering 7 |
5 pm 5.23.2025 – Scarborough at Portland/Deering |
| 5.27.2025 – Noble 18, Portland/Deering 8 |
| 5.29.2025 – Portland/Deering 23, Marshwood 16 |
2 pm 5.31.2025 – Scarborough at Portland/Deering |
10 am 5.31.2025 – Portland/Deering at Scarborough |
| 6.02.2025 – South Portland 16, Portland/Deering 1 |
4 pm 6.03.2025 – Scarborough at Portland/Deering |
4 pm 6.04.2025 – Portland/Deering at Scarborough |
