| 1. Round | 23/02/2025 | Portland Timbers | - | Vancouver Whitecaps | 1:4 | ||||
| 11. Round | 04/05/2025 | San Jose Earthquakes | - | Portland Timbers | 4:1 | ||||
| 12. Round | 11/05/2025 | Portland Timbers | - | Sporting Kansas City | 1:0 | ||||
| 13. Round | 15/05/2025 | Real Salt Lake | - | Portland Timbers | 0:0 | ||||
| 14. Round | 18/05/2025 | Portland Timbers | - | Seattle Sounders | 1:1 | ||||
| 15. Round | 25/05/2025 | Orlando City | - | Portland Timbers | 1:0 | ||||
| 16. Round | 29/05/2025 | Portland Timbers | - | Colorado Rapids | 2:1 |
Canada