06 Juli 2025
| 04:30 |
Portland Timbers 
2 - 1
New England Revolution 
|
14 Juli 2025
| 01:00 |
St. Louis City SC 
2 - 1
Portland Timbers
|
17 Juli 2025
| 04:30 |
Portland Timbers
0 - 1
Real Salt Lake 
|
20 Juli 2025
| 04:30 |
Portland Timbers
1 - 1
Minnesota United FC 
|
26 Juli 2025
| 04:30 |
Los Angeles FC 
0 - 1
Portland Timbers
|
10 Augustus 2025
| 02:30 |
FC Dallas 
2 - 0
Portland Timbers
|
17 Augustus 2025
| 04:30 |
Portland Timbers
2 - 3
FC Cincinnati 
|
24 Augustus 2025
| 04:30 |
San Diego FC 
0 - 0
Portland Timbers
|
31 Augustus 2025
| 02:30 |
Minnesota United FC
1 - 1
Portland Timbers
|
14 September 2025
| 04:30 |
Portland Timbers
2 - 1
New York Red Bulls 
|