| 2. Jornada | 02.05.2021 | FC Dallas | - | Portland Timbers | 4:1 | ||||
| 2. Jornada | 16.05.2021 | San Jose Earthquakes | - | Portland Timbers | 0:2 | ||||
| 2. Jornada | 22.05.2021 | Portland Timbers | - | Los Angeles Galaxy | 3:0 | ||||
| 2. Jornada | 31.05.2021 | Philadelphia Union | - | Portland Timbers | 3:0 | ||||
| 3. Jornada | 24.06.2021 | Houston Dynamo | - | Portland Timbers | 2:2 | ||||
| 5. Jornada | 08.08.2021 | Portland Timbers | - | Real Salt Lake | 3:2 | ||||
| 5. Jornada | 22.08.2021 | Austin FC | - | Portland Timbers | 3:1 | ||||
| 6. Jornada | 16.09.2021 | Portland Timbers | - | Colorado Rapids | 2:2 | ||||
| 7. Jornada | 17.10.2021 | Los Angeles Galaxy | - | Portland Timbers | 2:1 | ||||
| 7. Jornada | 21.10.2021 | Portland Timbers | - | Vancouver Whitecaps | 2:3 | ||||
| 8. Jornada | 08.11.2021 | Portland Timbers | - | Austin FC | 3:0 |
Estados Unidos