| 3. Journée | 24.06.2021 | Houston Dynamo | - | Portland Timbers | 2:2 | ||||
| 4. Journée | 25.07.2021 | Minnesota United FC | - | Portland Timbers | 2:1 | ||||
| 5. Journée | 05.08.2021 | Portland Timbers | - | San Jose Earthquakes | 1:1 | ||||
| 5. Journée | 08.08.2021 | Portland Timbers | - | Real Salt Lake | 3:2 | ||||
| 5. Journée | 16.08.2021 | Portland Timbers | - | Seattle Sounders | 2:6 |
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