| 5. Round | 18/06/2022 | Los Angeles Galaxy | - | Portland Timbers | 1:1 | ||||
| 5. Round | 30/06/2022 | Portland Timbers | - | Houston Dynamo | 2:1 | ||||
| 6. Round | 04/07/2022 | Nashville SC | - | Portland Timbers | 2:2 | ||||
| 6. Round | 09/07/2022 | Seattle Sounders | - | Portland Timbers | 0:3 | ||||
| 6. Round | 18/07/2022 | Portland Timbers | - | Vancouver Whitecaps | 1:1 |  |
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| 6. Round | 24/07/2022 | Portland Timbers | - | San Jose Earthquakes | 2:1 | ||||
| 6. Round | 30/07/2022 | Minnesota United FC | - | Portland Timbers | 4:4 |
Chile