| 1. Journée | 08.03.2020 | Phoenix Rising | - | Portland Timbers 2 | 6:1 | ||||
| 2. Journée | 19.07.2020 | Tacoma Defiance | - | Portland Timbers 2 | 3:0 |  |
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| 2. Journée | 30.07.2020 | Portland Timbers 2 | - | Reno 1868 FC | 1:4 | ||||
| 3. Journée | 04.08.2020 | Portland Timbers 2 | - | Tacoma Defiance | 0:4 | ||||
| 3. Journée | 09.08.2020 | Portland Timbers 2 | - | Sacramento Republic | 0:1 | |
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| 4. Journée | 25.09.2020 | Portland Timbers 2 | - | Tacoma Defiance | 3:1 | ||||
| 4. Journée | 27.09.2020 | Tacoma Defiance | - | Portland Timbers 2 | 2:1 | ||||
| 5. Journée | 04.10.2020 | Sacramento Republic | - | Portland Timbers 2 | 4:0 | |
Japon