| MLS | 08/11/20 | Los Angeles FC | - | Portland Timbers | 1:1 | ||||
| MLS | 02/05/21 | FC Dallas | - | Portland Timbers | 4:1 | ||||
| MLS | 22/05/21 | Portland Timbers | - | Los Angeles Galaxy | 3:0 |  |
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| MLS | 30/08/21 | Seattle Sounders | - | Portland Timbers | 0:2 | |
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| MLS | 04/12/21 | Portland Timbers | - | Real Salt Lake | 2:0 | |
Chile