| 1. Round | 21/11/2021 | Portland Timbers | - | Minnesota United FC | 3:1 | ||||
| Conference Semifinals | 25/11/2021 | Colorado Rapids | - | Portland Timbers | 0:1 |  |
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| Conference Finals | 04/12/2021 | Portland Timbers | - | Real Salt Lake | 2:0 |  |
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| Final | 11/12/2021 | Portland Timbers | - | New York City FC | 2:4 pso | |
Chile