| Ronda previa | 01.11.2018 | FC Dallas | - | Portland Timbers | 1:2 | ||||
| Cuartos de final | 04.11.2018 | Portland Timbers | - | Seattle Sounders | 2:1 | ||||
| Semifinales | 26.11.2018 | Portland Timbers | - | Sporting Kansas City | 0:0 |  |
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| Semifinales | 30.11.2018 | Sporting Kansas City | - | Portland Timbers | 2:3 | |
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| Final | 09.12.2018 | Atlanta United FC | - | Portland Timbers | 2:0 |
Costa Rica