| MLS | 22.06.17 | Minnesota United FC | - | Portland Timbers | 3:2 | ||||
| MLS | 08.07.18 | Portland Timbers | - | San Jose Earthquakes | 2:1 | ||||
| MLS | 20.09.18 | Portland Timbers | - | Columbus Crew | 3:2 |  |
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| MLS | 04.11.18 | Portland Timbers | - | Seattle Sounders | 2:1 | ||||
| MLS | 01.04.19 | Los Angeles Galaxy | - | Portland Timbers | 2:1 |
Costa Rica