| 1. Jornada | 05.03.2018 | Los Angeles Galaxy | - | Portland Timbers | 2:1 | ||||
| 1. Jornada | 11.03.2018 | New York RB | - | Portland Timbers | 4:0 | ||||
| 3. Jornada | 27.05.2018 | Colorado Rapids | - | Portland Timbers | 2:3 | ||||
| 6. Jornada | 05.08.2018 | Portland Timbers | - | Philadelphia Union | 3:0 |  |
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| 6. Jornada | 12.08.2018 | Portland Timbers | - | Vancouver Whitecaps | 1:2 |  |
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| 6. Jornada | 19.08.2018 | Sporting Kansas City | - | Portland Timbers | 3:0 | ||||
| 6. Jornada | 27.08.2018 | Portland Timbers | - | Seattle Sounders | 0:1 | ||||
| 6. Jornada | 30.08.2018 | Portland Timbers | - | Toronto FC | 2:0 | |
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| 7. Jornada | 02.09.2018 | New England Revolution | - | Portland Timbers | 1:1 | ||||
| 7. Jornada | 16.09.2018 | Houston Dynamo | - | Portland Timbers | 4:1 | |
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| 7. Jornada | 20.09.2018 | Portland Timbers | - | Columbus Crew | 3:2 | |
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| 7. Jornada | 23.09.2018 | Minnesota United FC | - | Portland Timbers | 3:2 | ||||
| 8. Jornada | 07.10.2018 | Real Salt Lake | - | Portland Timbers | 1:4 | |
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| 8. Jornada | 21.10.2018 | Portland Timbers | - | Real Salt Lake | 3:0 |
Costa Rica