| 1. Jornada | 17.03.2018 | Seattle Sounders 2 | - | Portland Timbers 2 | 2:1 | ||||
| 1. Jornada | 25.03.2018 | Colorado Springs Switchbacks | - | Portland Timbers 2 | 0:1 | ||||
| 1. Jornada | 31.03.2018 | Real Monarchs SLC | - | Portland Timbers 2 | 4:2 | ||||
| 4. Jornada | 03.06.2018 | San Antonio FC | - | Portland Timbers 2 | 2:1 | ||||
| 4. Jornada | 14.06.2018 | Portland Timbers 2 | - | OKC Energy FC | 1:2 | ||||
| 4. Jornada | 17.06.2018 | Portland Timbers 2 | - | Colorado Springs Switchbacks | 1:4 |  |
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| 4. Jornada | 01.07.2018 | Reno 1868 FC | - | Portland Timbers 2 | 1:0 | ||||
| 5. Jornada | 08.07.2018 | Portland Timbers 2 | - | Fresno FC | 2:4 | ||||
| 5. Jornada | 15.07.2018 | Portland Timbers 2 | - | Swope Park Rangers | 2:1 | ||||
| 5. Jornada | 22.07.2018 | Portland Timbers 2 | - | Las Vegas Lights FC | 1:2 | ||||
| 6. Jornada | 12.08.2018 | Swope Park Rangers | - | Portland Timbers 2 | 0:2 | ||||
| 7. Jornada | 23.09.2018 | Fresno FC | - | Portland Timbers 2 | 2:2 | ||||
| 7. Jornada | 30.09.2018 | Sacramento Republic | - | Portland Timbers 2 | 1:0 | ||||
| 8. Jornada | 04.10.2018 | Portland Timbers 2 | - | Reno 1868 FC | 0:2 |  |
Estados Unidos