| 1. Journée | 25.03.2018 | Colorado Springs Switchbacks | - | Portland Timbers 2 | 0:1 |  |
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| 1. Journée | 31.03.2018 | Real Monarchs SLC | - | Portland Timbers 2 | 4:2 |  |
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| 2. Journée | 05.04.2018 | Tulsa Roughnecks | - | Portland Timbers 2 | 0:0 | |
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| 2. Journée | 08.04.2018 | OKC Energy FC | - | Portland Timbers 2 | 0:3 | |
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| 2. Journée | 19.04.2018 | Portland Timbers 2 | - | Rio Grande Valley FC | 3:2 | ||||
| 2. Journée | 22.04.2018 | Portland Timbers 2 | - | Reno 1868 FC | 1:2 | |
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| 3. Journée | 03.05.2018 | Portland Timbers 2 | - | Sacramento Republic | 2:0 | ||||
| 3. Journée | 06.05.2018 | Saint Louis FC | - | Portland Timbers 2 | 0:0 | ||||
| 3. Journée | 13.05.2018 | Seattle Sounders 2 | - | Portland Timbers 2 | 0:1 | ||||
| 3. Journée | 18.05.2018 | Portland Timbers 2 | - | Los Angeles Galaxy II | 7:3 | |
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| 7. Journée | 02.09.2018 | Portland Timbers 2 | - | Saint Louis FC | 1:0 | |
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| 7. Journée | 09.09.2018 | Portland Timbers 2 | - | Tulsa Roughnecks | 4:0 | |
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| 7. Journée | 17.09.2018 | Las Vegas Lights FC | - | Portland Timbers 2 | 1:2 | |
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| 7. Journée | 23.09.2018 | Fresno FC | - | Portland Timbers 2 | 2:2 | ||||
| 7. Journée | 30.09.2018 | Sacramento Republic | - | Portland Timbers 2 | 1:0 |
Colombie