4. Round | 01/07/2018 | Reno 1868 FC | - | Portland Timbers 2 | 1:0 | ||||
5. Round | 08/07/2018 | Portland Timbers 2 | - | Fresno FC | 2:4 | ||||
5. Round | 15/07/2018 | Portland Timbers 2 | - | Swope Park Rangers | 2:1 | ||||
5. Round | 22/07/2018 | Portland Timbers 2 | - | Las Vegas Lights FC | 1:2 | ||||
5. Round | 28/07/2018 | Los Angeles Galaxy II | - | Portland Timbers 2 | 3:4 | ||||
6. Round | 05/08/2018 | Portland Timbers 2 | - | Phoenix Rising | 1:4 | ||||
6. Round | 12/08/2018 | Swope Park Rangers | - | Portland Timbers 2 | 0:2 |