Kwalificatie | 01.11.2018 | FC Dallas | - | Portland Timbers | 1:2 | ||||
Kwartfinale | 09.11.2018 | Seattle Sounders | - | Portland Timbers | 2:4 d.p. | ||||
Halve Finale | 26.11.2018 | Portland Timbers | - | Sporting Kansas City | 0:0 | ||||
Finale | 09.12.2018 | Atlanta United FC | - | Portland Timbers | 2:0 |