Qualifier | 01/11/2018 | FC Dallas | - | Portland Timbers | 1:2 | ||||
Quarter-finals | 04/11/2018 | Portland Timbers | - | Seattle Sounders | 2:1 | ||||
Quarter-finals | 09/11/2018 | Seattle Sounders | - | Portland Timbers | 2:4 pso | ||||
Semi-finals | 26/11/2018 | Portland Timbers | - | Sporting Kansas City | 0:0 | ||||
Semi-finals | 30/11/2018 | Sporting Kansas City | - | Portland Timbers | 2:3 | ||||
Final | 09/12/2018 | Atlanta United FC | - | Portland Timbers | 2:0 |