Round of 16 | 29/07/2020 | Portland Timbers | - | FC Cincinnati | 4:2 pso | ||||
Quarter-finals | 02/08/2020 | New York City FC | - | Portland Timbers | 1:3 | ||||
Semi-finals | 06/08/2020 | Philadelphia Union | - | Portland Timbers | 1:2 | ||||
Final | 12/08/2020 | Portland Timbers | - | Orlando City | 2:1 |