1. Round | 25/02/2024 | Portland Timbers | - | Colorado Rapids | 4:1 | ||||
2. Round | 24/03/2024 | Portland Timbers | - | Philadelphia Union | 1:3 | ||||
3. Round | 13/04/2024 | Portland Timbers | - | Los Angeles FC | 2:2 | ||||
3. Round | 21/04/2024 | Columbus Crew | - | Portland Timbers | 2:2 |