1. Round | 28/02/2023 | Portland Timbers | - | Sporting Kansas City | 1:0 | ||||
2. Round | 04/03/2023 | Los Angeles FC | - | Portland Timbers | 3:2 | ||||
2. Round | 12/03/2023 | Portland Timbers | - | St. Louis City SC | 1:2 | ||||
2. Round | 18/03/2023 | Atlanta United FC | - | Portland Timbers | 5:1 | ||||
2. Round | 25/03/2023 | Portland Timbers | - | Los Angeles Galaxy | 0:0 | ||||
3. Round | 02/04/2023 | FC Dallas | - | Portland Timbers | 1:1 | ||||
3. Round | 09/04/2023 | Vancouver Whitecaps | - | Portland Timbers | 1:0 | ||||
5. Round | 22/06/2023 | Portland Timbers | - | Chicago Fire | 1:2 | ||||
6. Round | 02/07/2023 | Minnesota United FC | - | Portland Timbers | 4:1 |