2. Round | 02/03/2020 | Portland Timbers | - | Minnesota United FC | 1:3 | ||||
2. Round | 08/03/2020 | Portland Timbers | - | Nashville SC | 1:0 | ||||
3. Round | 24/08/2020 | Portland Timbers | - | Seattle Sounders | 0:3 | ||||
3. Round | 30/08/2020 | Portland Timbers | - | Real Salt Lake | 4:4 | ||||
4. Round | 03/09/2020 | Portland Timbers | - | Los Angeles Galaxy | 2:3 | ||||
4. Round | 07/09/2020 | Seattle Sounders | - | Portland Timbers | 1:2 |