4. Round | 26/07/2021 | Los Angeles Galaxy II | - | Oakland Roots | 3:0 | ||||
4. Round | 01/08/2021 | Oakland Roots | - | Orange County SC | 0:3 | ||||
5. Round | 05/08/2021 | Oakland Roots | - | Phoenix Rising | 0:1 | ||||
5. Round | 12/08/2021 | Oakland Roots | - | Sacramento Republic | 0:0 | ||||
5. Round | 14/08/2021 | Oakland Roots | - | Los Angeles Galaxy II | 2:1 | ||||
5. Round | 19/08/2021 | New Mexico United | - | Oakland Roots | 1:1 | ||||
6. Round | 04/09/2021 | Tampa Bay Rowdies | - | Oakland Roots | 3:0 |