2. Round | 09/05/2021 | Phoenix Rising | - | Oakland Roots | 3:0 | ||||
2. Round | 24/05/2021 | Los Angeles Galaxy II | - | Oakland Roots | 2:3 | ||||
3. Round | 03/06/2021 | Sacramento Republic | - | Oakland Roots | 3:3 | ||||
3. Round | 13/06/2021 | Orange County SC | - | Oakland Roots | 1:0 | ||||
3. Round | 27/06/2021 | Oakland Roots | - | Austin Bold | 0:0 | ||||
3. Round | 30/06/2021 | San Diego Loyal | - | Oakland Roots | 1:0 | ||||
4. Round | 11/07/2021 | Oakland Roots | - | Las Vegas Lights FC | 1:2 | ||||
4. Round | 01/08/2021 | Oakland Roots | - | Orange County SC | 0:3 | ||||
5. Round | 05/08/2021 | Oakland Roots | - | Phoenix Rising | 0:1 | ||||
6. Round | 04/09/2021 | Tampa Bay Rowdies | - | Oakland Roots | 3:0 | ||||
7. Round | 07/10/2021 | Oakland Roots | - | Sacramento Republic | 2:1 | ||||
7. Round | 10/10/2021 | Phoenix Rising | - | Oakland Roots | 1:0 | ||||
7. Round | 17/10/2021 | Oakland Roots | - | Orange County SC | 0:1 | ||||
7. Round | 21/10/2021 | Tacoma Defiance | - | Oakland Roots | 0:0 | ||||
7. Round | 24/10/2021 | San Diego Loyal | - | Oakland Roots | 3:4 |