| 3. Round | 21/05/2023 | Sacramento Republic | - | Oakland Roots | 3:1 | ||||
| 3. Round | 28/05/2023 | Oakland Roots | - | San Diego Loyal | 2:0 |  |
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| 5. Round | 09/07/2023 | Tampa Bay Rowdies | - | Oakland Roots | 3:0 |  |
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| 6. Round | 05/08/2023 | Charleston Battery | - | Oakland Roots | 0:1 | |
USA