| 1. Jornada | 12.03.2023 | San Antonio FC | - | Oakland Roots | 3:1 |  |
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| 1. Jornada | 20.03.2023 | Rio Grande Valley FC | - | Oakland Roots | 1:1 | ||||
| 2. Jornada | 02.04.2023 | Oakland Roots | - | New Mexico United | 1:0 | ||||
| 2. Jornada | 09.04.2023 | Indy Eleven | - | Oakland Roots | 0:3 |  |
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| 2. Jornada | 16.04.2023 | Oakland Roots | - | Hartford Athletic | 1:2 | ||||
| 2. Jornada | 30.04.2023 | Oakland Roots | - | Miami FC | 0:0 | ||||
| 3. Jornada | 07.05.2023 | Birmingham Legion | - | Oakland Roots | 1:4 | ||||
| 3. Jornada | 14.05.2023 | Oakland Roots | - | Orange County SC | 3:0 | |
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| 3. Jornada | 21.05.2023 | Sacramento Republic | - | Oakland Roots | 3:1 | ||||
| 3. Jornada | 28.05.2023 | Oakland Roots | - | San Diego Loyal | 2:0 |
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