| 2. Round | 09/04/2023 | Monterey Bay FC | - | New Mexico United | 4:2 |  |
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| 2. Round | 16/04/2023 | Phoenix Rising | - | Monterey Bay FC | 1:1 | |
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| 2. Round | 23/04/2023 | Indy Eleven | - | Monterey Bay FC | 2:3 |  |
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| 2. Round | 30/04/2023 | Monterey Bay FC | - | Rio Grande Valley FC | 0:0 | |
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| 3. Round | 06/05/2023 | Monterey Bay FC | - | Pittsburgh Riverhounds | 2:2 | ||||
| 4. Round | 25/06/2023 | Monterey Bay FC | - | Miami FC | 1:0 | ||||
| 5. Round | 02/07/2023 | Orange County SC | - | Monterey Bay FC | 3:1 | ||||
| 5. Round | 05/07/2023 | Colorado Springs Switchbacks | - | Monterey Bay FC | 4:0 | ||||
| 5. Round | 16/07/2023 | Monterey Bay FC | - | Oakland Roots | 1:3 | |
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| 5. Round | 23/07/2023 | Detroit City FC | - | Monterey Bay FC | 1:0 | ||||
| 5. Round | 30/07/2023 | Monterey Bay FC | - | Phoenix Rising | 0:2 | ||||
| 6. Round | 06/08/2023 | Monterey Bay FC | - | Sacramento Republic | 0:1 | ||||
| 8. Round | 15/10/2023 | Monterey Bay FC | - | Orange County SC | 0:1 |
USA