| 1. Round | 19/03/2023 | Monterey Bay FC | - | Louisville City FC | 0:1 | ||||
| 1. Round | 25/03/2023 | Rio Grande Valley FC | - | Monterey Bay FC | 1:1 | ||||
| 3. Round | 06/05/2023 | Monterey Bay FC | - | Pittsburgh Riverhounds | 2:2 | ||||
| 3. Round | 14/05/2023 | New Mexico United | - | Monterey Bay FC | 2:1 |  |
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| 3. Round | 20/05/2023 | Charleston Battery | - | Monterey Bay FC | 1:0 | ||||
| 3. Round | 01/06/2023 | Monterey Bay FC | - | FC Tulsa | 0:0 | ||||
| 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 | 23/07/2023 | Detroit City FC | - | Monterey Bay FC | 1:0 | ||||
| 7. Round | 03/09/2023 | El Paso Locomotive | - | Monterey Bay FC | 1:2 | ||||
| 7. Round | 01/10/2023 | San Diego Loyal | - | Monterey Bay FC | 4:1 | ||||
| 8. Round | 15/10/2023 | Monterey Bay FC | - | Orange County SC | 0:1 |
USA