| 5. Round | 21/07/2019 | Orange County SC | - | San Antonio FC | 0:0 | ||||
| 5. Round | 24/07/2019 | Orange County SC | - | Reno 1868 FC | 4:1 | ||||
| 5. Round | 28/07/2019 | Orange County SC | - | Sacramento Republic | 0:0 | ||||
| 6. Round | 10/08/2019 | Tacoma Defiance | - | Orange County SC | 2:1 | ||||
| 6. Round | 18/08/2019 | Orange County SC | - | Las Vegas Lights FC | 3:0 |  |
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| 6. Round | 25/08/2019 | Orange County SC | - | Real Monarchs SLC | 3:1 | ||||
| 7. Round | 01/09/2019 | New Mexico United | - | Orange County SC | 0:2 | ||||
| 7. Round | 08/09/2019 | Portland Timbers 2 | - | Orange County SC | 1:2 | |
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| 7. Round | 15/09/2019 | Orange County SC | - | El Paso Locomotive | 2:0 | ||||
| 7. Round | 22/09/2019 | Tulsa Roughnecks | - | Orange County SC | 0:1 | ||||
| 7. Round | 29/09/2019 | Rio Grande Valley FC | - | Orange County SC | 2:0 | |
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| 8. Round | 06/10/2019 | Orange County SC | - | OKC Energy FC | 2:0 | ||||
| 8. Round | 10/10/2019 | Real Monarchs SLC | - | Orange County SC | 2:0 | ||||
| 8. Round | 13/10/2019 | Sacramento Republic | - | Orange County SC | 2:3 | ||||
| 8. Round | 20/10/2019 | Orange County SC | - | Fresno FC | 2:0 |
USA