| 1. Round | 17/03/2019 | Orange County SC | - | Tulsa Roughnecks | 3:5 |  |
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| 1. Round | 24/03/2019 | Orange County SC | - | New Mexico United | 2:2 | ||||
| 1. Round | 31/03/2019 | El Paso Locomotive | - | Orange County SC | 2:0 | ||||
| 2. Round | 21/04/2019 | OKC Energy FC | - | Orange County SC | 1:0 | |
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| 2. Round | 27/04/2019 | Fresno FC | - | Orange County SC | 2:2 | |
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| 7. Round | 01/09/2019 | New Mexico United | - | Orange County SC | 0:2 | |
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| 7. Round | 08/09/2019 | Portland Timbers 2 | - | Orange County SC | 1:2 |
USA