| 1. Round | 24/03/2019 | Orange County SC | - | New Mexico United | 2:2 |  |
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| 1. Round | 31/03/2019 | El Paso Locomotive | - | Orange County SC | 2:0 |  |
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| 2. Round | 07/04/2019 | Orange County SC | - | Colorado Springs Switchbacks | 2:0 | ||||
| 2. Round | 11/04/2019 | Orange County SC | - | Tacoma Defiance | 4:0 | |
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| 3. Round | 19/05/2019 | Orange County SC | - | Austin Bold | 2:2 | |
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| 3. Round | 26/05/2019 | Los Angeles Galaxy II | - | Orange County SC | 2:2 | ||||
| 4. Round | 02/06/2019 | Orange County SC | - | Rio Grande Valley FC | 2:1 | ||||
| 4. Round | 09/06/2019 | Las Vegas Lights FC | - | Orange County SC | 1:1 | |
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| 4. Round | 16/06/2019 | Phoenix Rising | - | Orange County SC | 3:0 | ||||
| 4. Round | 23/06/2019 | Orange County SC | - | Portland Timbers 2 | 0:2 | ||||
| 4. Round | 30/06/2019 | Orange County SC | - | Los Angeles Galaxy II | 1:2 | ||||
| 5. Round | 05/07/2019 | Colorado Springs Switchbacks | - | Orange County SC | 1:2 | ||||
| 5. Round | 14/07/2019 | Austin Bold | - | Orange County SC | 3:2 | ||||
| 5. Round | 21/07/2019 | Orange County SC | - | San Antonio FC | 0:0 |  |
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| 6. Round | 10/08/2019 | Tacoma Defiance | - | Orange County SC | 2:1 | |
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| 8. Round | 06/10/2019 | Orange County SC | - | OKC Energy FC | 2:0 | |
Brazil