| 2. Round | 25/04/2019 | Los Angeles Galaxy II | - | Rio Grande Valley FC | 4:4 | ||||
| 4. Round | 24/06/2019 | Rio Grande Valley FC | - | Austin Bold | 0:1 | ||||
| 5. Round | 07/07/2019 | Rio Grande Valley FC | - | Tacoma Defiance | 0:0 | ||||
| 6. Round | 18/08/2019 | San Antonio FC | - | Rio Grande Valley FC | 2:2 |  |
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| 7. Round | 08/09/2019 | Rio Grande Valley FC | - | Tulsa Roughnecks | 0:1 | ||||
| 7. Round | 19/09/2019 | Fresno FC | - | Rio Grande Valley FC | 5:0 | ||||
| 7. Round | 29/09/2019 | Rio Grande Valley FC | - | Orange County SC | 2:0 | ||||
| 8. Round | 06/10/2019 | New Mexico United | - | Rio Grande Valley FC | 1:1 | ||||
| 8. Round | 19/10/2019 | Rio Grande Valley FC | - | Portland Timbers 2 | 2:1 |
USA