| 6. Round | 25/08/2019 | Rio Grande Valley FC | - | El Paso Locomotive | 1:0 | ||||
| 7. Round | 02/09/2019 | Austin Bold | - | Rio Grande Valley FC | 3:0 | ||||
| 7. Round | 08/09/2019 | Rio Grande Valley FC | - | Tulsa Roughnecks | 0:1 | ||||
| 7. Round | 15/09/2019 | Sacramento Republic | - | Rio Grande Valley FC | 2:1 | ||||
| 7. Round | 19/09/2019 | Fresno FC | - | Rio Grande Valley FC | 5:0 | ||||
| 7. Round | 22/09/2019 | Rio Grande Valley FC | - | Real Monarchs SLC | 3:1 | ||||
| 8. Round | 06/10/2019 | New Mexico United | - | Rio Grande Valley FC | 1:1 | ||||
| 8. Round | 14/10/2019 | OKC Energy FC | - | Rio Grande Valley FC | 0:2 | ||||
| 8. Round | 19/10/2019 | Rio Grande Valley FC | - | Portland Timbers 2 | 2:1 |  |
Jamaica