| 5. Round | 18/07/2019 | El Paso Locomotive | - | San Antonio FC | 1:3 |  |
|||
| 5. Round | 21/07/2019 | Orange County SC | - | San Antonio FC | 0:0 | ||||
| 5. Round | 28/07/2019 | San Antonio FC | - | Real Monarchs SLC | 3:1 | |
|||
| 6. Round | 04/08/2019 | San Antonio FC | - | Sacramento Republic | 2:3 |  |
|||
| 6. Round | 11/08/2019 | Reno 1868 FC | - | San Antonio FC | 1:4 | |
|||
| 6. Round | 18/08/2019 | San Antonio FC | - | Rio Grande Valley FC | 2:2 | |
|||
| 6. Round | 25/08/2019 | San Antonio FC | - | New Mexico United | 5:0 | |
|||
| 6. Round | 31/08/2019 | Tacoma Defiance | - | San Antonio FC | 5:1 | ||||
| 7. Round | 08/09/2019 | Phoenix Rising | - | San Antonio FC | 1:0 | ||||
| 7. Round | 15/09/2019 | San Antonio FC | - | OKC Energy FC | 3:1 | |
|||
| 7. Round | 21/09/2019 | Los Angeles Galaxy II | - | San Antonio FC | 1:1 | |
|||
| 7. Round | 29/09/2019 | San Antonio FC | - | Fresno FC | 2:1 | ||||
| 8. Round | 06/10/2019 | Las Vegas Lights FC | - | San Antonio FC | 4:2 | |
 |
||
| 8. Round | 20/10/2019 | San Antonio FC | - | Colorado Springs Switchbacks | 2:2 |
Cuba