| 2. Round | 21/04/2019 | Austin Bold | - | El Paso Locomotive | 0:0 | ||||
| 3. Round | 26/05/2019 | Austin Bold | - | New Mexico United | 1:3 | ||||
| 4. Round | 02/06/2019 | Tulsa Roughnecks | - | Austin Bold | 2:3 | ||||
| 4. Round | 09/06/2019 | Austin Bold | - | Portland Timbers 2 | 2:2 | ||||
| 4. Round | 16/06/2019 | Austin Bold | - | Tacoma Defiance | 1:1 | ||||
| 4. Round | 24/06/2019 | Rio Grande Valley FC | - | Austin Bold | 0:1 | ||||
| 4. Round | 30/06/2019 | Austin Bold | - | Colorado Springs Switchbacks | 5:0 | ||||
| 5. Round | 04/07/2019 | San Antonio FC | - | Austin Bold | 3:0 | ||||
| 5. Round | 14/07/2019 | Austin Bold | - | Orange County SC | 3:2 |  |
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| 5. Round | 28/07/2019 | Austin Bold | - | Fresno FC | 1:0 | |
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| 6. Round | 04/08/2019 | New Mexico United | - | Austin Bold | 2:2 | ||||
| 6. Round | 25/08/2019 | OKC Energy FC | - | Austin Bold | 4:2 | ||||
| 7. Round | 23/09/2019 | Austin Bold | - | Las Vegas Lights FC | 4:1 | ||||
| 7. Round | 29/09/2019 | Portland Timbers 2 | - | Austin Bold | 1:2 | ||||
| 8. Round | 11/10/2019 | El Paso Locomotive | - | Austin Bold | 1:1 | |
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| 8. Round | 17/10/2019 | Real Monarchs SLC | - | Austin Bold | 2:2 | |
USA