| 2. Jornada | 27.04.2019 | Austin Bold | - | Real Monarchs SLC | 3:2 | ||||
| 3. Jornada | 05.05.2019 | Los Angeles Galaxy II | - | Austin Bold | 1:0 | ||||
| 3. Jornada | 11.05.2019 | Austin Bold | - | OKC Energy FC | 2:1 | ||||
| 3. Jornada | 19.05.2019 | Orange County SC | - | Austin Bold | 2:2 | ||||
| 3. Jornada | 23.05.2019 | Fresno FC | - | Austin Bold | 1:0 | ||||
| 4. Jornada | 16.06.2019 | Austin Bold | - | Tacoma Defiance | 1:1 | ||||
| 5. Jornada | 14.07.2019 | Austin Bold | - | Orange County SC | 3:2 | ||||
| 5. Jornada | 20.07.2019 | Phoenix Rising | - | Austin Bold | 6:0 | ||||
| 5. Jornada | 28.07.2019 | Austin Bold | - | Fresno FC | 1:0 | ||||
| 6. Jornada | 04.08.2019 | New Mexico United | - | Austin Bold | 2:2 |  |
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| 6. Jornada | 11.08.2019 | Austin Bold | - | Los Angeles Galaxy II | 1:3 |  |
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| 7. Jornada | 08.09.2019 | Colorado Springs Switchbacks | - | Austin Bold | 1:1 | |
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| 7. Jornada | 16.09.2019 | Austin Bold | - | Reno 1868 FC | 1:2 | |
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| 8. Jornada | 17.10.2019 | Real Monarchs SLC | - | Austin Bold | 2:2 | ||||
| 8. Jornada | 20.10.2019 | Tacoma Defiance | - | Austin Bold | 3:1 |
Jamaica