| 7. Jornada | 09.09.2019 | Charleston Battery | - | Indy Eleven | 1:0 | ||||
| 7. Jornada | 12.09.2019 | Indy Eleven | - | Ottawa Fury | 2:0 | ||||
| 7. Jornada | 15.09.2019 | Indy Eleven | - | Bethlehem Steel FC | 2:1 | ||||
| 7. Jornada | 21.09.2019 | Birmingham Legion | - | Indy Eleven | 1:0 | ||||
| 7. Jornada | 26.09.2019 | Atlanta United II | - | Indy Eleven | 2:1 | ||||
| 8. Jornada | 06.10.2019 | Indy Eleven | - | Memphis 901 | 3:0 |  |
|||
| 8. Jornada | 13.10.2019 | Tampa Bay Rowdies | - | Indy Eleven | 1:1 | ||||
| 8. Jornada | 17.10.2019 | Indy Eleven | - | Swope Park Rangers | 2:1 |
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