| 6. Round | 10/08/2019 | Loudoun United | - | Charlotte Independence | 3:3 | ||||
| 6. Round | 31/08/2019 | Charlotte Independence | - | Charleston Battery | 0:0 | ||||
| 7. Round | 08/09/2019 | Charlotte Independence | - | Tampa Bay Rowdies | 1:3 | ||||
| 7. Round | 14/09/2019 | New York RB II | - | Charlotte Independence | 2:0 |  |
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| 7. Round | 22/09/2019 | Charlotte Independence | - | Swope Park Rangers | 0:3 | ||||
| 7. Round | 29/09/2019 | Charlotte Independence | - | Hartford Athletic | 4:0 |  |
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| 8. Round | 07/10/2019 | Bethlehem Steel FC | - | Charlotte Independence | 1:2 | ||||
| 8. Round | 13/10/2019 | Memphis 901 | - | Charlotte Independence | 1:2 | ||||
| 8. Round | 20/10/2019 | Charlotte Independence | - | Ottawa Fury | 3:1 |
Mexico