| 2. Round | 21/04/2019 | Charlotte Independence | - | North Carolina FC | 0:3 | ||||
| 2. Round | 28/04/2019 | Tampa Bay Rowdies | - | Charlotte Independence | 1:1 | ||||
| 3. Round | 05/05/2019 | Hartford Athletic | - | Charlotte Independence | 1:1 |  |
|||
| 3. Round | 19/05/2019 | Nashville SC | - | Charlotte Independence | 1:1 | ||||
| 3. Round | 26/05/2019 | Pittsburgh Riverhounds | - | Charlotte Independence | 0:0 | ||||
| 4. Round | 02/06/2019 | Ottawa Fury | - | Charlotte Independence | 4:1 | |
|||
| 4. Round | 08/06/2019 | Swope Park Rangers | - | Charlotte Independence | 0:0 | ||||
| 4. Round | 23/06/2019 | Louisville City FC | - | Charlotte Independence | 1:1 | ||||
| 5. Round | 25/07/2019 | Atlanta United II | - | Charlotte Independence | 2:2 | |
|||
| 6. Round | 10/08/2019 | Loudoun United | - | Charlotte Independence | 3:3 | ||||
| 6. Round | 18/08/2019 | Charlotte Independence | - | Nashville SC | 1:3 | ||||
| 7. Round | 22/09/2019 | Charlotte Independence | - | Swope Park Rangers | 0:3 |
USA