| 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 | 12/05/2019 | Charlotte Independence | - | Loudoun United | 1:3 | ||||
| 3. Round | 19/05/2019 | Nashville SC | - | Charlotte Independence | 1:1 | ||||
| 3. Round | 26/05/2019 | Pittsburgh Riverhounds | - | Charlotte Independence | 0:0 |
Netherlands