| 2. Round | 02/05/2021 | Tampa Bay Rowdies | - | Charlotte Independence | 3:0 | ||||
| 2. Round | 15/05/2021 | Charleston Battery | - | Charlotte Independence | 0:3 | ||||
| 2. Round | 30/05/2021 | Miami FC | - | Charlotte Independence | 2:1 | ||||
| 3. Round | 14/06/2021 | Charlotte Independence | - | Hartford Athletic | 3:2 | ||||
| 3. Round | 24/06/2021 | Charlotte Independence | - | Charleston Battery | 3:0 | ||||
| 3. Round | 27/06/2021 | Miami FC | - | Charlotte Independence | 2:1 | ||||
| 4. Round | 04/07/2021 | Pittsburgh Riverhounds | - | Charlotte Independence | 1:0 | ||||
| 4. Round | 08/07/2021 | Charlotte Independence | - | New York RB II | 2:3 |  |
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| 4. Round | 11/07/2021 | Charlotte Independence | - | Phoenix Rising | 1:1 | ||||
| 5. Round | 07/08/2021 | Loudoun United | - | Charlotte Independence | 0:0 | ||||
| 7. Round | 04/10/2021 | Charlotte Independence | - | Loudoun United | 5:1 |
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