| 5. Round | 02/08/2021 | Miami FC | - | Charleston Battery | 3:2 | ||||
| 5. Round | 07/08/2021 | Charleston Battery | - | Pittsburgh Riverhounds | 2:3 | ||||
| 5. Round | 14/08/2021 | Charleston Battery | - | Loudoun United | 1:0 | ||||
| 5. Round | 18/08/2021 | Hartford Athletic | - | Charleston Battery | 2:1 | ||||
| 5. Round | 21/08/2021 | New York RB II | - | Charleston Battery | 2:3 |  |
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| 5. Round | 29/08/2021 | Charleston Battery | - | Orange County SC | 0:0 | ||||
| 6. Round | 08/09/2021 | Charleston Battery | - | Tampa Bay Rowdies | 0:1 | ||||
| 6. Round | 16/09/2021 | Atlanta United II | - | Charleston Battery | 1:1 | ||||
| 6. Round | 19/09/2021 | Miami FC | - | Charleston Battery | 1:1 | ||||
| 6. Round | 23/09/2021 | Charleston Battery | - | New York RB II | 2:3 | ||||
| 6. Round | 26/09/2021 | Pittsburgh Riverhounds | - | Charleston Battery | 3:3 | ||||
| 7. Round | 03/10/2021 | Charleston Battery | - | Tampa Bay Rowdies | 1:2 | ||||
| 7. Round | 08/10/2021 | Tampa Bay Rowdies | - | Charleston Battery | 4:2 | ||||
| 7. Round | 10/10/2021 | Charleston Battery | - | Hartford Athletic | 4:3 | ||||
| 7. Round | 17/10/2021 | Charlotte Independence | - | Charleston Battery | 5:1 | ||||
| 7. Round | 21/10/2021 | Charleston Battery | - | Los Angeles Galaxy II | 3:1 |
USA