| 5. Round | 18/08/2021 | Hartford Athletic | - | Charleston Battery | 2:1 |  |
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| 5. Round | 22/08/2021 | Miami FC | - | Hartford Athletic | 2:0 | ||||
| 5. Round | 29/08/2021 | Hartford Athletic | - | Pittsburgh Riverhounds | 2:3 | |
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| 6. Round | 08/09/2021 | Hartford Athletic | - | Louisville City FC | 2:4 | ||||
| 6. Round | 12/09/2021 | Charlotte Independence | - | Hartford Athletic | 2:0 | ||||
| 6. Round | 26/09/2021 | Hartford Athletic | - | Tampa Bay Rowdies | 1:2 | ||||
| 7. Round | 07/10/2021 | New Mexico United | - | Hartford Athletic | 2:2 |
Guatemala
USA