| 1. Round | 08/03/2020 | Saint Louis FC | - | Miami FC | 4:1 | ||||
| 3. Round | 08/08/2020 | Miami FC | - | Tampa Bay Rowdies | 0:3 | ||||
| 3. Round | 17/08/2020 | Tampa Bay Rowdies | - | Miami FC | 1:1 | ||||
| 3. Round | 20/08/2020 | Miami FC | - | Atlanta United II | 2:2 | ||||
| 3. Round | 24/08/2020 | Miami FC | - | Charlotte Independence | 2:1 | ||||
| 3. Round | 27/08/2020 | Charleston Battery | - | Miami FC | 3:1 | ||||
| 4. Round | 03/09/2020 | Tampa Bay Rowdies | - | Miami FC | 3:0 | ||||
| 4. Round | 06/09/2020 | Miami FC | - | Charleston Battery | 1:1 | ||||
| 4. Round | 13/09/2020 | Atlanta United II | - | Miami FC | 1:2 | ||||
| 4. Round | 17/09/2020 | Miami FC | - | Birmingham Legion | 0:4 | ||||
| 4. Round | 20/09/2020 | Charleston Battery | - | Miami FC | 2:0 | ||||
| 4. Round | 24/09/2020 | Charlotte Independence | - | Miami FC | 0:0 | ||||
| 4. Round | 27/09/2020 | Miami FC | - | Tampa Bay Rowdies | 0:1 | ||||
| 5. Round | 01/10/2020 | Miami FC | - | Charleston Battery | 4:3 |  |
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| 5. Round | 05/10/2020 | Miami FC | - | Atlanta United II | 3:1 |  |
France