| 3. Round | 23/03/2024 | Detroit City FC | - | Loudoun United | 2:1 | ||||
| 4. Round | 30/03/2024 | Indy Eleven | - | Detroit City FC | 1:2 | ||||
| 5. Round | 06/04/2024 | Detroit City FC | - | North Carolina FC | 1:0 | ||||
| 7. Round | 20/04/2024 | Detroit City FC | - | Oakland Roots | 3:1 | ||||
| 17. Round | 27/06/2024 | Detroit City FC | - | Birmingham Legion | 1:2 |
USA