1. Round | 12/03/2023 | San Diego Loyal | - | Detroit City FC | 1:0 | ||||
2. Round | 16/04/2023 | Miami FC | - | Detroit City FC | 0:0 | ||||
2. Round | 29/04/2023 | Detroit City FC | - | Tampa Bay Rowdies | 0:1 | ||||
3. Round | 07/05/2023 | Detroit City FC | - | FC Tulsa | 1:1 | ||||
3. Round | 14/05/2023 | Tampa Bay Rowdies | - | Detroit City FC | 5:1 |