1. Round | 12/03/2023 | Tampa Bay Rowdies | - | Indy Eleven | 1:1 | ||||
1. Round | 19/03/2023 | Orange County SC | - | Tampa Bay Rowdies | 1:1 | ||||
1. Round | 25/03/2023 | Charleston Battery | - | Tampa Bay Rowdies | 3:0 | ||||
2. Round | 02/04/2023 | Tampa Bay Rowdies | - | Birmingham Legion | 0:2 | ||||
2. Round | 23/04/2023 | San Diego Loyal | - | Tampa Bay Rowdies | 1:0 | ||||
2. Round | 29/04/2023 | Detroit City FC | - | Tampa Bay Rowdies | 0:1 |