1. Round | 25/03/2023 | Charleston Battery | - | Tampa Bay Rowdies | 3:0 | ||||
2. Round | 13/04/2023 | Tampa Bay Rowdies | - | Charleston Battery | 1:2 | ||||
2. Round | 23/04/2023 | San Diego Loyal | - | Tampa Bay Rowdies | 1:0 | ||||
5. Round | 02/07/2023 | Las Vegas Lights FC | - | Tampa Bay Rowdies | 1:2 | ||||
5. Round | 09/07/2023 | Tampa Bay Rowdies | - | Oakland Roots | 3:0 | ||||
6. Round | 06/08/2023 | Pittsburgh Riverhounds | - | Tampa Bay Rowdies | 1:0 | ||||
6. Round | 13/08/2023 | Tampa Bay Rowdies | - | Monterey Bay FC | 4:1 | ||||
6. Round | 27/08/2023 | Miami FC | - | Tampa Bay Rowdies | 0:2 | ||||
7. Round | 03/09/2023 | Tampa Bay Rowdies | - | Hartford Athletic | 2:1 | ||||
7. Round | 24/09/2023 | Tampa Bay Rowdies | - | Memphis 901 | 2:4 | ||||
7. Round | 28/09/2023 | Hartford Athletic | - | Tampa Bay Rowdies | 0:2 |