| 6. Round | 12/04/2024 | Miami FC | - | Tampa Bay Rowdies | 2:5 | ||||
| 7. Round | 21/04/2024 | Tampa Bay Rowdies | - | El Paso Locomotive | 1:1 | ||||
| 8. Round | 28/04/2024 | Tampa Bay Rowdies | - | New Mexico United | 3:0 | ||||
| 9. Round | 04/05/2024 | Memphis 901 | - | Tampa Bay Rowdies | 4:1 | ||||
| 11. Round | 19/05/2024 | Tampa Bay Rowdies | - | FC Tulsa | 5:0 | ||||
| 12. Round | 26/05/2024 | Tampa Bay Rowdies | - | Las Vegas Lights FC | 1:0 | ||||
| 13. Round | 02/06/2024 | Sacramento Republic | - | Tampa Bay Rowdies | 0:1 |  |
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| 14. Round | 09/06/2024 | Oakland Roots | - | Tampa Bay Rowdies | 1:0 | ||||
| 15. Round | 16/06/2024 | Tampa Bay Rowdies | - | Louisville City FC | 3:2 |  |
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| 16. Round | 22/06/2024 | Hartford Athletic | - | Tampa Bay Rowdies | 0:1 | |
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| 17. Round | 30/06/2024 | Loudoun United | - | Tampa Bay Rowdies | 2:0 | ||||
| 18. Round | 07/07/2024 | Detroit City FC | - | Tampa Bay Rowdies | 1:1 | ||||
| 19. Round | 14/07/2024 | Tampa Bay Rowdies | - | Orange County SC | 2:0 |
England