| 4. Round | 02/06/2022 | FC Tulsa | - | Tampa Bay Rowdies | 1:1 |  |
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| 4. Round | 06/06/2022 | Tampa Bay Rowdies | - | Louisville City FC | 1:0 | ||||
| 4. Round | 12/06/2022 | Miami FC | - | Tampa Bay Rowdies | 1:2 | ||||
| 4. Round | 19/06/2022 | Tampa Bay Rowdies | - | Charleston Battery | 1:1 | ||||
| 5. Round | 03/07/2022 | Tampa Bay Rowdies | - | Memphis 901 | 2:0 | ||||
| 5. Round | 10/07/2022 | Hartford Athletic | - | Tampa Bay Rowdies | 2:3 | |
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| 5. Round | 17/07/2022 | Loudoun United | - | Tampa Bay Rowdies | 1:4 | ||||
| 5. Round | 24/07/2022 | Tampa Bay Rowdies | - | Atlanta United II | 3:1 |
France