5. Round | 21/07/2019 | Tampa Bay Rowdies | - | Saint Louis FC | 4:1 | ||||
5. Round | 27/07/2019 | New York RB II | - | Tampa Bay Rowdies | 2:0 | ||||
6. Round | 04/08/2019 | Charleston Battery | - | Tampa Bay Rowdies | 0:5 | ||||
6. Round | 11/08/2019 | Tampa Bay Rowdies | - | Birmingham Legion | 0:1 | ||||
6. Round | 22/08/2019 | North Carolina FC | - | Tampa Bay Rowdies | 4:2 | ||||
6. Round | 25/08/2019 | Tampa Bay Rowdies | - | Memphis 901 | 5:0 | ||||
7. Round | 08/09/2019 | Charlotte Independence | - | Tampa Bay Rowdies | 1:3 | ||||
7. Round | 15/09/2019 | Tampa Bay Rowdies | - | Atlanta United II | 1:1 | ||||
7. Round | 19/09/2019 | Ottawa Fury | - | Tampa Bay Rowdies | 1:0 | ||||
8. Round | 05/10/2019 | Loudoun United | - | Tampa Bay Rowdies | 2:0 | ||||
8. Round | 20/10/2019 | Hartford Athletic | - | Tampa Bay Rowdies | 2:1 |