2. Round | 10/04/2016 | Miami FC | - | Tampa Bay Rowdies | 1:1 | ||||
3. Round | 17/04/2016 | Tampa Bay Rowdies | - | FC Edmonton | 1:0 | ||||
4. Round | 24/04/2016 | Tampa Bay Rowdies | - | Carolina RailHawks | 1:3 | ||||
10. Round | 05/06/2016 | Tampa Bay Rowdies | - | Ottawa Fury | 2:1 | ||||
11. Round | 11/06/2016 | Jacksonville Armada | - | Tampa Bay Rowdies | 1:1 |