1. Round | 03/04/2016 | Tampa Bay Rowdies | - | Indy Eleven | 0:0 | ||||
3. Round | 17/04/2016 | Tampa Bay Rowdies | - | FC Edmonton | 1:0 | ||||
5. Round | 01/05/2016 | Fort Lauderdale Strikers | - | Tampa Bay Rowdies | 0:1 | ||||
9. Round | 29/05/2016 | Minnesota United FC | - | Tampa Bay Rowdies | 0:2 | ||||
10. Round | 05/06/2016 | Tampa Bay Rowdies | - | Ottawa Fury | 2:1 |