1. Round | 03/07/2016 | Tampa Bay Rowdies | - | Jacksonville Armada | 1:1 | ||||
1. Round | 10/07/2016 | Jacksonville Armada | - | Puerto Rico FC | 2:1 | ||||
1. Round | 14/07/2016 | New York Cosmos | - | Jacksonville Armada | 3:0 | ||||
1. Round | 17/07/2016 | Miami FC | - | Jacksonville Armada | 1:0 | ||||
1. Round | 23/07/2016 | Jacksonville Armada | - | Ottawa Fury | 0:2 | ||||
1. Round | 31/07/2016 | Fort Lauderdale Strikers | - | Jacksonville Armada | 1:0 | ||||
2. Round | 20/08/2016 | Jacksonville Armada | - | Minnesota United FC | 0:0 |