| 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 | ||||
| 2. Round | 04/08/2016 | Indy Eleven | - | Jacksonville Armada | 5:2 | ||||
| 2. Round | 07/08/2016 | Jacksonville Armada | - | Carolina RailHawks | 2:2 | ||||
| 3. Round | 25/09/2016 | Jacksonville Armada | - | Rayo OKC | 1:1 |
Canada
France