| 1. Round | 10/07/2016 | Carolina RailHawks | - | Tampa Bay Rowdies | 4:1 | ||||
| 1. Round | 17/07/2016 | Fort Lauderdale Strikers | - | Carolina RailHawks | 0:1 | ||||
| 1. Round | 28/07/2016 | Ottawa Fury | - | Carolina RailHawks | 2:0 | ||||
| 1. Round | 31/07/2016 | FC Edmonton | - | Carolina RailHawks | 1:0 | ||||
| 2. Round | 07/08/2016 | Jacksonville Armada | - | Carolina RailHawks | 2:2 | ||||
| 2. Round | 14/08/2016 | Carolina RailHawks | - | Puerto Rico FC | 2:2 | ||||
| 3. Round | 29/09/2016 | Carolina RailHawks | - | New York Cosmos | 0:2 | ||||
| 4. Round | 03/10/2016 | Rayo OKC | - | Carolina RailHawks | 1:1 | ||||
| 4. Round | 09/10/2016 | Carolina RailHawks | - | Fort Lauderdale Strikers | 3:0 | ||||
| 4. Round | 13/10/2016 | Carolina RailHawks | - | Rayo OKC | 0:1 | ||||
| 4. Round | 23/10/2016 | Carolina RailHawks | - | Minnesota United FC | 1:0 | ||||
| 4. Round | 30/10/2016 | Puerto Rico FC | - | Carolina RailHawks | 2:1 |
Guatemala