2. Round | 04/08/2016 | Indy Eleven | - | Jacksonville Armada | 5:2 | ||||
2. Round | 07/08/2016 | Indy Eleven | - | Ottawa Fury | 1:0 | ||||
2. Round | 14/08/2016 | Indy Eleven | - | Rayo OKC | 2:1 | ||||
2. Round | 28/08/2016 | Ottawa Fury | - | Indy Eleven | 1:1 | ||||
2. Round | 01/09/2016 | New York Cosmos | - | Indy Eleven | 3:0 | ||||
3. Round | 04/09/2016 | Indy Eleven | - | Tampa Bay Rowdies | 1:1 | ||||
3. Round | 11/09/2016 | Fort Lauderdale Strikers | - | Indy Eleven | 2:1 | ||||
3. Round | 18/09/2016 | Indy Eleven | - | Miami FC | 2:1 | ||||
3. Round | 25/09/2016 | Indy Eleven | - | New York Cosmos | 3:0 | ||||
4. Round | 02/10/2016 | FC Edmonton | - | Indy Eleven | 2:1 | ||||
4. Round | 13/10/2016 | Jacksonville Armada | - | Indy Eleven | 0:0 | ||||
4. Round | 16/10/2016 | Indy Eleven | - | Carolina RailHawks | 3:0 | ||||
4. Round | 23/10/2016 | Indy Eleven | - | Puerto Rico FC | 3:0 |