1. Round | 03/07/2016 | Puerto Rico FC | - | Indy Eleven | 1:1 | ||||
1. Round | 10/07/2016 | Indy Eleven | - | Minnesota United FC | 1:0 | ||||
1. Round | 14/07/2016 | Indy Eleven | - | Fort Lauderdale Strikers | 3:0 | ||||
1. Round | 17/07/2016 | Minnesota United FC | - | Indy Eleven | 2:0 | ||||
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 | 21/08/2016 | Carolina RailHawks | - | Indy Eleven | 3:2 | ||||
2. Round | 28/08/2016 | Ottawa Fury | - | Indy Eleven | 1:1 | ||||
2. Round | 01/09/2016 | New York Cosmos | - | Indy Eleven | 3:0 | ||||
4. Round | 13/10/2016 | Jacksonville Armada | - | Indy Eleven | 0:0 | ||||
4. Round | 16/10/2016 | Indy Eleven | - | Carolina RailHawks | 3:0 | ||||
4. Round | 30/10/2016 | Rayo OKC | - | Indy Eleven | 2:1 |