| 1. Jornada | 24.07.2016 | Indy Eleven | - | FC Edmonton | 1:0 | ||||
| 1. Jornada | 31.07.2016 | Miami FC | - | Indy Eleven | 2:1 | ||||
| 2. Jornada | 04.08.2016 | Indy Eleven | - | Jacksonville Armada | 5:2 | ||||
| 2. Jornada | 07.08.2016 | Indy Eleven | - | Ottawa Fury | 1:0 |  |
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| 2. Jornada | 14.08.2016 | Indy Eleven | - | Rayo OKC | 2:1 | ||||
| 2. Jornada | 21.08.2016 | Carolina RailHawks | - | Indy Eleven | 3:2 | ||||
| 2. Jornada | 28.08.2016 | Ottawa Fury | - | Indy Eleven | 1:1 | |
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| 2. Jornada | 01.09.2016 | New York Cosmos | - | Indy Eleven | 3:0 | ||||
| 3. Jornada | 04.09.2016 | Indy Eleven | - | Tampa Bay Rowdies | 1:1 | |
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| 3. Jornada | 11.09.2016 | Fort Lauderdale Strikers | - | Indy Eleven | 2:1 | ||||
| 3. Jornada | 18.09.2016 | Indy Eleven | - | Miami FC | 2:1 |  |
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| 3. Jornada | 25.09.2016 | Indy Eleven | - | New York Cosmos | 3:0 | ||||
| 4. Jornada | 02.10.2016 | FC Edmonton | - | Indy Eleven | 2:1 | ||||
| 4. Jornada | 13.10.2016 | Jacksonville Armada | - | Indy Eleven | 0:0 | ||||
| 4. Jornada | 16.10.2016 | Indy Eleven | - | Carolina RailHawks | 3:0 | ||||
| 4. Jornada | 23.10.2016 | Indy Eleven | - | Puerto Rico FC | 3:0 | ||||
| 4. Jornada | 31.10.2016 | Rayo OKC | - | Indy Eleven | 2:1 |
Jamaica