| 1. Round | 03/04/2016 | Tampa Bay Rowdies | - | Indy Eleven | 0:0 |  |
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| 2. Round | 10/04/2016 | Indy Eleven | - | Ottawa Fury | 1:1 | ||||
| 3. Round | 17/04/2016 | Indy Eleven | - | New York Cosmos | 2:1 | |
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| 5. Round | 01/05/2016 | Rayo OKC | - | Indy Eleven | 1:2 | ||||
| 6. Round | 08/05/2016 | Indy Eleven | - | FC Edmonton | 1:1 | ||||
| 11. Round | 12/06/2016 | Indy Eleven | - | Carolina RailHawks | 4:1 |
USA