| 2. Round | 10/04/2016 | New York Cosmos | - | Jacksonville Armada | 2:0 | ||||
| 5. Round | 01/05/2016 | New York Cosmos | - | Carolina RailHawks | 1:0 |  |
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| 6. Round | 08/05/2016 | Miami FC | - | New York Cosmos | 0:3 | ||||
| 7. Round | 15/05/2016 | FC Edmonton | - | New York Cosmos | 2:1 | |
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| 8. Round | 22/05/2016 | New York Cosmos | - | Tampa Bay Rowdies | 2:1 | ||||
| 9. Round | 29/05/2016 | New York Cosmos | - | Rayo OKC | 1:0 | ||||
| 10. Round | 05/06/2016 | Fort Lauderdale Strikers | - | New York Cosmos | 2:1 |
Venezuela
Colombia