1. Round | 10/07/2016 | Miami FC | - | New York Cosmos | 2:3 | ||||
2. Round | 21/08/2016 | Puerto Rico FC | - | New York Cosmos | 1:2 | ||||
2. Round | 28/08/2016 | New York Cosmos | - | Carolina RailHawks | 6:1 | ||||
3. Round | 04/09/2016 | Fort Lauderdale Strikers | - | New York Cosmos | 0:0 | ||||
3. Round | 11/09/2016 | New York Cosmos | - | Minnesota United FC | 1:0 | ||||
3. Round | 18/09/2016 | New York Cosmos | - | FC Edmonton | 0:0 | ||||
4. Round | 16/10/2016 | Jacksonville Armada | - | New York Cosmos | 2:4 | ||||
4. Round | 23/10/2016 | New York Cosmos | - | Miami FC | 4:0 |