1. Round | 03/07/2016 | New York Cosmos | - | Ottawa Fury | 2:1 | ||||
1. Round | 10/07/2016 | Miami FC | - | New York Cosmos | 2:3 | ||||
1. Round | 14/07/2016 | New York Cosmos | - | Jacksonville Armada | 3:0 | ||||
2. Round | 07/08/2016 | New York Cosmos | - | Rayo OKC | 1:1 | ||||
2. Round | 14/08/2016 | New York Cosmos | - | Tampa Bay Rowdies | 3:2 | ||||
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 | 11/09/2016 | New York Cosmos | - | Minnesota United FC | 1:0 | ||||
3. Round | 18/09/2016 | New York Cosmos | - | FC Edmonton | 0:0 | ||||
3. Round | 25/09/2016 | Indy Eleven | - | New York Cosmos | 3:0 | ||||
3. Round | 29/09/2016 | Carolina RailHawks | - | New York Cosmos | 0:2 | ||||
4. Round | 02/10/2016 | New York Cosmos | - | Fort Lauderdale Strikers | 2:0 | ||||
4. Round | 09/10/2016 | Ottawa Fury | - | New York Cosmos | 1:1 | ||||
4. Round | 16/10/2016 | Jacksonville Armada | - | New York Cosmos | 2:4 | ||||
4. Round | 30/10/2016 | Minnesota United FC | - | New York Cosmos | 0:1 |