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 | ||||
1. Round | 17/07/2016 | Rayo OKC | - | New York Cosmos | 3:0 | ||||
1. Round | 24/07/2016 | Tampa Bay Rowdies | - | New York Cosmos | 2:2 | ||||
1. Round | 28/07/2016 | FC Edmonton | - | New York Cosmos | 2:1 | ||||
1. Round | 31/07/2016 | New York Cosmos | - | Puerto Rico FC | 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 | 28/08/2016 | New York Cosmos | - | Carolina RailHawks | 6:1 | ||||
2. Round | 01/09/2016 | New York Cosmos | - | Indy Eleven | 3:0 |