1. Round | 18/03/2016 | New York City FC | - | Orlando City | 0:1 | ||||
1. Round | 26/03/2016 | New York City FC | - | New England Revolution | 1:1 | ||||
3. Round | 16/05/2016 | Portland Timbers | - | New York City FC | 1:2 | ||||
3. Round | 19/05/2016 | Toronto FC | - | New York City FC | 1:1 |