1. Round | 24/07/2016 | Puerto Rico FC | - | Rayo OKC | 1:0 | ||||
2. Round | 07/08/2016 | Puerto Rico FC | - | FC Edmonton | 0:1 | ||||
2. Round | 14/08/2016 | Carolina RailHawks | - | Puerto Rico FC | 2:2 | ||||
2. Round | 28/08/2016 | FC Edmonton | - | Puerto Rico FC | 0:0 | ||||
3. Round | 08/09/2016 | Puerto Rico FC | - | Ottawa Fury | 0:0 | ||||
4. Round | 16/10/2016 | Fort Lauderdale Strikers | - | Puerto Rico FC | 2:0 |