| 1. Round | 03/04/2016 | New York Cosmos | - | Ottawa Fury | 3:0 | ||||
| 2. Round | 10/04/2016 | Indy Eleven | - | Ottawa Fury | 1:1 | ||||
| 3. Round | 17/04/2016 | Carolina RailHawks | - | Ottawa Fury | 1:0 | ||||
| 4. Round | 24/04/2016 | FC Edmonton | - | Ottawa Fury | 2:0 |  |
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| 5. Round | 30/04/2016 | Ottawa Fury | - | Miami FC | 2:0 | ||||
| 6. Round | 07/05/2016 | Ottawa Fury | - | Minnesota United FC | 2:2 | ||||
| 8. Round | 22/05/2016 | Ottawa Fury | - | Jacksonville Armada | 1:0 | ||||
| 9. Round | 28/05/2016 | Ottawa Fury | - | Fort Lauderdale Strikers | 1:2 | |
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| 10. Round | 05/06/2016 | Tampa Bay Rowdies | - | Ottawa Fury | 2:1 | ||||
| 11. Round | 12/06/2016 | Ottawa Fury | - | Rayo OKC | 1:1 |
England