| 5. Round | 30/04/2016 | Ottawa Fury | - | Miami FC | 2:0 | ||||
| 6. Round | 07/05/2016 | Ottawa Fury | - | Minnesota United FC | 2:2 |  |
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| 8. Round | 22/05/2016 | Ottawa Fury | - | Jacksonville Armada | 1:0 | |
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| 9. Round | 28/05/2016 | Ottawa Fury | - | Fort Lauderdale Strikers | 1:2 | ||||
| 10. Round | 05/06/2016 | Tampa Bay Rowdies | - | Ottawa Fury | 2:1 |
England