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| 1st(1st leg) | HFX Wanderers | - | Ottawa Fury | 2:3 | ||
| 2nd (2nd leg) | Ottawa Fury | - | HFX Wanderers | 2:2 | ||
| 1st(1st leg): 10/07/2019 23:00 | 2nd (2nd leg): 25/07/2019 00:30 | Winner: Ottawa Fury | ||||
| 1st(1st leg) | York9 FC | - | Impact de Montréal | 2:2 | ||
| 2nd (2nd leg) | Impact de Montréal | - | York9 FC | 1:0 | ||
| 1st(1st leg): 11/07/2019 00:30 | 2nd (2nd leg): 25/07/2019 00:30 | Winner: Impact de Montréal | ||||
| 1st(1st leg) | Cavalry FC | - | Vancouver Whitecaps | 0:0 | ||
| 2nd (2nd leg) | Vancouver Whitecaps | - | Cavalry FC | 1:2 | ||
| 1st(1st leg): 11/07/2019 02:30 | 2nd (2nd leg): 25/07/2019 03:30 | Winner: Cavalry FC | ||||
