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| H | HFX Wanderers | - | Ottawa Fury | 2:3 | ||
| R | Ottawa Fury | - | HFX Wanderers | 2:2 | ||
| H: 11.07.2019 00:00 | R: 25.07.2019 01:30 | Sieger: Ottawa Fury | ||||
| H | York9 FC | - | Impact de Montréal | 2:2 | ||
| R | Impact de Montréal | - | York9 FC | 1:0 | ||
| H: 11.07.2019 01:30 | R: 25.07.2019 01:30 | Sieger: Impact de Montréal | ||||
| H | Cavalry FC | - | Vancouver Whitecaps | 0:0 | ||
| R | Vancouver Whitecaps | - | Cavalry FC | 1:2 | ||
| H: 11.07.2019 03:30 | R: 25.07.2019 04:30 | Sieger: Cavalry FC | ||||
