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| I | Vaughan Azzurri | - | HFX Wanderers | 2:3 | ||
| V | HFX Wanderers | - | Vaughan Azzurri | 0:1 | ||
| I: 16.05.2019 01:00 | V: 22.05.2019 23:00 | Campeones: HFX Wanderers | ||||
| I | AS Blainville | - | York9 FC | 0:0 | ||
| V | York9 FC | - | AS Blainville | 1:0 | ||
| I: 16.05.2019 01:00 | V: 23.05.2019 01:00 | Campeones: York9 FC | ||||
| I | Pacific FC | - | Cavalry FC | 0:2 | ||
| V | Cavalry FC | - | Pacific FC | 2:1 | ||
| I: 16.05.2019 04:30 | V: 23.05.2019 03:30 | Campeones: Cavalry FC | ||||
