2019
1/16-finals
| 1 | Toronto FC | Bye | |
| 5 | HFX Wanderers | Vaughan | 0 : 1, 3 : 2 |
| 6 | Bye | Valour | |
| 8 | Bye | Ottawa Fury | |
| 9 | York Utd | Blainville | 1 : 0, 0 : 0 |
| 10 | Bye | Edmonton | |
| 12 | Bye | CF Montreal | |
| 13 | Cavalry | Pacific FC | 2 : 1, 2 : 0 |
| 14 | Bye | Forge | |
| 16 | Bye | Vancouver Whitecaps |
1/8-finals
| 1 | Toronto FC | Bye | |
| 3 | HFX Wanderers | Valour | 2 : 0, 2 : 1 |
| 4 | Bye | Ottawa Fury | |
| 5 | York Utd | Edmonton | 0 : 1, 3 : 1 |
| 6 | Bye | CF Montreal | |
| 7 | Cavalry | Forge | 2 : 1, 1 : 1 |
| 8 | Bye | Vancouver Whitecaps |
Quarter-finals
| 1 | Toronto FC | Bye | |
| 2 | HFX Wanderers | Ottawa Fury | 2 : 2, 2 : 3 |
| 3 | York Utd | CF Montreal | 0 : 1, 2 : 2 |
| 4 | Cavalry | Vancouver Whitecaps | 2 : 1, 0 : 0 |
Semi-finals
| 1 | Toronto FC | Ottawa Fury | 3 : 0, 2 : 0 |
| 2 | CF Montreal | Cavalry | 1 : 0, 2 : 1 |
Final
| 1 | Toronto FC | CF Montreal | 1 : 1, 0 : 1 |
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