1. Round | 02/03/2019 | Philadelphia Union | - | Toronto FC | 1:3 | ||||
1. Round | 17/03/2019 | Toronto FC | - | New England Revolution | 3:2 | ||||
1. Round | 30/03/2019 | Toronto FC | - | New York City FC | 4:0 | ||||
2. Round | 06/04/2019 | Toronto FC | - | Chicago Fire | 2:2 | ||||
2. Round | 20/04/2019 | Toronto FC | - | Minnesota United FC | 4:3 | ||||
3. Round | 09/05/2019 | Atlanta United FC | - | Toronto FC | 2:0 | ||||
7. Round | 29/09/2019 | Chicago Fire | - | Toronto FC | 2:2 |