5. Round | 19/07/2019 | Portland Timbers | - | Orlando City | 1:1 | ||||
5. Round | 22/07/2019 | Orlando City | - | New York RB | 0:1 | ||||
5. Round | 28/07/2019 | New England Revolution | - | Orlando City | 4:1 | ||||
6. Round | 11/08/2019 | Toronto FC | - | Orlando City | 1:1 | ||||
6. Round | 18/08/2019 | Minnesota United FC | - | Orlando City | 1:1 | ||||
7. Round | 08/09/2019 | Orlando City | - | Los Angeles FC | 2:2 |