| 1. Jornada | 02.03.2019 | Orlando City | - | New York City FC | 2:2 | ||||
| 1. Jornada | 09.03.2019 | Chicago Fire | - | Orlando City | 1:1 | ||||
| 1. Jornada | 16.03.2019 | Orlando City | - | Impact de Montréal | 1:3 |  |
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| 1. Jornada | 24.03.2019 | New York RB | - | Orlando City | 0:1 | ||||
| 2. Jornada | 01.04.2019 | Orlando City | - | D.C. United | 1:2 | ||||
| 2. Jornada | 14.04.2019 | Real Salt Lake | - | Orlando City | 2:1 | |
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| 3. Jornada | 16.05.2019 | Seattle Sounders | - | Orlando City | 2:1 | ||||
| 5. Jornada | 04.07.2019 | Orlando City | - | Philadelphia Union | 1:3 | ||||
| 5. Jornada | 07.07.2019 | Philadelphia Union | - | Orlando City | 2:2 | ||||
| 6. Jornada | 15.08.2019 | Orlando City | - | Sporting Kansas City | 1:0 | ||||
| 8. Jornada | 06.10.2019 | Orlando City | - | Chicago Fire | 2:5 |
Irlanda