| 2. Jornada | 01.04.2019 | Orlando City | - | D.C. United | 1:2 | ||||
| 3. Jornada | 16.05.2019 | Seattle Sounders | - | Orlando City | 2:1 | ||||
| 3. Jornada | 19.05.2019 | Orlando City | - | FC Cincinnati | 5:1 | ||||
| 4. Jornada | 27.06.2019 | D.C. United | - | Orlando City | 1:0 | ||||
| 4. Jornada | 30.06.2019 | Columbus Crew | - | Orlando City | 0:2 | ||||
| 5. Jornada | 07.07.2019 | Philadelphia Union | - | Orlando City | 2:2 | ||||
| 5. Jornada | 14.07.2019 | Orlando City | - | Columbus Crew | 1:0 |  |
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| 5. Jornada | 19.07.2019 | Portland Timbers | - | Orlando City | 1:1 | ||||
| 6. Jornada | 11.08.2019 | Toronto FC | - | Orlando City | 1:1 | |
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| 6. Jornada | 15.08.2019 | Orlando City | - | Sporting Kansas City | 1:0 | ||||
| 6. Jornada | 18.08.2019 | Minnesota United FC | - | Orlando City | 1:1 | ||||
| 6. Jornada | 24.08.2019 | Orlando City | - | Atlanta United FC | 0:1 | ||||
| 7. Jornada | 01.09.2019 | San Jose Earthquakes | - | Orlando City | 3:0 | ||||
| 7. Jornada | 08.09.2019 | Orlando City | - | Los Angeles FC | 2:2 | |
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| 7. Jornada | 15.09.2019 | Orlando City | - | New England Revolution | 3:3 | ||||
| 7. Jornada | 29.09.2019 | FC Cincinnati | - | Orlando City | 1:1 | |
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| 8. Jornada | 06.10.2019 | Orlando City | - | Chicago Fire | 2:5 | |
Estados Unidos
Haití