| 5. Jornada | 28.07.2019 | Chicago Fire | - | D.C. United | 0:0 | ||||
| 6. Jornada | 04.08.2019 | Houston Dynamo | - | Chicago Fire | 0:1 | ||||
| 6. Jornada | 11.08.2019 | Chicago Fire | - | Impact de Montréal | 3:2 | ||||
| 6. Jornada | 15.08.2019 | Portland Timbers | - | Chicago Fire | 3:2 | ||||
| 6. Jornada | 18.08.2019 | Chicago Fire | - | Philadelphia Union | 2:0 | ||||
| 6. Jornada | 25.08.2019 | New England Revolution | - | Chicago Fire | 2:1 | ||||
| 7. Jornada | 01.09.2019 | Columbus Crew | - | Chicago Fire | 1:1 |  |
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| 7. Jornada | 14.09.2019 | Chicago Fire | - | FC Dallas | 4:0 | ||||
| 7. Jornada | 22.09.2019 | FC Cincinnati | - | Chicago Fire | 0:0 | ||||
| 7. Jornada | 29.09.2019 | Chicago Fire | - | Toronto FC | 2:2 | ||||
| 8. Jornada | 06.10.2019 | Orlando City | - | Chicago Fire | 2:5 |
Estados Unidos
México