| 1. Jornada | 03.03.2019 | Los Angeles Galaxy | - | Chicago Fire | 2:1 | ||||
| 1. Jornada | 09.03.2019 | Chicago Fire | - | Orlando City | 1:1 | ||||
| 1. Jornada | 16.03.2019 | Chicago Fire | - | Seattle Sounders | 2:4 | ||||
| 2. Jornada | 25.04.2019 | New York City FC | - | Chicago Fire | 1:0 | ||||
| 2. Jornada | 28.04.2019 | Impact de Montréal | - | Chicago Fire | 1:0 | ||||
| 3. Jornada | 18.05.2019 | San Jose Earthquakes | - | Chicago Fire | 4:1 | ||||
| 5. Jornada | 07.07.2019 | Sporting Kansas City | - | Chicago Fire | 1:0 |  |
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| 5. Jornada | 21.07.2019 | Philadelphia Union | - | Chicago Fire | 2:0 | ||||
| 5. Jornada | 28.07.2019 | Chicago Fire | - | D.C. United | 0:0 | ||||
| 6. Jornada | 04.08.2019 | Houston Dynamo | - | Chicago Fire | 0:1 |
Costa Rica