| 2. Jornada | 08.05.2021 | Chicago Fire | - | Philadelphia Union | 0:2 |  |
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| 2. Jornada | 14.05.2021 | D.C. United | - | Chicago Fire | 1:0 | |
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| 2. Jornada | 23.05.2021 | Chicago Fire | - | Inter Miami CF | 1:0 | ||||
| 2. Jornada | 29.05.2021 | Chicago Fire | - | CF Montréal | 0:1 | ||||
| 4. Jornada | 04.07.2021 | Chicago Fire | - | Atlanta United FC | 3:0 | ||||
| 4. Jornada | 08.07.2021 | Chicago Fire | - | Orlando City | 3:1 | ||||
| 4. Jornada | 18.07.2021 | Nashville SC | - | Chicago Fire | 5:1 | ||||
| 4. Jornada | 22.07.2021 | Chicago Fire | - | D.C. United | 2:2 | ||||
| 4. Jornada | 25.07.2021 | Chicago Fire | - | Toronto FC | 1:2 | ||||
| 5. Jornada | 02.08.2021 | Philadelphia Union | - | Chicago Fire | 1:1 |  |
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| 5. Jornada | 09.08.2021 | Chicago Fire | - | New York RB | 2:1 | ||||
| 5. Jornada | 16.08.2021 | Chicago Fire | - | Columbus Crew | 1:0 | ||||
| 5. Jornada | 19.08.2021 | Inter Miami CF | - | Chicago Fire | 3:2 | ||||
| 6. Jornada | 16.09.2021 | D.C. United | - | Chicago Fire | 3:0 | ||||
| 6. Jornada | 26.09.2021 | Chicago Fire | - | Nashville SC | 0:0 | ||||
| 7. Jornada | 17.10.2021 | New England Revolution | - | Chicago Fire | 2:2 | ||||
| 7. Jornada | 24.10.2021 | Chicago Fire | - | Real Salt Lake | 1:0 | ||||
| 8. Jornada | 07.11.2021 | Columbus Crew | - | Chicago Fire | 2:0 |
Estados Unidos