| 18. Round | 16/06/2024 | Toronto FC | - | Chicago Fire | 1:4 | ||||
| 22. Round | 04/07/2024 | Chicago Fire | - | Philadelphia Union | 4:3 |  |
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| 23. Round | 08/07/2024 | San Jose Earthquakes | - | Chicago Fire | 1:0 | ||||
| 24. Round | 14/07/2024 | Chicago Fire | - | New York City FC | 0:0 | |
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| 25. Round | 18/07/2024 | FC Cincinnati | - | Chicago Fire | 0:1 | ||||
| 26. Round | 21/07/2024 | Inter Miami CF | - | Chicago Fire | 2:1 | ||||
| 29. Round | 08/09/2024 | Chicago Fire | - | D.C. United | 1:2 | ||||
| 29. Round | 15/09/2024 | Chicago Fire | - | New York RB | 2:1 | ||||
| 30. Round | 19/09/2024 | Nashville SC | - | Chicago Fire | 1:0 | |
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| 31. Round | 22/09/2024 | CF Montréal | - | Chicago Fire | 2:0 | ||||
| 32. Round | 29/09/2024 | Chicago Fire | - | Toronto FC | 1:1 | |
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| 33. Round | 03/10/2024 | Charlotte FC | - | Chicago Fire | 4:3 |
USA