| 28. Round | 01/09/2024 | Chicago Fire | - | Inter Miami CF | 1:4 | ||||
| 29. Round | 15/09/2024 | Chicago Fire | - | New York RB | 2:1 |  |
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| 30. Round | 19/09/2024 | Nashville SC | - | Chicago Fire | 1:0 | ||||
| 31. Round | 22/09/2024 | CF Montréal | - | Chicago Fire | 2:0 | ||||
| 32. Round | 29/09/2024 | Chicago Fire | - | Toronto FC | 1:1 | ||||
| 33. Round | 03/10/2024 | Charlotte FC | - | Chicago Fire | 4:3 | ||||
| 35. Round | 19/10/2024 | Chicago Fire | - | Nashville SC | 0:3 |
Costa Rica
USA