| 4. Round | 15/03/2025 | Toronto FC | - | Chicago Fire | 1:2 | ||||
| 5. Round | 23/03/2025 | Vancouver Whitecaps | - | Chicago Fire | 1:3 | ||||
| 6. Round | 30/03/2025 | Chicago Fire | - | CF Montréal | 1:1 | ||||
| 7. Round | 06/04/2025 | New York RB | - | Chicago Fire | 2:1 | ||||
| 8. Round | 13/04/2025 | Chicago Fire | - | Inter Miami CF | 0:0 | ||||
| 9. Round | 20/04/2025 | Chicago Fire | - | FC Cincinnati | 2:3 | ||||
| 10. Round | 27/04/2025 | Nashville SC | - | Chicago Fire | 7:2 | ||||
| 12. Round | 10/05/2025 | Chicago Fire | - | Atlanta United FC | 2:1 | ||||
| 14. Round | 18/05/2025 | Charlotte FC | - | Chicago Fire | 1:4 | ||||
| 15. Round | 25/05/2025 | New York City FC | - | Chicago Fire | 3:1 | ||||
| 17. Round | 01/06/2025 | Orlando City | - | Chicago Fire | 1:3 | ||||
| 18. Round | 08/06/2025 | D.C. United | - | Chicago Fire | 1:7 |  |
Switzerland
Ethiopia