1. Round | 25/02/2024 | Philadelphia Union | - | Chicago Fire | 2:2 | ||||
2. Round | 03/03/2024 | Chicago Fire | - | FC Cincinnati | 1:2 | ||||
2. Round | 10/03/2024 | Columbus Crew | - | Chicago Fire | 2:1 | ||||
3. Round | 07/04/2024 | Chicago Fire | - | Houston Dynamo | 2:1 | ||||
3. Round | 21/04/2024 | Chicago Fire | - | Real Salt Lake | 0:4 |