1. Round | 17/03/2018 | Minnesota United FC | - | Chicago Fire | 2:1 | ||||
3. Round | 10/05/2018 | Chicago Fire | - | Impact de Montréal | 1:0 | ||||
3. Round | 20/05/2018 | Chicago Fire | - | Houston Dynamo | 2:3 | ||||
3. Round | 27/05/2018 | Orlando City | - | Chicago Fire | 1:2 | ||||
3. Round | 31/05/2018 | Philadelphia Union | - | Chicago Fire | 3:1 | ||||
5. Round | 15/07/2018 | FC Dallas | - | Chicago Fire | 3:1 | ||||
7. Round | 16/09/2018 | Chicago Fire | - | Orlando City | 4:0 |