2. Round | 05/03/2023 | Chicago Fire | - | New York City FC | 1:1 | ||||
4. Round | 01/06/2023 | Toronto FC | - | Chicago Fire | 0:0 | ||||
5. Round | 04/06/2023 | FC Cincinnati | - | Chicago Fire | 1:0 | ||||
5. Round | 11/06/2023 | Chicago Fire | - | Columbus Crew | 1:2 | ||||
7. Round | 21/08/2023 | Chicago Fire | - | Orlando City | 1:3 |