1. Round | 09/03/2019 | Chicago Fire | - | Orlando City | 1:1 | ||||
1. Round | 16/03/2019 | Chicago Fire | - | Seattle Sounders | 2:4 | ||||
3. Round | 25/05/2019 | Chicago Fire | - | New York City FC | 1:1 | ||||
3. Round | 30/05/2019 | D.C. United | - | Chicago Fire | 3:3 | ||||
4. Round | 01/06/2019 | Atlanta United FC | - | Chicago Fire | 2:0 | ||||
4. Round | 23/06/2019 | Chicago Fire | - | Real Salt Lake | 1:1 | ||||
4. Round | 29/06/2019 | New York RB | - | Chicago Fire | 3:1 | ||||
5. Round | 04/07/2019 | Chicago Fire | - | Atlanta United FC | 5:1 | ||||
5. Round | 07/07/2019 | Sporting Kansas City | - | Chicago Fire | 1:0 | ||||
5. Round | 14/07/2019 | Chicago Fire | - | FC Cincinnati | 1:2 | ||||
5. Round | 18/07/2019 | Chicago Fire | - | Columbus Crew | 2:2 | ||||
5. Round | 21/07/2019 | Philadelphia Union | - | Chicago Fire | 2:0 | ||||
6. Round | 25/08/2019 | New England Revolution | - | Chicago Fire | 2:1 | ||||
7. Round | 01/09/2019 | Columbus Crew | - | Chicago Fire | 1:1 | ||||
7. Round | 22/09/2019 | FC Cincinnati | - | Chicago Fire | 0:0 | ||||
7. Round | 29/09/2019 | Chicago Fire | - | Toronto FC | 2:2 | ||||
8. Round | 06/10/2019 | Orlando City | - | Chicago Fire | 2:5 |