1. Round | 03/03/2019 | Los Angeles Galaxy | - | Chicago Fire | 2:1 | ||||
1. Round | 09/03/2019 | Chicago Fire | - | Orlando City | 1:1 | ||||
1. Round | 16/03/2019 | Chicago Fire | - | Seattle Sounders | 2:4 | ||||
1. Round | 30/03/2019 | Chicago Fire | - | New York RB | 1:0 | ||||
2. Round | 06/04/2019 | Toronto FC | - | Chicago Fire | 2:2 | ||||
2. Round | 13/04/2019 | Chicago Fire | - | Vancouver Whitecaps | 1:1 | ||||
2. Round | 20/04/2019 | Chicago Fire | - | Colorado Rapids | 4:1 | ||||
2. Round | 25/04/2019 | New York City FC | - | Chicago Fire | 1:0 | ||||
2. Round | 28/04/2019 | Impact de Montréal | - | Chicago Fire | 1:0 | ||||
3. Round | 05/05/2019 | Los Angeles FC | - | Chicago Fire | 0:0 | ||||
3. Round | 09/05/2019 | Chicago Fire | - | New England Revolution | 5:0 | ||||
3. Round | 12/05/2019 | Chicago Fire | - | Minnesota United FC | 2:0 | ||||
3. Round | 18/05/2019 | San Jose Earthquakes | - | Chicago Fire | 4:1 | ||||
6. Round | 15/08/2019 | Portland Timbers | - | Chicago Fire | 3:2 |