1. Round | 22/03/2009 | FC Dallas | - | Chicago Fire | 1:3 | ||||
2. Round | 05/04/2009 | Chicago Fire | - | New York RB | 1:0 | ||||
2. Round | 11/04/2009 | San Jose Earthquakes | - | Chicago Fire | 3:3 | ||||
2. Round | 19/04/2009 | Chicago Fire | - | Kansas City Wizards | 2:2 | ||||
2. Round | 26/04/2009 | Columbus Crew | - | Chicago Fire | 2:2 | ||||
3. Round | 03/05/2009 | Chicago Fire | - | Seattle Sounders | 1:1 | ||||
3. Round | 10/05/2009 | Chicago Fire | - | New England Revolution | 1:1 | ||||
3. Round | 16/05/2009 | Toronto FC | - | Chicago Fire | 0:2 | ||||
3. Round | 24/05/2009 | New York RB | - | Chicago Fire | 0:1 | ||||
3. Round | 29/05/2009 | CD Chivas | - | Chicago Fire | 2:3 | ||||
3. Round | 31/05/2009 | Chicago Fire | - | FC Dallas | 0:3 | ||||
5. Round | 05/07/2009 | Colorado Rapids | - | Chicago Fire | 1:2 | ||||
5. Round | 12/07/2009 | Chicago Fire | - | Columbus Crew | 0:0 | ||||
5. Round | 19/07/2009 | Chicago Fire | - | San Jose Earthquakes | 2:0 | ||||
6. Round | 02/08/2009 | Chicago Fire | - | Real Salt Lake | 1:0 | ||||
6. Round | 10/08/2009 | Houston Dynamo | - | Chicago Fire | 3:2 |