1. Round | 22/03/2009 | Houston Dynamo | - | Columbus Crew | 1:1 | ||||
1. Round | 29/03/2009 | San Jose Earthquakes | - | Houston Dynamo | 3:2 | ||||
2. Round | 05/04/2009 | D.C. United | - | Houston Dynamo | 1:0 | ||||
3. Round | 17/05/2009 | New York RB | - | Houston Dynamo | 1:1 | ||||
4. Round | 06/06/2009 | Chicago Fire | - | Houston Dynamo | 0:1 |