Cup Winners
| Musim | Klub | |
| 2013/2014 |  | Los Angeles Galaxy |
| 2012/2013 |  | Sporting KC |
| 2011/2012 | | Los Angeles Galaxy |
| 2010/2011 | | Los Angeles Galaxy |
| 2009/2010 |  | Colorado Rapids |
| 2008/2009 |  | Real Salt Lake |
| 2007/2008 |  | Columbus Crew |
| 2006/2007 |  | Houston Dynamo |
| 2005/2006 | | Houston Dynamo |
| 2004/2005 | | Los Angeles Galaxy |
| 2003/2004 |  | D.C. United |
| 2002/2003 |  | San Jose Earthquakes |
| 2001/2002 | | Los Angeles Galaxy |
| 2000/2001 | | San Jose Earthquakes |
| 1998/1999 | | D.C. United |
| 1997/1998 |  | Chicago Fire |
| 1996/1997 | | D.C. United |
| 1995/1996 | | D.C. United |