UEFA Champions Cup winners By Chrisb529 Jan 1, 1955 1955-59 Real Madrid win 5 in a row Jan 1, 1961 S.L. Benfica win two years in a row. S.L. Benfica win two years in a row. Jan 1, 1962 A.C. MIlan win Apr 16, 1999 skip to from 1962-2000 Sep 5, 2000 F.C. Bayern Munchen wins Jan 1, 2001 Real Madrid wins Jan 1, 2002 A.C. Milan wins Jan 1, 2003 F.C. Porto wins Jan 1, 2004 Liverpool wins Apr 16, 2005 F.C. Barcelona wins Jan 1, 2006 A.C. Milan wins Jan 1, 2007 Manchester United wins Jan 1, 2008 F.C. Barcelona wins Jan 1, 2009 Inter Milan Wins Jan 1, 2010 F.C. Barcelona Jan 1, 2011 Chelsea wins Jan 1, 2015 F.C. Bayern Munchen wins Jan 1, 2015 Real Madrid wins