To date, Real Madrid have won the UEFA Champions League a record number of ten (10) times, the years being:
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Last time Real Madrid won the Champions League was in the 2013-2014 season beating Atletico Madrid by a score of 4-1
Real Madrid won it 9 times in 1956, 1957,, 1958,1959, 1960, 1966, 1998, 2000 and 2002.