Champions League: 6 Players Who Have Won the Most Titles

#3 Paolo Maldini (AC Milan): 5 Titles

Paolo Maldini spent his entire career at AC Milan

Years won: 1988/89, 1989/90, 1993/94, 2002/03, 2006/07

902 games in 25 seasons. Paolo Maldini was AC Milan through and through, having joined the club's academy and making his senior debut aged just 16. By the time he was 17, he had already established himself as the starting full-back and handed the no.3 shirt.

Although Maldini never realised his full potential as an Italy international (his best finish was as runners-up in the World Cup and Euros), he forged a name for himself in Serie A and the Champions League, winning trophies across three different decades - just like his teammate Costacurta.

His first two European triumphs came in 1989 and 1990 when Milan defended their title with the legendary Arrigo Sacchi at the helm. He would help the Italian club keep a clean sheet in both finals as they beat Steaua Bucuresti and Benfica.

"Paolo Maldini is the best I’ve played against." - Ronaldo Nazario

The 1993/94 triumph is arguably his greatest as Milan beat a highly-fancied Barcelona which had the likes of Pep Guardiola, Ronaldo Koeman, Hristo Stoichkov, and Romario. Again, they kept a clean sheet in a 4-0 thrashing.

In fact, Maldini has helped keep a clean sheet in four of the five finals when Milan has won the European Cup/Champions League. The only team to score against Milan were Liverpool, who famously beat them in 2005 despite going 3-0 down, which included a Maldini goal inside the first minute.