Champions League: 6 Players Who Have Won the Most Titles

#2 Alfredo Di Stefano (Real Madrid): 5 Titles

Alfredo Di Stefano won five European Cups

Years won: 1955/56, 1956/57, 1957/58, 1958/59, 1959/60

If things had gone Barcelona's way, Real Madrid may never have won five European Cups when the competition first began. The Argentinian forward, who scored 49 goals in just 58 appearances in Europe, was the subject of a transfer tussle between two of Spain's biggest clubs.

Back then, South American football was not as organised as it is today and De Stefano played for Colombian club Millonarios even though Argentine club River Plate owned the rights to the player.

As Barcelona reached an agreement with River Plate (Di Stefano even played for Barcelona in a friendly), Real negotiated with Millonarios and they soon reached an impasse. Ultimately it was decided that he would play alternate seasons for the two clubs but it was something Barcelona were unwilling to do and they relinquished their rights to the player.

Di Stefano would spend 11 seasons with Los Blancos and help them win five European Cups in a row, scoring seven goals in finals alone.