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It's between Ryan Giggs and Paolo Maldini, and it depends on what you consider to be a trophy. If you include everything, Maldini has won 26 trophies and Giggs has won 26 as well. Maldini: Serie A - 1988, 1992, 1993, 1994, 1996, 1999, 2004 (7 times)Coppa Italia - 2003 (1 time) Super Coppa Italia - 1988, 1992, 1993, 1994, 2004 (5 times) UEFA Champions League - 1989, 1990, 1994, 2003, 2007 (5 times) UEFA Super Cup - 1989, 1990, 1994, 2003, 2007 (5 times) Intercontinental Cup - 1989, 1990 (2 times) FIFA Club World Cup - 2007(1 time) Giggs English Premiership - 1993, 1994, 1996, 1997, 1999, 2000, 2001, 2003, 2007, 2008(10 times) FA Cup - 1994, 1996, 1999, 2004 (4 times) League Cup - 1992, 2006 (2 times) Charity Shield - 1993, 1994, 1996, 1997, 2003, 2007 (6 times) UEFA Champions League - 1999, 2008 (2 times) UEFA Super Cup - 1991 (1 time) Intercontinental Cup - 1999 (1 time) Well guys how can you forget Vito Baia of FC Porto and Portugal as a goalkeeper he had won more trophies than Maldini and Giggs. Vitor Baia had won 30 trophies with FC Porto and FC Barcelona between 1989 and 2007... Portugese Championship - 10 times Portugese Cup - 5 times Portugese Super Cup - 8 times Uefa Cup = 1 time Uefa Champions League - 1 time Intercontinental Cup - 1 time Spanish La Liga - 1 time Spanish Cup - 2 times Uefa Cup Winners Cup - 1 time
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