Most Trophy Winners in AC Milan History: The most decorated players in AC Milan history are the ones who built the greatest club trophy cabinet in Italian football. They won Serie A titles, Coppa Italia medals, Champions League trophies, and Intercontinental Cups. They were not just great players. They were winners.
AC Milan is one of the most successful clubs in the history of world football. The club has won 7 UEFA Champions League titles and 19 Serie A titles across its history. Behind every one of those trophies was a squad of extraordinary players dedicated to winning. These ten players won more silverware in an AC Milan shirt than anyone else.
A Club Built on Winning
Every great Milan era produced a new generation of champions. The 1980s and 1990s under Arrigo Sacchi and Fabio Capello were among the most dominant periods in European football history. The players on this list were the core of that dynasty.
Top 10 Most Trophy Winners in AC Milan History
All statistics are from official competitions only.
1. Paolo Maldini
- Serie A Titles: 7
- Coppa Italia Titles: 1
- Supercoppa Italiana Titles: 5
- UEFA Champions League Titles: 5
- UEFA Super Cup Titles: 5
- FIFA Club World Cup / Intercontinental Cup Titles: 3
- Total Trophies: 26
- Nationality: Italy
Paolo Maldini holds the AC Milan all-time trophy record with 26. No other player in the club’s entire history has won more silverware in a Milan shirt.
He made his debut in 1985. He retired in 2009. He spent his entire 24-year career at the club. He is widely regarded as the greatest defender in the history of football. He won the Champions League five times. He won seven Serie A titles. His 5 UEFA Super Cup wins is the highest on this list. He led by example in every match he ever played.
Achievements:
- 5x UEFA Champions League winner with AC Milan
- 7x Serie A title winner with AC Milan
- 5x Supercoppa Italiana winner with AC Milan
- 5x UEFA Super Cup winner with AC Milan
- 2x Intercontinental Cup winner with AC Milan
- Widely regarded as the greatest defender in the history of football
2. Alessandro Costacurta
- Serie A Titles: 7
- Coppa Italia Titles: 1
- Supercoppa Italiana Titles: 5
- UEFA Champions League Titles: 5
- UEFA Super Cup Titles: 4
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 24
- Nationality: Italy
Alessandro Costacurta won 24 trophies with AC Milan. He is second on this list. He was Maldini’s defensive partner for over a decade. Together they formed the greatest central defensive partnership Italian football has ever produced.
He was composed, intelligent, and technically immaculate. He read the game better than almost any defender of his generation. His partnership with Baresi and Maldini in the 1990s era Milan backline was extraordinary. His 24 trophies reflects a career of complete dedication to the club.
Achievements:
- 5x UEFA Champions League winner with AC Milan
- 7x Serie A title winner with AC Milan
- 5x Supercoppa Italiana winner with AC Milan
- 4x UEFA Super Cup winner with AC Milan
- Italy international and FIFA World Cup winner in 2006
- One of the most intelligent and technically refined defenders in Milan history
3. Franco Baresi
- Serie A Titles: 6
- Supercoppa Italiana Titles: 4
- UEFA Champions League Titles: 3
- UEFA Super Cup Titles: 3
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 18
- Nationality: Italy
Franco Baresi won 18 trophies with AC Milan. He shares third place with Roberto Donadoni. He is one of the greatest defenders in the history of the sport.
He was the sweeper and the captain of the most dominant Milan side ever assembled under Arrigo Sacchi. His reading of the game was extraordinary. His leadership commanded the entire backline. AC Milan retired the number 6 shirt in his honour. He is the only player in the club’s history to receive that tribute.
Achievements:
- 3x UEFA Champions League winner with AC Milan
- 6x Serie A title winner with AC Milan
- Number 6 shirt retired by AC Milan in his honour
- Italy international and FIFA World Cup finalist in 1994
- Regarded as one of the greatest defenders in football history
- Part of the most dominant European club defence of the late 1980s and early 1990s
3. Roberto Donadoni
- Serie A Titles: 6
- Supercoppa Italiana Titles: 4
- UEFA Champions League Titles: 3
- UEFA Super Cup Titles: 3
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 18
- Nationality: Italy
Roberto Donadoni won 18 trophies with AC Milan. He shares third place with Franco Baresi. He was the midfield engine of the great Milan sides of the Sacchi and Capello era.
He was tireless, intelligent, and always available. He covered every blade of grass in every match he played. He was not the most celebrated player in the squad. He was one of the most important. His contribution to three Champions League titles is one of the defining achievements of Italian midfield play.
Achievements:
- 3x UEFA Champions League winner with AC Milan
- 6x Serie A title winner with AC Milan
- 4x Supercoppa Italiana winner with AC Milan
- Italy international with multiple caps
- One of the most important midfielders of the Sacchi era at Milan
- Key figure in one of the most dominant European club teams ever assembled
5. Mauro Tassotti
- Serie A Titles: 5
- Supercoppa Italiana Titles: 4
- UEFA Champions League Titles: 3
- UEFA Super Cup Titles: 3
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 17
- Nationality: Italy
Mauro Tassotti won 17 trophies with AC Milan. He shares fifth place with Filippo Galli. He was a right back of the highest quality throughout the great Milan era.
He was strong in the tackle, reliable in his positioning, and consistently dependable across more than a decade of service. He spent almost his entire career at the club. He later became an assistant coach and remained deeply connected to the club long after his playing days ended.
Achievements:
- 3x UEFA Champions League winner with AC Milan
- 5x Serie A title winner with AC Milan
- 4x Supercoppa Italiana winner with AC Milan
- Italy international with multiple caps
- Later served as assistant coach at AC Milan
- One of the most loyal and decorated right backs in the club’s history
5. Filippo Galli
- Serie A Titles: 5
- Supercoppa Italiana Titles: 4
- UEFA Champions League Titles: 3
- UEFA Super Cup Titles: 3
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 17
- Nationality: Italy
Filippo Galli won 17 trophies with AC Milan. He shares fifth place with Mauro Tassotti. He was a dependable and intelligent centre back throughout the most successful period in the club’s history.
He was part of the extraordinary defensive unit that Arrigo Sacchi built during the late 1980s. He played his role with complete professionalism. His contribution to three Champions League victories is a testament to the collective defensive excellence that Milan produced throughout that era.
Achievements:
- 3x UEFA Champions League winner with AC Milan
- 5x Serie A title winner with AC Milan
- 4x Supercoppa Italiana winner with AC Milan
- Italy international during his playing career
- Part of the Arrigo Sacchi defensive unit that defined European football
- One of the most decorated defenders of the late 1980s era at the club
7. Marco van Basten
- Serie A Titles: 4
- Supercoppa Italiana Titles: 4
- UEFA Champions League Titles: 3
- UEFA Super Cup Titles: 3
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 16
- Nationality: Netherlands
Marco van Basten won 16 trophies with AC Milan. He is seventh on this list. He was one of the greatest strikers in the history of world football.
He arrived from Ajax in 1987. He became the most feared centre forward in Europe almost immediately. His technique was perfect. His finishing was clinical. His overhead volleys and first-time strikes were the moments that defined entire Champions League campaigns. A serious ankle injury ended his career prematurely in 1995. He retired at 30. What he achieved before that moment is extraordinary.
Achievements:
- 3x UEFA Champions League winner with AC Milan
- 3x Ballon d’Or winner in 1988, 1989, and 1992
- UEFA European Championship winner with Netherlands in 1988
- 4x Serie A title winner with AC Milan
- Scored one of the greatest goals in football history in the 1988 Euro final
- Widely regarded as one of the three greatest strikers in the history of the sport
8. Demetrio Albertini
- Serie A Titles: 5
- Supercoppa Italiana Titles: 3
- UEFA Champions League Titles: 3
- UEFA Super Cup Titles: 2
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 15
- Nationality: Italy
Demetrio Albertini won 15 trophies with AC Milan. He was the most elegant central midfielder the club produced in the 1990s.
He was calm, precise, and always in control. His passing range was exceptional. His ability to dictate the tempo of a match made him one of the best midfielders in Serie A throughout the 1990s. He was the heartbeat of Milan’s midfield during the Capello era and a key player in Italy’s UEFA Euro 2000 final appearance.
Achievements:
- 3x UEFA Champions League winner with AC Milan
- 5x Serie A title winner with AC Milan
- Italy international and UEFA Euro 2000 finalist
- One of the most technically refined midfielders in AC Milan history
- Key creative figure during the Fabio Capello era at the club
- One of the most elegant passers in Serie A history during his peak years
9. Daniele Massaro
- Serie A Titles: 4
- Supercoppa Italiana Titles: 3
- UEFA Champions League Titles: 2
- UEFA Super Cup Titles: 3
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 14
- Nationality: Italy
Daniele Massaro won 14 trophies with AC Milan. He shares ninth place with Marco Simone. He was a reliable and intelligent forward throughout his time at the club.
He is best remembered for scoring two goals in the 1994 Champions League final against Barcelona. That final ended 4-0. It was one of the most stunning results in Champions League history. His contribution in that match defines his legacy at the club.
Achievements:
- 2x UEFA Champions League winner with AC Milan
- Scored twice in the 1994 Champions League final against Barcelona
- 4x Serie A title winner with AC Milan
- 3x UEFA Super Cup winner with AC Milan
- Italy international with multiple caps
- One of the most important contributors in AC Milan’s most historic European victory
9. Marco Simone
- Serie A Titles: 4
- Supercoppa Italiana Titles: 3
- UEFA Champions League Titles: 2
- UEFA Super Cup Titles: 3
- FIFA Club World Cup / Intercontinental Cup Titles: 2
- Total Trophies: 14
- Nationality: Italy
Marco Simone won 14 trophies with AC Milan. He shares ninth place with Daniele Massaro. He was an energetic and effective attacking midfielder throughout the mid-1990s.
He was a useful squad player who contributed goals in important moments across multiple competitions. He was part of the squad during some of the most successful seasons in the club’s history. His 14 trophies reflects consistent participation across a genuinely historic era of Italian and European football.
Achievements:
- 2x UEFA Champions League winner with AC Milan
- 4x Serie A title winner with AC Milan
- 3x Supercoppa Italiana winner with AC Milan
- Italy international during his playing career
- Part of one of the greatest club squads in European football history
- Contributed across multiple competition victories during the peak Capello era
FAQs
Q: Who is the most decorated player in AC Milan history?
Paolo Maldini. He won 26 trophies across his 24-year career at the club. No other player in AC Milan history has won more silverware.
Q: How many Champions League titles did Paolo Maldini win?
Maldini won the UEFA Champions League five times with AC Milan. That makes him one of the most decorated players in the competition’s history.
Q: Did AC Milan retire any shirt numbers?
Yes. AC Milan retired the number 6 shirt in honour of Franco Baresi. He is the only player in the club’s history to receive that tribute.
Q: Why did Marco van Basten retire so early?
Van Basten suffered a serious ankle injury that ended his career in 1995. He retired at just 30 years old. Despite that, he won 16 trophies and three Ballon d’Or awards during his time at Milan.
Q: Who scored twice in the 1994 Champions League final?
Daniele Massaro scored twice as AC Milan beat Barcelona 4-0 in the 1994 Champions League final. It is one of the most famous results in the competition’s history.
Q: What was AC Milan’s total trophy haul?
AC Milan has won 50 trophies in total according to the official club record. That includes 19 Serie A titles, 7 Champions League trophies, 5 Coppe Italia, and multiple European and intercontinental honours.
