AC Milan Trivia
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41 free AC Milan trivia questions with answers — sports quiz, new questions added Sep 2026.
AC Milan is Italy's most decorated club in Europe: seven European Cups, five UEFA Super Cups and a FIFA Club World Cup, plus 19 Scudetti at home. This quiz walks through the whole story, from an English expatriate founding Milan Foot-Ball and Cricket Club in 1899 to the Swedish Gre-No-Li trio, Nereo Rocco's first European Cup, the Berlusconi years of Sacchi and Capello, and the Pioli side that set a club points record in 2022. Expect questions on the kit, the Derby della Madonnina, the stadium the club built for itself in 1926, record scorers and appearance-makers, famous finals won and lost, and a few left-field facts about the mascot, the anthem and the club's brief spell in motorsport. Fifty questions, four options each, with a short explanation after every answer. Play on your phone, share your score, or print the set for a pub quiz night.
30 of 41 questions with answers and explanations. Play the quiz
Q 01Which Nottingham-born lace worker co-founded Milan in 1899 and became its first captain?
Herbert Kilpin
Herbert Kilpin also chose the club's red and black colours, and his team won the Italian title in 1901.
Q 02Which stadium did Milan move into in 1926?
San Siro
San Siro was built for Milan alone, and Inter moved in as tenants only in 1947.
Q 03Milan's stadium is officially named after which player who represented both Milan clubs?
Giuseppe Meazza
The more familiar name comes from the district in which the stadium stands.
Q 04The Derby della Madonnina takes its name from a statue atop which building?
Milan Cathedral
The first derby was played in the final of the 1908 Chiasso Cup in Switzerland, which Milan won 2–1.
Q 05Which Milan striker won the Ballon d'Or in 1988, 1989 and 1992?
Marco van Basten
Marco van Basten played his last game at 28 and officially retired at 30, after a recurring ankle injury defeated years of treatment.
Q 06Which former shoe salesman, who never played professionally, coached Milan to back-to-back European Cups?
Arrigo Sacchi
Arrigo Sacchi won the Scudetto in his first season at Milan, silencing critics who said a coach with no playing career couldn't succeed.
Q 07Which coach led Milan to the first unbeaten title in Serie A history, in 1991–92?
Fabio Capello
Fabio Capello had spent years as a sports executive overseeing ice hockey, baseball, volleyball and rugby before Milan brought him back to coach.
Q 08Who holds Milan's record for total appearances, with 902 official games?
Paolo Maldini
Paolo Maldini's number 3 shirt was retired when he stopped playing, with one exception: one of his sons can wear it if he makes Milan's first team.
Q 09Which Milan striker won the 2004 Ballon d'Or?
Andriy Shevchenko
Andriy Shevchenko had scored the winning penalty in the shoot-out that won Milan the 2003 Champions League.
Q 10As of 2025, which club had won the European Cup or Champions League more times than Milan?
Real Madrid
Real Madrid; Milan's fifth title, in 1994, let it keep the original trophy under the rules of the time.
Q 11Milan's first European Cup, in 1963, came after beating which club in the final?
Benfica
Benfica led through Eusébio before José Altafini's two goals won Milan its first European Cup at Wembley.
Q 12Milan's 1969 European Cup win was a 4–1 final victory over which club?
Ajax
Ajax, with a young Johan Cruyff, were beaten 4–1, yet two years later they won the first of three straight European Cups.
Q 13Which catenaccio pioneer coached Milan to its first European Cup?
Nereo Rocco
Nereo Rocco moved to Torino straight after that 1963 triumph, then returned to Milan in 1967 and won the European Cup again in 1969.
Q 21Milan beat which club 4–0 in the 1994 Champions League final?
Barcelona
Barcelona lost to a Milan side missing defenders Franco Baresi and Alessandro Costacurta, as Daniele Massaro scored twice.
Q 22Which club beat Milan 1–0 in the 1993 Champions League final?
Marseille
Marseille's win was soon soured when president Bernard Tapie was found to have bribed Valenciennes to lose a French league match.
Q 23Milan beat which club on penalties in the 2003 Champions League final?
Juventus
Juventus struggled without their suspended star Pavel Nedvěd, and Milan won the shoot-out 3–2 at Old Trafford.
Q 14Milan's famous 1950s 'Gre-No-Li' trio came from which country?
Sweden
Sweden's trio had won Olympic gold in London in 1948, and in 1951 they ended Milan's 44-year wait for a league title.
Q 15Which former Milan striker and 1995 Ballon d'Or winner later became president of Liberia?
George Weah
George Weah lost Liberia's 2005 presidential election, then won in 2017 and led the country from 2018 to 2024.
Q 16Which betting scandal saw Milan relegated to Serie B for the first time in 1980?
Totonero
Totonero, named after Italy's illegal betting rings, also saw Milan president Felice Colombo arrested and then banned from football.
Q 17Which Milan striker scored both goals in the 2007 Champions League final?
Filippo Inzaghi
Filippo Inzaghi's first goal came when Andrea Pirlo's free kick deflected off him, and he added a second after the break.
Q 18Milan beat which Romanian club 4–0 in the 1989 European Cup final?
Steaua București
It was the club's first European Cup in two decades; Milan retained the trophy a year later.
Q 19What nickname did the Italian media give the Milan side of 1988–1990?
The Immortals
The Immortals nearly went out in 1988, trailing Red Star Belgrade with ten men when fog halted the tie, before winning the replay on penalties.
Q 20Which club ended Milan's 58-match unbeaten Serie A run in March 1993?
Parma
Parma won 1–0 to end the run, yet Milan still went on to retain the Serie A title that season.
Q 24Milan led 3–0 at half-time of the 2005 Champions League final but lost to whom?
Liverpool
Liverpool had finished only fifth in England, so UEFA made an exception to let them defend the trophy the next season.
Q 25Carlo Ancelotti left Milan in 2009 to manage which club?
Chelsea
Chelsea sacked Carlo Ancelotti straight after the last game of his second season, a year after he had won them the league and FA Cup double.
Q 26Whose world transfer record in pounds did Kaká's move for about £56 million break in 2009?
Zinedine Zidane
Zinedine Zidane's record fell because Milan needed the money: Kaká said he had wanted to stay, but the financial crisis changed his decision.
Q 27What did Milan's founder say the black in the club's red and black colours stood for?
The opponents' fear
The opponents' fear: the founder promised 'a team of devils', red like fire and black to invoke fear in their rivals.
Q 28Which Milan forward was named Serie A's Most Valuable Player in the 2021–22 title season?
Rafael Leão
Rafael Leão had quit Sporting CP after fans stormed its training ground, and in 2020 the Court of Arbitration for Sport ordered him to pay the club €16.5 million.
Q 29Which Dutch midfielder completed Milan's famous late-1980s Dutch trio?
Frank Rijkaard
Frank Rijkaard spat at West Germany's Rudi Völler during the 1990 World Cup, and the referee sent both players off.
Q 30Which club president privately funded construction of Milan's stadium in 1926?
Piero Pirelli
Piero Pirelli built a football-only ground without an athletics track, and in 1935 the city of Milan bought it and later enlarged it.