AC Milan Quiz Questions and Answers

44 AC Milan questions in rounds of ten, with the answers kept separate so you can read them out. Free to use for a pub quiz, a matchday WhatsApp group or your own revision — no sign-up, and the page prints cleanly.

Round 1 Round 2 Round 3 Round 4 Round 5

Prefer to play instead of read? Take the AC Milan quiz →

Round 1

  1. AC Milan was founded in 1899 by an Englishman from Nottingham. What was his name?
  2. The club's original 1899 name reveals it wasn't only about football. What was it called?
  3. Who is AC Milan's all-time leading goalscorer, a Swede who racked up 221 goals in the 1950s?
  4. In 1963, AC Milan became the first Italian club to win the European Cup, beating Benfica at Wembley. Who was their captain that day?
  5. In July 1986, the club's new owner staged a theatrical takeover, arriving by helicopter to Wagner's 'Ride of the Valkyries'. Who was he?
  6. Arrigo Sacchi's great AC Milan side was built around three Dutch superstars. Which trio?
  7. In the 1989 European Cup final, AC Milan demolished Steaua Bucharest. What was the score?
  8. Fabio Capello's Milan earned the nickname 'Gli Invincibili' for a record-setting feat. What did they achieve?
  9. This player scored a famous 'coast-to-coast' solo goal for Milan against Verona and in 1995 became the first African to win the Ballon d'Or. Who?
  10. After the trauma of losing the 2005 final, AC Milan got revenge over Liverpool in the 2007 Champions League final. Who scored both Milan goals?
Answers — round 1
  1. Herbert Kilpin — Kilpin was the club's first player-manager and chose the red-and-black colours; the very English spelling 'Milan' (not 'Milano') survives to this day as a nod to its founders.
  2. Milan Foot-Ball and Cricket Club — The English founders loved cricket too, hence the name. The 'C' in 'A.C.' today stands for Calcio (football), but the club's English roots are why it's 'Milan' not 'Milano'.
  3. Gunnar Nordahl — Nordahl scored 221 in just 257 games over seven seasons. He won the Serie A top-scorer award five times, a record in Italian football history.
  4. Cesare Maldini — Cesare's son Paolo would lift the same trophy as Milan's captain in England 40 years later, in 2003 — a remarkable father-and-son symmetry.
  5. Silvio Berlusconi — Berlusconi landed three Agusta helicopters at the Arena Civica in front of 10,000 fans. His era turned a near-bankrupt club into the dominant force of European football.
  6. Gullit, Van Basten and Rijkaard — All three starred in Milan's back-to-back European Cup wins (1989 and 1990). Van Basten won the Ballon d'Or in 1988, 1989 and 1992 during this golden run.
  7. 4-0 — Gullit and Van Basten each scored twice in a Camp Nou masterclass. Milan then retained the trophy in 1990, becoming the first side to defend it in a decade.
  8. 58 Serie A games unbeaten — Their 58-match unbeaten run (1991-1993) is still the longest in Serie A history, and included an entire 34-game league season without a single defeat.
  9. George Weah — Weah picked the ball up near his own box and ran the length of the pitch. He remains the only African ever to win the Ballon d'Or.
  10. Filippo Inzaghi — Inzaghi, left out of the 2005 squad, struck twice in Athens. The first goal famously deflected in off him from a Pirlo free-kick.

Round 2

  1. AC Milan's most painful European final came in 2005, when they led 3-0 at half-time but lost on penalties. To whom?
  2. Who scored the winning penalty in the all-Italian 2003 Champions League final at Old Trafford, beating Juventus?
  3. Milan retired Paolo Maldini's No. 3 shirt, but with one unusual condition. What was it?
  4. AC Milan ended an 11-year title drought by winning the Serie A Scudetto in which season?
  5. Only Real Madrid have won more European Cups / Champions Leagues than AC Milan. How many has Milan won?
  6. The San Siro's official name honours a legend many Milan fans dislike crediting. Who is the stadium officially named after?
  7. AC Milan's home derby against Inter has a famous name. What is it called?
  8. Which silky playmaker, the 'Golden Boy' and 1969 Ballon d'Or winner, is one of Milan's most beloved all-time icons?
  9. In the dominant Sacchi-Capello era, Milan's defence was anchored by a legendary back line. Which pairing of centre-backs is most associated with it?
  10. Two goals from a Brazilian striker won Milan the 1963 European Cup final against Benfica. Who scored them?
Answers — round 2
  1. Liverpool — Football calls it the 'Miracle of Istanbul' — the English side scored three goals in six second-half minutes. Milan would avenge it two years later in Athens.
  2. Andriy Shevchenko — After a goalless 120 minutes, the shootout was a mess of misses. Sheva kept his nerve to clinch Milan's sixth European Cup, nine years after the fifth.
  3. It can be brought back if one of his sons plays for the first team — Unlike Franco Baresi's No. 6 (retired forever), Galliani said Maldini's No. 3 was only set aside — it could return if a Maldini son wore the Rossoneri again. Both Christian and Daniel came through the youth ranks.
  4. 2021-22 — Stefano Pioli's side pipped local rivals Inter to the post, sealing it with a win at Sassuolo. It was Milan's 19th league title.
  5. 7 — Milan's wins span 1963, 1969, 1989, 1990, 1994, 2003 and 2007 — more than any club except Real Madrid.
  6. Giuseppe Meazza — Meazza was primarily an Inter icon, so many Milan supporters pointedly refuse to call the ground 'Stadio Meazza' and just say 'San Siro'.
  7. Derby della Madonnina — It's named after the golden Madonnina statue atop Milan's Duomo cathedral, watching over the whole city.
  8. Gianni Rivera — Rivera spent 19 years at Milan and remains the only Italian-developed midfielder to win the Ballon d'Or while at the club. He later became a politician.
  9. Franco Baresi and Alessandro Costacurta — Baresi captained the side and had his No. 6 shirt retired by the club. Their offside trap defined an era of Italian defending.
  10. José Altafini — Altafini, nicknamed 'Mazzola', remains one of Milan's top European Cup scorers. He had played for Brazil at the 1958 World Cup before switching to Italy.

Round 3

  1. Kaká was the last man to win the Ballon d'Or before Messi and Ronaldo monopolised it for a decade. In which year did the Milan playmaker claim football's biggest individual prize?
  2. AC Milan's badge features a red cross on white. What is the origin of that symbol?
  3. AC Milan's founder Herbert Kilpin gave a famous reason for the club's red-and-black colours. What did he say they stood for?
  4. In the 1994 Champions League final, AC Milan produced a stunning performance to demolish Fabio Capello's opponents Barcelona. What was the score?
  5. Which forward scored twice in AC Milan's 4-0 win over Barcelona in the 1994 Champions League final?
  6. AC Milan beat Ajax 4-1 in the 1969 European Cup final. Which forward scored a hat-trick that night?
  7. Which manager led AC Milan to Champions League titles in both 2003 and 2007?
  8. Which coach masterminded AC Milan's first-ever European Cup triumph in 1963?
  9. In 2009 AC Milan sold Kaká to which club for a then near-world-record fee?
  10. In 2006 AC Milan sold Andriy Shevchenko to which Premier League club?
Answers — round 3
  1. 2007 — He lifted it months after dragging Milan to a Champions League final win over Liverpool in Athens. Cristiano Ronaldo took the award the very next year.
  2. The flag of the city of Milan (cross of Saint Ambrose / Saint George) — The red cross on a white field is the historic flag of the comune of Milan (the cross of Saint Ambrose, its patron saint, identical to St George's). The red-and-black stripes, by contrast, were chosen by Kilpin to represent fire and 'devils' to strike fear into opponents.
  3. Red like fire, and black to strike fear into opponents — 'a team of devils' — Kilpin's line — 'we shall be a team of devils, our colours red as fire and black to invoke fear in our opponents' — is why Milan are nicknamed 'Il Diavolo' (The Devil).
  4. 4-0 — Milan blew away Cruyff's 'Dream Team' 4-0 in Athens, one of the most one-sided finals ever, to lift their fifth European Cup.
  5. Daniele Massaro — Massaro struck both first-half goals, with Savićević and Desailly adding one apiece after the break.
  6. Pierino Prati — Prati's treble sank a young Ajax side featuring Johan Cruyff, delivering Milan's second European crown.
  7. Carlo Ancelotti — Ancelotti, a former Milan midfielder, won two European Cups as their coach before repeating the feat at Real Madrid.
  8. Nereo Rocco — Rocco, a pioneer of Italian defensive football, guided Milan past Benfica at Wembley to become the first Italian club to win the trophy.
  9. Real Madrid — Real Madrid signed the Brazilian for around €65m as part of their 'Galácticos' rebuild under Florentino Pérez.
  10. Chelsea — Roman Abramovich's Chelsea paid a British-record fee for the Ukrainian, though his spell in London disappointed.

Round 4

  1. In 2002 AC Milan signed which defender from city rivals-of-the-capital Lazio to partner Paolo Maldini?
  2. Which one-club legend captained AC Milan and had his No. 6 shirt permanently retired?
  3. Which defender holds AC Milan's all-time appearance record with over 900 games?
  4. Which Brazilian goalkeeper started in goal for AC Milan's 2003 and 2007 Champions League final wins, saving three penalties in the 2003 shootout?
  5. AC Milan's celebrated 1950s Swedish trio was nicknamed 'Gre-No-Li'. Which three players made it up?
  6. Andrea Pirlo was reinvented as a deep-lying playmaker at AC Milan after they signed him in 2001 from which club?
  7. AC Milan signed Marco van Basten in 1987 from which Dutch club?
  8. Marco van Basten's AC Milan career ended prematurely in the mid-1990s due to a chronic injury to which part of his body?
  9. As of 2024, how many Serie A league titles (Scudetti) had AC Milan won?
  10. Arrigo Sacchi, who transformed AC Milan into European champions, was unusual in never having been a pro player. What was his earlier job?
Answers — round 4
  1. Alessandro Nesta — Nesta arrived from a cash-strapped Lazio and became one of the finest centre-backs of his generation at Milan.
  2. Franco Baresi — Baresi spent his entire senior career at Milan, and his No. 6 was retired for good on his departure in 1997.
  3. Paolo Maldini — Maldini played 902 official matches across 25 seasons, all for Milan, from his 1985 debut to 2009.
  4. Dida — Dida's shootout heroics against Juventus at Old Trafford in 2003 helped Milan lift their sixth European Cup.
  5. Gren, Nordahl and Liedholm — Gunnar Gren, Gunnar Nordahl and Nils Liedholm powered Milan's attack and helped end a long title drought in 1951.
  6. Inter Milan — Milan picked up Pirlo from neighbours Inter, where he had struggled, and Ancelotti's positional switch transformed his career.
  7. Ajax — Van Basten arrived from Ajax and, alongside fellow Dutchmen Gullit and Rijkaard, drove Milan's late-1980s dominance.
  8. His ankle — Persistent ankle problems forced the three-time Ballon d'Or winner to retire at just 30, having not played since 1993.
  9. 19 — Milan won their 19th Scudetto in 2021-22 under Stefano Pioli, ending an 11-year league-title drought.
  10. A shoe salesman — Sacchi famously said 'you don't need to have been a horse to be a jockey', having worked in his family's shoe business before coaching.

Round 5

  1. Which veteran Swedish striker rejoined AC Milan in 2020 and served as a talismanic leader during their return to the top of Serie A?
  2. AC Milan won the 1994 Champions League final 4-0 despite missing two suspended centre-backs. Which suspended captain sat out?
  3. Ruud Gullit won the 1987 Ballon d'Or in his first season at AC Milan, having just joined from which club?
  4. Which manager led AC Milan to the 2021-22 Serie A title, their first Scudetto in 11 years?
Answers — round 5
  1. Zlatan Ibrahimović — Ibrahimović, back for a second spell, provided crucial goals and leadership on the road to the 2022 Scudetto.
  2. Franco Baresi — Both Baresi and Costacurta were suspended, so a makeshift defence still kept Barcelona scoreless in Athens.
  3. PSV Eindhoven — Gullit moved from PSV Eindhoven to Milan in 1987 and immediately claimed football's top individual prize.
  4. Stefano Pioli — Pioli's youthful side edged out Inter to win Milan's 19th league title, sealed with victory at Sassuolo.

About these questions

Every question here is checked before it ships, and most carry a short explanation so you learn something when you get one wrong. They come from the same bank as the Ball IQ app.

Play the AC Milan quiz →