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Champions League | League Stage
Nov 5, 2024 at 8pm UK
Estadio Santiago Bernabeu
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Real Madrid
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AC Milan

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Real Madrid vs. AC Milan: Head-to-head record and past meetings

Sports Mole looks at the head-to-head record and previous meetings between Real Madrid and AC Milan.

AC Milan's Ronaldinho and Real Madrid's Cristiano Ronaldo on October 19, 2010© Imago

Head-to-head record

Previous meetings: 16
Real Madrid wins: 6
Draws: 3
AC Milan wins: 7

Two of the biggest clubs in European football, Real Madrid and AC Milan have met on 16 occasions throughout history, and Milan have posted seven wins to Real Madrid's six, while there have also been three draws between the two sides.

The first ever meeting between the two teams took place in the semi-finals of the 1955-56 European Cup, with Real Madrid recording a 4-2 victory in the first leg, before Milan ran out 2-1 winners in the second leg.

The pair then famously met in the final of the 1957-58 European Cup, with Real Madrid winning the trophy courtesy of a 3-2 success over the Italian giants in Belgium; the victory handed Real Madrid a third European Cup in a row, with the great Alfredo Di Stefano among the goalscorers for Los Blancos, who are very much the kings of this competition, having won it on 15 occasions.

The two teams would then meet in the quarter-finals, semi-finals and round of 16 in the years to come, but their first-ever contest in the Champions League took place in November 2002, with Milan running out 1-0 winners in the group stage.

Each of the last seven meetings between the teams have taken place in the group stage/league phase of the Champions League.

Ahead of their meeting in November 2024, the last contest between the two sides at Bernabeu came in October 2010, with Real Madrid recording a 2-0 victory courtesy of goals from Cristiano Ronaldo and Mesut Ozil, with Ronaldinho, Andrea Pirlo and Zlatan Ibrahimovic among the Milan players.

Milan had only beaten Real Madrid once at Bernabeu heading into their last clash, and that success came in the group stage of the 2009-10 competition, with Pirlo and Alexandre Pato (two) registering in a 3-2 victory for the Italian giants.

However, the Italian side made that two victories in Madrid when they beat Carlo Ancelotti's side 3-1 in November 2024 in the league phase of the competition, with the result making it successive home losses for Los Blancos, who were also thumped 4-0 by Barcelona in El Clasico.

Three players have scored the most goals in this fixture, with Raul, Marco van Basten and Di Stefano all on three.

Previous meetings

Nov 05, 2024: Real Madrid 1-3 AC Milan (Champions League League Phase)
Nov 03, 2010: AC Milan 2-2 Real Madrid (Champions League Group Stage)
Oct 19, 2010: Real Madrid 2-0 AC Milan (Champions League Group Stage)
Nov 03, 2009: AC Milan 1-1 Real Madrid (Champions League Group Stage)
Oct 21, 2009: Real Madrid 2-3 AC Milan (Champions League Group Stage)
Mar 12, 2003: Real Madrid 3-1 AC Milan (Champions League Group Stage)
Nov 26, 2002: AC Milan 1-0 Real Madrid (Champions League Group Stage)
Nov 01, 1989: Real Madrid 1-0 AC Milan (European Cup Last-16 Second Leg)
Oct 18, 1989: AC Milan 2-0 Real Madrid (European Cup Last-16 First Leg)
Apr 19, 1989: AC Milan 5-0 Real Madrid (European Cup Semi-Final Second Leg)
April 05, 1989: Real Madrid 1-1 AC Milan (European Cup Semi-Final First Leg)
Feb 13, 1964: AC Milan 2-0 Real Madrid (European Cup Quarter-Final Second Leg)
Jan 29, 1964: Real Madrid 4-1 AC Milan (European Cup Quarter-Final First Leg)
May 28, 1958: Real Madrid 3-2 AC Milan (European Cup Final)
May 1, 1956: AC Milan 2-1 Real Madrid (European Cup Semi-Final Second Leg)
Apr 19, 1956: Real Madrid 4-2 AC Milan (European Cup Semi-Final First Leg)

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Written by
Matt Law
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