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Head-to-head

Head-to-head
Milan
v
Real Madrid
Wins
6
Draws
3
Wins
6
25 Goals scored 24
Filippo Inzaghi 33 goals
Filippo Inzaghi
All-time top scorer
Cristiano Ronaldo 105 goals
Cristiano Ronaldo
7 titles Most recent: 2006/07
Competition record
14 titles Most recent: 2021/22

Matches played

2010/11

Matchday 4

03 Nov
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Matchday 3

19 Oct
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2009/10

Matchday 4

03 Nov
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Matchday 3

21 Oct
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2002/03

Matchday 11

12 Mar
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Matchday 7

26 Nov
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1989/90

Second round

2nd leg
01 Nov
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1st leg
18 Oct
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1988/89

Semi-finals

2nd leg
19 Apr
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1st leg
05 Apr
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1963/64

Quarter-finals

2nd leg
13 Feb
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1st leg
29 Jan
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1957/58

Final

28 May
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1955/56

Semi-finals

2nd leg
01 May
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1st leg
19 Apr
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