| Dates |
Season |
Cup |
Round |
Match |
Result |
| 19.04.1956 |
1955/56 |
EC |
1/2 final |
Real Madrid - AC Milan |
4:2 (3:2) |
| 01.05.1956 |
1955/56 |
EC |
1/2 final |
AC Milan - Real Madrid |
2:1 (0:0) |
| 28.05.1958 |
1957/58 |
EC |
Final |
Real Madrid - AC Milan |
3:2 (0:0) |
| 29.01.1964 |
1963/64 |
EC |
1/4 Final |
Real Madrid - AC Milan |
4:1 (2:0) |
| 13.02.1964 |
1963/64 |
EC |
1/4 Final |
AC Milan - Real Madrid |
2:0 (2:0) |
| 05.04.1989 |
1988/89 |
EC |
1/2 final |
Real Madrid - AC Milan |
1:1 (1:0) |
| 19.04.1989 |
1988/89 |
EC |
1/2 final |
AC Milan - Real Madrid |
5:0 (3:0) |
| 18.10.1989 |
1989/90 |
EC |
1/8 Final |
AC Milan - Real Madrid |
2:0 (2:0) |
| 01.11.1989 |
1989/90 |
EC |
1/8 Final |
Real Madrid - AC Milan |
1:0 (0:0) |
| 26.11.2002 |
2002/03 |
CL |
Group stage 2 |
AC Milan - Real Madrid |
1:0 (1:0) |
| 12.03.2003 |
2002/03 |
CL |
Group stage 2 |
Real Madrid - AC Milan |
3:1 (1:0) |
| 21.10.2009 |
2009/10 |
CL |
Group stage |
Real Madrid - AC Milan |
2:3 (1:0) |
| 03.11.2009 |
2009/10 |
CL |
Group stage |
AC Milan - Real Madrid |
1:1 (1:1) |
| 19.10.2010 |
2010/11 |
CL |
Group stage |
Real Madrid - AC Milan |
2:0 (2:0) |
| 03.11.2010 |
2010/11 |
CL |
Group stage |
AC Milan - Real Madrid |
2:2 (0:1) |
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