 |
 |
| 1st(1st leg) | AC Milan | - | Estudiantes | 3:0 (2:0) | ||
| 2nd (2nd leg) | Estudiantes | - | AC Milan | 2:1 (2:1) | ||
| 1st(1st leg): 08/10/1969 | 2nd (2nd leg): 22/10/1969 | Winner: AC Milan | ||||
|
|
| 1st(1st leg) | AC Milan | - | Estudiantes | 3:0 (2:0) | ||
| 2nd (2nd leg) | Estudiantes | - | AC Milan | 2:1 (2:1) | ||
| 1st(1st leg): 08/10/1969 | 2nd (2nd leg): 22/10/1969 | Winner: AC Milan | ||||
