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| 1st(1st leg) | AFC Ajax | - | TJ Spartak TAZ Trnava | 3:0 (1:0) | ||
| 2nd (2nd leg) | TJ Spartak TAZ Trnava | - | AFC Ajax | 2:0 (1:0) | ||
| 1st(1st leg): 13/04/1969 | 2nd (2nd leg): 24/04/1969 | Winner: AFC Ajax | ||||
| 1st(1st leg) | AC Milan | - | Manchester United | 2:0 (1:0) | ||
| 2nd (2nd leg) | Manchester United | - | AC Milan | 1:0 (0:0) | ||
| 1st(1st leg): 23/04/1969 | 2nd (2nd leg): 15/05/1969 | Winner: AC Milan | ||||
