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| 1st(1st leg) | AFC Ajax | - | SL Benfica | 1:3 (0:2) | ||
| 2nd (2nd leg) | SL Benfica | - | AFC Ajax | 1:3 (0:3) | ||
| 1st(1st leg): 12/02/1969 | 2nd (2nd leg): 19/02/1969 | |||||
| 1st(1st leg) | AC Milan | - | Celtic FC | 0:0 (0:0) | ||
| 2nd (2nd leg) | Celtic FC | - | AC Milan | 0:1 (0:1) | ||
| 1st(1st leg): 19/02/1969 | 2nd (2nd leg): 12/03/1969 | Winner: AC Milan | ||||
| 1st(1st leg) | Manchester United | - | Rapid Wien | 3:0 (1:0) | ||
| 2nd (2nd leg) | Rapid Wien | - | Manchester United | 0:0 (0:0) | ||
| 1st(1st leg): 26/02/1969 | 2nd (2nd leg): 05/03/1969 | Winner: Manchester United | ||||
| 1st(1st leg) | TJ Spartak TAZ Trnava | - | AEK Athen | 2:1 (2:0) | ||
| 2nd (2nd leg) | AEK Athen | - | TJ Spartak TAZ Trnava | 1:1 (0:1) | ||
| 1st(1st leg): 26/02/1969 | 2nd (2nd leg): 12/03/1969 | Winner: TJ Spartak TAZ Trnava | ||||
| decisive matches | ||||||
|---|---|---|---|---|---|---|
| AFC Ajax | - | SL Benfica | 3:0 (0:0, 0:0) aet | |||
