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| 1st(1st leg) | Dunfermline Athletic | - | West Bromwich Albion | 0:0 (0:0) | ||
| 2nd (2nd leg) | West Bromwich Albion | - | Dunfermline Athletic | 0:1 (0:1) | ||
| 1st(1st leg): 15/01/1969 | 2nd (2nd leg): 19/02/1969 | Winner: Dunfermline Athletic | ||||
| 1st(1st leg) | Lyn Oslo | - | FC Barcelona | 2:3 (1:2) | ||
| 2nd (2nd leg) | FC Barcelona | - | Lyn Oslo | 2:2 (0:1) | ||
| 1st(1st leg): 30/01/1969 | 2nd (2nd leg): 08/02/1969 | Winner: FC Barcelona | ||||
| 1st(1st leg) | Torino FC | - | TJ Slovan ChZJD Bratislava | 0:1 (0:0) | ||
| 2nd (2nd leg) | TJ Slovan ChZJD Bratislava | - | Torino FC | 2:1 (1:0) | ||
| 1st(1st leg): 19/02/1969 | 2nd (2nd leg): 05/03/1969 | Winner: TJ Slovan ChZJD Bratislava | ||||
| 1st(1st leg) | 1. FC Köln | - | Randers Freja | 2:1 (1:1) | ||
| 2nd (2nd leg) | Randers Freja | - | 1. FC Köln | 0:3 (0:1) | ||
| 1st(1st leg): 08/03/1969 | 2nd (2nd leg): 12/03/1969 | Winner: 1. FC Köln | ||||
