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| 1st(1st leg) | ÍBV Vestmannaeyjar | - | Levski Sofia | 0:4 (0:4) | ||
| 2nd (2nd leg) | Levski Sofia | - | ÍBV Vestmannaeyjar | 4:0 (1:0) | ||
| 1st(1st leg): 30/08/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Levski Sofia | ||||
| 1st(1st leg) | Lierse SK (old) | - | APOEL Nikosia | 10:1 (5:0) | ||
| 2nd (2nd leg) | APOEL Nikosia | - | Lierse SK (old) | 0:1 (0:1) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 24/09/1969 | Winner: Lierse SK (old) | ||||
| 1st(1st leg) | IFK Norrköping | - | Sliema Wanderers | 5:1 (3:1) | ||
| 2nd (2nd leg) | Sliema Wanderers | - | IFK Norrköping | 1:0 (0:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 30/09/1969 | Winner: IFK Norrköping | ||||
| 1st(1st leg) | Athletic Club | - | Manchester City | 3:3 (2:1) | ||
| 2nd (2nd leg) | Manchester City | - | Athletic Club | 3:0 (0:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Manchester City | ||||
| 1st(1st leg) | Rangers FC | - | CSA Steaua București | 2:0 (2:0) | ||
| 2nd (2nd leg) | CSA Steaua București | - | Rangers FC | 0:0 (0:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Rangers FC | ||||
| 1st(1st leg) | Shamrock Rovers | - | FC Schalke 04 | 2:1 (0:1) | ||
| 2nd (2nd leg) | FC Schalke 04 | - | Shamrock Rovers | 3:0 (1:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: FC Schalke 04 | ||||
| 1st(1st leg) | BK Frem København | - | FC St. Gallen | 2:1 (1:1) | ||
| 2nd (2nd leg) | FC St. Gallen | - | BK Frem København | 1:0 (0:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: FC St. Gallen | ||||
| 1st(1st leg) | Göztepe | - | Union Luxembourg | 3:0 (1:0) | ||
| 2nd (2nd leg) | Union Luxembourg | - | Göztepe | 2:3 (0:2) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Göztepe | ||||
| 1st(1st leg) | 1. FC Magdeburg | - | MTK | 1:0 (1:0) | ||
| 2nd (2nd leg) | MTK | - | 1. FC Magdeburg | 1:1 (1:0, 1:0) aet | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: 1. FC Magdeburg | ||||
| 1st(1st leg) | Mjøndalen IF | - | Cardiff City | 1:7 (1:3) | ||
| 2nd (2nd leg) | Cardiff City | - | Mjøndalen IF | 5:1 (4:1) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Cardiff City | ||||
| 1st(1st leg) | Ards FC | - | AS Roma | 0:0 (0:0) | ||
| 2nd (2nd leg) | AS Roma | - | Ards FC | 3:1 (1:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: AS Roma | ||||
| 1st(1st leg) | Olympiakos Piraeus | - | Górnik Zabrze | 2:2 (0:2) | ||
| 2nd (2nd leg) | Górnik Zabrze | - | Olympiakos Piraeus | 5:0 (1:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Górnik Zabrze | ||||
| 1st(1st leg) | Rapid Wien | - | PSV Eindhoven | 1:2 (1:2) | ||
| 2nd (2nd leg) | PSV Eindhoven | - | Rapid Wien | 4:2 (2:1) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: PSV Eindhoven | ||||
| 1st(1st leg) | AS Dukla Praha | - | Olympique Marseille | 1:0 (1:0) | ||
| 2nd (2nd leg) | Olympique Marseille | - | AS Dukla Praha | 2:0 (1:0, 1:0) aet | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Olympique Marseille | ||||
| 1st(1st leg) | Dinamo Zagreb | - | TJ Slovan ChZJD Bratislava | 3:0 (1:0) | ||
| 2nd (2nd leg) | TJ Slovan ChZJD Bratislava | - | Dinamo Zagreb | 0:0 (0:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Dinamo Zagreb | ||||
| 1st(1st leg) | Académica de Coimbra | - | Kuopion PS | 0:0 (0:0) | ||
| 2nd (2nd leg) | Kuopion PS | - | Académica de Coimbra | 0:1 (0:0) | ||
| 1st(1st leg): 17/09/1969 | 2nd (2nd leg): 01/10/1969 | Winner: Académica de Coimbra | ||||
