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| 1st(1st leg) | Spora Luxemburg | - | Real Madrid | 0:3 (0:1) | ||
| 2nd (2nd leg) | Real Madrid | - | Spora Luxemburg | 6:0 (3:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Real Madrid | ||||
| 1st(1st leg) | CSA Steaua București | - | Fram Reykjavík | 4:0 (2:0) | ||
| 2nd (2nd leg) | Fram Reykjavík | - | CSA Steaua București | 0:1 (0:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: CSA Steaua București | ||||
| 1st(1st leg) | Ruch Chorzów | - | CFKA Sofia | 1:1 (1:1) | ||
| 2nd (2nd leg) | CFKA Sofia | - | Ruch Chorzów | 5:1 (2:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: CFKA Sofia | ||||
| 1st(1st leg) | PSV Eindhoven | - | FC Luzern | 3:0 (1:0) | ||
| 2nd (2nd leg) | FC Luzern | - | PSV Eindhoven | 0:2 (0:2) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: PSV Eindhoven | ||||
| 1st(1st leg) | Derry City | - | SL Benfica | 1:2 (0:0) | ||
| 2nd (2nd leg) | SL Benfica | - | Derry City | 4:0 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: SL Benfica | ||||
| 1st(1st leg) | Malmö FF | - | Inter | 1:0 (0:0) | ||
| 2nd (2nd leg) | Inter | - | Malmö FF | 1:1 (0:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Malmö FF | ||||
| 1st(1st leg) | Rangers FC | - | Bayern München | 1:3 (1:1) | ||
| 2nd (2nd leg) | Bayern München | - | Rangers FC | 0:0 (0:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Bayern München | ||||
| 1st(1st leg) | Dynamo Dresden | - | AEK Athen | 1:0 (0:0) | ||
| 2nd (2nd leg) | AEK Athen | - | Dynamo Dresden | 5:3 (3:1) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: AEK Athen | ||||
| 1st(1st leg) | Rosenborg BK | - | KV Mechelen | 0:0 (0:0) | ||
| 2nd (2nd leg) | KV Mechelen | - | Rosenborg BK | 5:0 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: KV Mechelen | ||||
| 1st(1st leg) | AC Milan | - | HJK Helsinki | 4:0 (2:0) | ||
| 2nd (2nd leg) | HJK Helsinki | - | AC Milan | 0:1 (0:1) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: AC Milan | ||||
| 1st(1st leg) | FC Tirol | - | Omonia Nikosia | 6:0 (2:0) | ||
| 2nd (2nd leg) | Omonia Nikosia | - | FC Tirol | 2:3 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: FC Tirol | ||||
| 1st(1st leg) | Olympique Marseille | - | Brøndby IF | 3:0 (0:0) | ||
| 2nd (2nd leg) | Brøndby IF | - | Olympique Marseille | 1:1 (0:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Olympique Marseille | ||||
| 1st(1st leg) | TJ Sparta ČKD Praha | - | Fenerbahçe | 3:1 (0:1) | ||
| 2nd (2nd leg) | Fenerbahçe | - | TJ Sparta ČKD Praha | 1:2 (0:1) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: TJ Sparta ČKD Praha | ||||
| 1st(1st leg) | Linfield FC | - | Dnepr Dnepropetrovsk | 1:2 (0:1) | ||
| 2nd (2nd leg) | Dnepr Dnepropetrovsk | - | Linfield FC | 1:0 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Dnepr Dnepropetrovsk | ||||
| 1st(1st leg) | Sliema Wanderers | - | Nentori Tiranë | 1:0 (0:0) | ||
| 2nd (2nd leg) | Nentori Tiranë | - | Sliema Wanderers | 5:0 (3:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Nentori Tiranë | ||||
| 1st(1st leg) | Budapest Honved SE | - | Vojvodina | 1:0 (0:0) | ||
| 2nd (2nd leg) | Vojvodina | - | Budapest Honved SE | 2:1 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Budapest Honved SE | ||||
