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| 1st(1st leg) | First Vienna FC | - | Olympiakos Piraeus | 2:2 (1:1) | ||
| 2nd (2nd leg) | Olympiakos Piraeus | - | First Vienna FC | 1:1 (0:0) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: Olympiakos Piraeus | ||||
| 1st(1st leg) | Royal Antwerp FC | - | Dundee United | 4:0 (3:0) | ||
| 2nd (2nd leg) | Dundee United | - | Royal Antwerp FC | 3:2 (1:2) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: Royal Antwerp FC | ||||
| 1st(1st leg) | Club Brugge KV | - | Rapid Wien | 1:2 (1:0) | ||
| 2nd (2nd leg) | Rapid Wien | - | Club Brugge KV | 4:3 (0:1) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: Rapid Wien | ||||
| 1st(1st leg) | Hibernian FC | - | RFC Liège | 0:0 (0:0) | ||
| 2nd (2nd leg) | RFC Liège | - | Hibernian FC | 1:0 (0:0, 0:0) aet | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: RFC Liège | ||||
| 1st(1st leg) | Real Zaragoza | - | Hamburger SV | 1:0 (0:0) | ||
| 2nd (2nd leg) | Hamburger SV | - | Real Zaragoza | 2:0 (0:0, 1:0) aet | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: Hamburger SV | ||||
| 1st(1st leg) | Rovaniemi PS | - | AJ Auxerre | 0:5 (0:1) | ||
| 2nd (2nd leg) | AJ Auxerre | - | Rovaniemi PS | 3:0 (1:0) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: AJ Auxerre | ||||
| 1st(1st leg) | Paris Saint-Germain | - | Juventus | 0:1 (0:0) | ||
| 2nd (2nd leg) | Juventus | - | Paris Saint-Germain | 2:1 (1:1) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: Juventus | ||||
| 1st(1st leg) | ACF Fiorentina | - | FC Sochaux | 0:0 (0:0) | ||
| 2nd (2nd leg) | FC Sochaux | - | ACF Fiorentina | 1:1 (1:1) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: ACF Fiorentina | ||||
| 1st(1st leg) | FC Porto | - | Valencia CF | 3:1 (1:0) | ||
| 2nd (2nd leg) | Valencia CF | - | FC Porto | 3:2 (1:1) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: FC Porto | ||||
| 1st(1st leg) | Werder Bremen | - | Austria Wien | 5:0 (2:0) | ||
| 2nd (2nd leg) | Austria Wien | - | Werder Bremen | 2:0 (1:0) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: Werder Bremen | ||||
| 1st(1st leg) | 1. FC Köln | - | Spartak Moskva | 3:1 (2:1) | ||
| 2nd (2nd leg) | Spartak Moskva | - | 1. FC Köln | 0:0 (0:0) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: 1. FC Köln | ||||
| 1st(1st leg) | FC Sion | - | FC Karl-Marx-Stadt | 2:1 (0:1) | ||
| 2nd (2nd leg) | FC Karl-Marx-Stadt | - | FC Sion | 4:1 (3:0) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 01/11/1989 19:00 | Winner: FC Karl-Marx-Stadt | ||||
| 1st(1st leg) | FC Wettingen | - | SSC Napoli | 0:0 (0:0) | ||
| 2nd (2nd leg) | SSC Napoli | - | FC Wettingen | 2:1 (0:1) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: SSC Napoli | ||||
| 1st(1st leg) | Dinamo Kiev | - | TJ Baník Ostrava OKD | 3:0 (1:0) | ||
| 2nd (2nd leg) | TJ Baník Ostrava OKD | - | Dinamo Kiev | 1:1 (1:1) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: Dinamo Kiev | ||||
| 1st(1st leg) | Zenit Leningrad | - | VfB Stuttgart | 0:1 (0:0) | ||
| 2nd (2nd leg) | VfB Stuttgart | - | Zenit Leningrad | 5:0 (4:0) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: VfB Stuttgart | ||||
| 1st(1st leg) | Crvena Zvezda | - | Zalgiris Vilna | 4:1 (3:0) | ||
| 2nd (2nd leg) | Zalgiris Vilna | - | Crvena Zvezda | 0:1 (0:0) | ||
| 1st(1st leg): 17/10/1989 | 2nd (2nd leg): 31/10/1989 | Winner: Crvena Zvezda | ||||
