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| 1st(1st leg) | TJ Slovan ChZJD Bratislava | - | Grasshopper Club Zürich | 3:0 (1:0) | ||
| 2nd (2nd leg) | Grasshopper Club Zürich | - | TJ Slovan ChZJD Bratislava | 4:0 (1:0, 3:0) aet | ||
| 1st(1st leg): 12/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: Grasshopper Club Zürich | ||||
| 1st(1st leg) | Os Belenenses | - | AS Monaco | 1:1 (0:0) | ||
| 2nd (2nd leg) | AS Monaco | - | Os Belenenses | 3:0 (3:0) | ||
| 1st(1st leg): 12/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: AS Monaco | ||||
| 1st(1st leg) | Real Valladolid | - | Hamrun Spartans | 5:0 (2:0) | ||
| 2nd (2nd leg) | Hamrun Spartans | - | Real Valladolid | 0:1 (0:1) | ||
| 1st(1st leg): 12/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: Real Valladolid | ||||
| 1st(1st leg) | Partizan | - | Celtic FC | 2:1 (1:1) | ||
| 2nd (2nd leg) | Celtic FC | - | Partizan | 5:4 (1:1) | ||
| 1st(1st leg): 12/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Partizan | ||||
| 1st(1st leg) | Ferencvárosi TC | - | Haka Valkeakoski | 5:1 (3:1) | ||
| 2nd (2nd leg) | Haka Valkeakoski | - | Ferencvárosi TC | 1:1 (0:0) | ||
| 1st(1st leg): 12/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Ferencvárosi TC | ||||
| 1st(1st leg) | Union Luxembourg | - | Djurgårdens IF | 0:0 (0:0) | ||
| 2nd (2nd leg) | Djurgårdens IF | - | Union Luxembourg | 5:0 (0:0) | ||
| 1st(1st leg): 12/09/1989 | 2nd (2nd leg): 27/09/1989 | Winner: Djurgårdens IF | ||||
| 1st(1st leg) | Dinamo Tiranë | - | Dinamo Bucureşti | 1:0 (0:0) | ||
| 2nd (2nd leg) | Dinamo Bucureşti | - | Dinamo Tiranë | 2:0 (2:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: Dinamo Bucureşti | ||||
| 1st(1st leg) | Valur Reykjavík | - | BFC Dynamo | 1:2 (1:0) | ||
| 2nd (2nd leg) | BFC Dynamo | - | Valur Reykjavík | 2:1 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: BFC Dynamo | ||||
| 1st(1st leg) | RSC Anderlecht | - | Ballymena United | 6:0 (3:0) | ||
| 2nd (2nd leg) | Ballymena United | - | RSC Anderlecht | 0:4 (0:1) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: RSC Anderlecht | ||||
| 1st(1st leg) | FC Barcelona | - | Legia Warszawa | 1:1 (0:1) | ||
| 2nd (2nd leg) | Legia Warszawa | - | FC Barcelona | 0:1 (0:1) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: FC Barcelona | ||||
| 1st(1st leg) | Panathinaikos | - | Swansea City | 3:2 (2:0) | ||
| 2nd (2nd leg) | Swansea City | - | Panathinaikos | 3:3 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: Panathinaikos | ||||
| 1st(1st leg) | FC Groningen | - | Ikast FS | 1:0 (0:0) | ||
| 2nd (2nd leg) | Ikast FS | - | FC Groningen | 1:2 (0:1) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: FC Groningen | ||||
| 1st(1st leg) | Beşiktaş | - | Borussia Dortmund | 0:1 (0:1) | ||
| 2nd (2nd leg) | Borussia Dortmund | - | Beşiktaş | 2:1 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: Borussia Dortmund | ||||
| 1st(1st leg) | Torpedo Moskva | - | Cork City | 5:0 (4:0) | ||
| 2nd (2nd leg) | Cork City | - | Torpedo Moskva | 0:1 (0:1) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: Torpedo Moskva | ||||
| 1st(1st leg) | SK Brann | - | Sampdoria | 0:2 (0:1) | ||
| 2nd (2nd leg) | Sampdoria | - | SK Brann | 1:0 (0:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: Sampdoria | ||||
| 1st(1st leg) | Admira/Wacker | - | AEL Limassol | 3:0 (0:0) | ||
| 2nd (2nd leg) | AEL Limassol | - | Admira/Wacker | 1:0 (1:0) | ||
| 1st(1st leg): 13/09/1989 | 2nd (2nd leg): 26/09/1989 | Winner: Admira/Wacker | ||||
