1. Round | 11/09/1989 | FC Karl-Marx-Stadt | - | Boavista | 1:0 | ||||
1. Round | 26/09/1989 | Boavista | - | FC Karl-Marx-Stadt | 2:2 aet | ||||
2. Round | 17/10/1989 | FC Sion | - | FC Karl-Marx-Stadt | 2:1 | ||||
2. Round | 01/11/1989 | FC Karl-Marx-Stadt | - | FC Sion | 4:1 | ||||
Round of 16 | 21/11/1989 | Juventus | - | FC Karl-Marx-Stadt | 2:1 | ||||
Round of 16 | 05/12/1989 | FC Karl-Marx-Stadt | - | Juventus | 0:1 |