1. Round | 05/08/1989 | BSG Chemie Velten | - | 1. FC Union Berlin | 2:2 | ||||
2. Round | 10/08/1989 | 1. FC Union Berlin | - | BSG Lok/Armaturen Prenzlau | 7:0 | ||||
3. Round | 19/08/1989 | KWO Berlin | - | 1. FC Union Berlin | 0:1 | ||||
6. Round | 19/09/1989 | 1. FC Union Berlin | - | SG Dynamo Schwerin | 1:0 | ||||
7. Round | 23/09/1989 | BSG Motor Stralsund | - | 1. FC Union Berlin | 0:2 | ||||
10. Round | 21/10/1989 | 1. FC Union Berlin | - | BSG Stahl Hennigsdorf | 5:0 | ||||
11. Round | 29/10/1989 | Motor Schönebeck | - | 1. FC Union Berlin | 1:4 | ||||
14. Round | 25/11/1989 | BSG Post Neubrandenburg | - | 1. FC Union Berlin | 3:1 | ||||
16. Round | 09/12/1989 | Dynamo Fürstenwalde | - | 1. FC Union Berlin | 0:1 | ||||
19. Round | 03/03/1990 | BSG Lok/Armaturen Prenzlau | - | 1. FC Union Berlin | 1:1 | ||||
20. Round | 09/03/1990 | 1. FC Union Berlin | - | KWO Berlin | 3:1 | ||||
34. Round | 31/05/1990 | Chemie Guben | - | 1. FC Union Berlin | 0:0 |