| 5. Round | 16/09/1989 | FC Carl Zeiss Jena | - | Dynamo Dresden | 1:1 | ||||
| 6. Round | 22/09/1989 | FC Carl Zeiss Jena | - | Hansa Rostock | 2:1 | ||||
| 7. Round | 13/10/1989 | BFC Dynamo | - | FC Carl Zeiss Jena | 2:0 | ||||
| 8. Round | 20/10/1989 | FC Carl Zeiss Jena | - | Stahl Eisenhüttenstadt | 1:1 | ||||
| 9. Round | 28/10/1989 | 1. FC Lokomotive Leipzig | - | FC Carl Zeiss Jena | 1:0 | ||||
| 11. Round | 18/11/1989 | BSG Wismut Aue | - | FC Carl Zeiss Jena | 0:0 | ||||
| 12. Round | 24/11/1989 | FC Carl Zeiss Jena | - | Rot-Weiß Erfurt | 1:0 | ||||
| 13. Round | 02/12/1989 | BSG Stahl Brandenburg | - | FC Carl Zeiss Jena | 4:0 |
Germany