| 1. Round | 12/08/1989 | FC Carl Zeiss Jena | - | 1. FC Magdeburg | 0:2 | ||||
| 2. Round | 19/08/1989 | BSG Energie Cottbus | - | FC Carl Zeiss Jena | 1:0 | ||||
| 18. Round | 23/03/1990 | Dynamo Dresden | - | FC Carl Zeiss Jena | 0:4 | ||||
| 19. Round | 03/04/1990 | Hansa Rostock | - | FC Carl Zeiss Jena | 0:1 | ||||
| 20. Round | 07/04/1990 | FC Carl Zeiss Jena | - | BFC Dynamo | 1:1 | ||||
| 21. Round | 21/04/1990 | Stahl Eisenhüttenstadt | - | FC Carl Zeiss Jena | 1:2 | ||||
| 22. Round | 28/04/1990 | FC Carl Zeiss Jena | - | 1. FC Lokomotive Leipzig | 0:0 | ||||
| 23. Round | 04/05/1990 | BSG Fortschritt Bischofswerda | - | FC Carl Zeiss Jena | 1:4 | ||||
| 24. Round | 08/05/1990 | FC Carl Zeiss Jena | - | BSG Wismut Aue | 1:0 |  |
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| 25. Round | 18/05/1990 | Rot-Weiß Erfurt | - | FC Carl Zeiss Jena | 4:1 | ||||
| 26. Round | 26/05/1990 | FC Carl Zeiss Jena | - | BSG Stahl Brandenburg | 2:2 |
Germany