| 1. Round | 12/08/1989 | Dynamo Dresden | - | HFC Chemie | 2:0 | ||||
| 2. Round | 19/08/1989 | BSG Fortschritt Bischofswerda | - | Dynamo Dresden | 0:1 | ||||
| 3. Round | 01/09/1989 | FC Karl-Marx-Stadt | - | Dynamo Dresden | 1:1 |  |
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| 4. Round | 09/09/1989 | Dynamo Dresden | - | BSG Wismut Aue | 3:0 | ||||
| 5. Round | 16/09/1989 | FC Carl Zeiss Jena | - | Dynamo Dresden | 1:1 | ||||
| 6. Round | 22/09/1989 | Dynamo Dresden | - | Rot-Weiß Erfurt | 3:1 |
Germany