| 1. Round | 12/08/1989 | Dynamo Dresden | - | HFC Chemie | 2:0 | ||||
| 2. Round | 19/08/1989 | HFC Chemie | - | FC Karl-Marx-Stadt | 4:0 |  |
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| 3. Round | 01/09/1989 | FC Carl Zeiss Jena | - | HFC Chemie | 2:0 | ||||
| 4. Round | 09/09/1989 | HFC Chemie | - | Hansa Rostock | 1:1 | |
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| 5. Round | 16/09/1989 | BFC Dynamo | - | HFC Chemie | 3:1 | |
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| 6. Round | 23/09/1989 | HFC Chemie | - | Stahl Eisenhüttenstadt | 2:2 | ||||
| 7. Round | 14/10/1989 | 1. FC Lokomotive Leipzig | - | HFC Chemie | 1:0 | ||||
| 8. Round | 21/10/1989 | HFC Chemie | - | BSG Fortschritt Bischofswerda | 4:0 | |
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| 9. Round | 28/10/1989 | BSG Wismut Aue | - | HFC Chemie | 1:1 | ||||
| 10. Round | 08/11/1989 | HFC Chemie | - | Rot-Weiß Erfurt | 3:0 |
Germany