| 2. Round | 19/08/1989 | Rot-Weiß Erfurt | - | Stahl Eisenhüttenstadt | 0:0 | ||||
| 4. Round | 09/09/1989 | 1. FC Magdeburg | - | Stahl Eisenhüttenstadt | 2:1 |  |
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| 5. Round | 16/09/1989 | Stahl Eisenhüttenstadt | - | BSG Energie Cottbus | 1:1 |  |
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| 6. Round | 23/09/1989 | HFC Chemie | - | Stahl Eisenhüttenstadt | 2:2 | |
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| 7. Round | 14/10/1989 | Stahl Eisenhüttenstadt | - | FC Karl-Marx-Stadt | 0:0 | ||||
| 8. Round | 20/10/1989 | FC Carl Zeiss Jena | - | Stahl Eisenhüttenstadt | 1:1 | |
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| 9. Round | 28/10/1989 | Stahl Eisenhüttenstadt | - | Hansa Rostock | 1:1 | ||||
| 10. Round | 08/11/1989 | BFC Dynamo | - | Stahl Eisenhüttenstadt | 0:0 | ||||
| 12. Round | 25/11/1989 | Stahl Eisenhüttenstadt | - | 1. FC Lokomotive Leipzig | 2:2 | ||||
| 22. Round | 28/04/1990 | Hansa Rostock | - | Stahl Eisenhüttenstadt | 1:0 | ||||
| 23. Round | 04/05/1990 | Stahl Eisenhüttenstadt | - | BFC Dynamo | 1:1 | |
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| 24. Round | 08/05/1990 | Dynamo Dresden | - | Stahl Eisenhüttenstadt | 2:1 | ||||
| 25. Round | 18/05/1990 | 1. FC Lokomotive Leipzig | - | Stahl Eisenhüttenstadt | 2:0 |
Germany