| 1. Round | 03/08/1990 | Wacker Nordhausen | - | FC Anhalt Dessau | 0:2 | ||||
| 3. Round | 18/08/1990 | TSG Meißen | - | FC Anhalt Dessau | 1:0 |  |
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| 4. Round | 01/09/1990 | FC Anhalt Dessau | - | Chemnitzer SV | 4:1 |  |
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| 5. Round | 07/09/1990 | FSV Sömmerda | - | FC Anhalt Dessau | 2:0 | |
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| 7. Round | 29/09/1990 | FC Anhalt Dessau | - | FSV Zwickau | 1:2 | ||||
| 8. Round | 07/10/1990 | SV Motor Weimar | - | FC Anhalt Dessau | 0:2 | ||||
| 12. Round | 09/11/1990 | FC Stahl Riesa | - | FC Anhalt Dessau | 2:0 | ||||
| 11. Round | 13/11/1990 | FC Anhalt Dessau | - | 1. FC Markkleeberg | 2:3 | |
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| 9. Round | 20/11/1990 | FC Anhalt Dessau | - | SV Germania Ilmenau | 10:0 | ||||
| 15. Round | 30/11/1990 | FC Anhalt Dessau | - | FC Wismut Aue | 1:1 |
Germany