| 2. Round | 20/08/1988 | Dynamo Dresden II | - | BSG Motor Grimma | 4:0 |  |
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| 3. Round | 23/08/1988 | BSG Stahl Thale | - | Dynamo Dresden II | 1:0 | ||||
| 8. Round | 02/10/1988 | Dynamo Dresden II | - | BSG Stahl Riesa | 2:0 | |
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| 11. Round | 05/11/1988 | BSG Chemie Böhlen | - | Dynamo Dresden II | 0:1 | |
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| 12. Round | 12/11/1988 | Dynamo Dresden II | - | BSG Motor Nordhausen | 5:1 | |
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| 13. Round | 19/11/1988 | BSG Wismut Gera | - | Dynamo Dresden II | 3:1 | ||||
| 14. Round | 25/11/1988 | Dynamo Dresden II | - | ASG Vorwärts Dessau | 0:2 | ||||
| 15. Round | 03/12/1988 | BSG Robotron Sömmerda | - | Dynamo Dresden II | 0:0 | ||||
| 18. Round | 25/02/1989 | Dynamo Dresden II | - | TSG Markkleeberg | 1:2 | |
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| 19. Round | 04/03/1989 | BSG Motor Grimma | - | Dynamo Dresden II | 3:0 | ||||
| 20. Round | 11/03/1989 | Dynamo Dresden II | - | BSG Stahl Thale | 3:2 | |
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| 21. Round | 18/03/1989 | SG Dynamo Eisleben | - | Dynamo Dresden II | 4:1 | ||||
| 30. Round | 12/05/1989 | Dynamo Dresden II | - | BSG Wismut Gera | 4:1 | |
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| 34. Round | 03/06/1989 | BSG Fortschritt Bischofswerda | - | Dynamo Dresden II | 2:2 |
Germany