| 1. Round | 13/08/1988 | TSG Markkleeberg | - | Dynamo Dresden II | 0:2 | ||||
| 2. Round | 20/08/1988 | Dynamo Dresden II | - | BSG Motor Grimma | 4:0 | ||||
| 3. Round | 23/08/1988 | BSG Stahl Thale | - | Dynamo Dresden II | 1:0 | ||||
| 4. Round | 27/08/1988 | Dynamo Dresden II | - | SG Dynamo Eisleben | 1:1 |  |
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| 6. Round | 17/09/1988 | Dynamo Dresden II | - | BSG Motor Weimar | 2:1 | ||||
| 7. Round | 24/09/1988 | Aktivist Borna | - | Dynamo Dresden II | 3:4 | ||||
| 8. Round | 02/10/1988 | Dynamo Dresden II | - | BSG Stahl Riesa | 2:0 | ||||
| 9. Round | 15/10/1988 | BSG Motor Suhl | - | Dynamo Dresden II | 2:0 | ||||
| 10. Round | 23/10/1988 | Dynamo Dresden II | - | BSG Chemie Leipzig | 4:1 |  |
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| 12. Round | 12/11/1988 | Dynamo Dresden II | - | BSG Motor Nordhausen | 5:1 | ||||
| 13. Round | 19/11/1988 | BSG Wismut Gera | - | Dynamo Dresden II | 3:1 | |
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| 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 | ||||
| 16. Round | 10/12/1988 | BSG Motor Karl-Marx-Stadt | - | Dynamo Dresden II | 2:5 | ||||
| 17. Round | 16/12/1988 | Dynamo Dresden II | - | BSG Fortschritt Bischofswerda | 1:3 |
Germany