| 2. Round | 20/08/1988 | 1. FC Magdeburg | - | Dynamo Dresden | 0:2 | ||||
| 4. Round | 03/09/1988 | Dynamo Dresden | - | BSG Stahl Brandenburg | 3:1 | ||||
| 5. Round | 17/09/1988 | BSG Sachsenring Zwickau | - | Dynamo Dresden | 0:1 | ||||
| 6. Round | 24/09/1988 | Dynamo Dresden | - | BFC Dynamo | 2:1 | ||||
| 7. Round | 01/10/1988 | 1. FC Lokomotive Leipzig | - | Dynamo Dresden | 1:2 | ||||
| 8. Round | 12/10/1988 | Dynamo Dresden | - | BSG Energie Cottbus | 5:1 | ||||
| 9. Round | 22/10/1988 | FC Carl Zeiss Jena | - | Dynamo Dresden | 3:4 | ||||
| 10. Round | 04/11/1988 | Dynamo Dresden | - | Hansa Rostock | 5:0 |  |
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| 11. Round | 12/11/1988 | HFC Chemie | - | Dynamo Dresden | 1:3 | ||||
| 12. Round | 19/11/1988 | Dynamo Dresden | - | BSG Wismut Aue | 2:0 | ||||
| 13. Round | 03/12/1988 | 1. FC Union Berlin | - | Dynamo Dresden | 1:3 |
Germany