| 1. Round | 14/08/1965 | Dynamo Dresden | - | BSG Chemie Leipzig | 1:1 | ||||
| 2. Round | 18/08/1965 | Dynamo Dresden | - | SC Turbine Erfurt | 4:0 | ||||
| 3. Round | 21/08/1965 | BSG Motor Zwickau | - | Dynamo Dresden | 0:2 | ||||
| 4. Round | 25/08/1965 | Dynamo Dresden | - | 1. FC Magdeburg | 2:1 | ||||
| 5. Round | 11/09/1965 | ASK Vorwärts Berlin | - | Dynamo Dresden | 4:1 | ||||
| 6. Round | 18/09/1965 | Dynamo Dresden | - | SC Karl-Marx-Stadt | 5:0 |  |
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| 7. Round | 03/11/1965 | SC Chemie Halle | - | Dynamo Dresden | 1:1 | ||||
| 8. Round | 06/11/1965 | Dynamo Dresden | - | SC Leipzig | 1:2 | ||||
| 9. Round | 13/11/1965 | SC Motor Jena | - | Dynamo Dresden | 0:0 | ||||
| 16. Round | 26/02/1966 | Dynamo Dresden | - | BSG Motor Zwickau | 0:0 | ||||
| 19. Round | 19/03/1966 | FC Karl-Marx-Stadt | - | Dynamo Dresden | 1:2 | ||||
| 20. Round | 02/04/1966 | Dynamo Dresden | - | HFC Chemie | 3:1 | ||||
| 24. Round | 04/05/1966 | Dynamo Dresden | - | BSG Wismut Aue | 2:0 |
Germany