| 1. Round | 14/08/1965 | SC Karl-Marx-Stadt | - | SC Motor Jena | 2:1 | ||||
| 2. Round | 18/08/1965 | BSG Lokomotive Stendal | - | SC Karl-Marx-Stadt | 1:1 | ||||
| 3. Round | 21/08/1965 | SC Karl-Marx-Stadt | - | BSG Wismut Aue | 1:0 | ||||
| 4. Round | 25/08/1965 | SC Dynamo Berlin | - | SC Karl-Marx-Stadt | 1:0 | ||||
| 5. Round | 11/09/1965 | SC Karl-Marx-Stadt | - | SC Empor Rostock | 2:1 | ||||
| 6. Round | 18/09/1965 | Dynamo Dresden | - | SC Karl-Marx-Stadt | 5:0 | ||||
| 7. Round | 03/11/1965 | SC Karl-Marx-Stadt | - | SC Turbine Erfurt | 4:2 | ||||
| 8. Round | 06/11/1965 | BSG Motor Zwickau | - | SC Karl-Marx-Stadt | 3:0 | ||||
| 9. Round | 13/11/1965 | SC Karl-Marx-Stadt | - | 1. FC Magdeburg | 2:0 | ||||
| 10. Round | 20/11/1965 | ASK Vorwärts Berlin | - | SC Karl-Marx-Stadt | 3:0 | ||||
| 17. Round | 05/03/1966 | FC Karl-Marx-Stadt | - | BFC Dynamo | 0:0 | ||||
| 18. Round | 12/03/1966 | Hansa Rostock | - | FC Karl-Marx-Stadt | 2:2 | ||||
| 21. Round | 08/04/1966 | FC Karl-Marx-Stadt | - | BSG Motor Zwickau | 1:0 | ||||
| 22. Round | 11/04/1966 | 1. FC Magdeburg | - | FC Karl-Marx-Stadt | 2:1 |
Germany