| 8. Round | 05/10/1968 | HFC Chemie | - | FC Carl Zeiss Jena | 1:1 | ||||
| 11. Round | 26/10/1968 | FC Vorwärts Berlin | - | FC Carl Zeiss Jena | 1:0 | ||||
| 12. Round | 02/11/1968 | FC Carl Zeiss Jena | - | 1. FC Lokomotive Leipzig | 3:0 | ||||
| 13. Round | 09/11/1968 | Hansa Rostock | - | FC Carl Zeiss Jena | 4:1 | ||||
| 18. Round | 15/03/1969 | BSG Chemie Leipzig | - | FC Carl Zeiss Jena | 0:0 | ||||
| 19. Round | 19/03/1969 | FC Carl Zeiss Jena | - | 1. FC Magdeburg | 3:1 |  |
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| 20. Round | 02/04/1969 | BSG Wismut Aue | - | FC Carl Zeiss Jena | 3:2 | |
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| 21. Round | 05/04/1969 | FC Carl Zeiss Jena | - | HFC Chemie | 3:2 | ||||
| 22. Round | 19/04/1969 | BFC Dynamo | - | FC Carl Zeiss Jena | 2:1 | ||||
| 23. Round | 26/04/1969 | 1. FC Union Berlin | - | FC Carl Zeiss Jena | 1:2 | ||||
| 24. Round | 03/05/1969 | FC Carl Zeiss Jena | - | FC Vorwärts Berlin | 2:0 | ||||
| 25. Round | 10/05/1969 | 1. FC Lokomotive Leipzig | - | FC Carl Zeiss Jena | 0:0 | ||||
| 26. Round | 17/05/1969 | FC Carl Zeiss Jena | - | Hansa Rostock | 3:0 |
Germany