| 10. Round | 23/10/1968 | FC Carl Zeiss Jena | - | 1. FC Union Berlin | 6:0 | ||||
| 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 | ||||
| 17. Round | 12/03/1969 | FC Carl Zeiss Jena | - | FC Karl-Marx-Stadt | 2:0 | ||||
| 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 | ||||
| 20. Round | 02/04/1969 | BSG Wismut Aue | - | FC Carl Zeiss Jena | 3:2 | ||||
| 21. Round | 05/04/1969 | FC Carl Zeiss Jena | - | HFC Chemie | 3:2 | ||||
| 23. Round | 26/04/1969 | 1. FC Union Berlin | - | FC Carl Zeiss Jena | 1:2 |
Germany
GDR