1. Round | 17/08/1968 | FC Carl Zeiss Jena | - | BSG Sachsenring Zwickau | 0:1 | ||||
2. Round | 24/08/1968 | BSG Stahl Riesa | - | FC Carl Zeiss Jena | 1:2 | ||||
3. Round | 31/08/1968 | FC Carl Zeiss Jena | - | Rot-Weiß Erfurt | 1:0 | ||||
4. Round | 07/09/1968 | FC Karl-Marx-Stadt | - | FC Carl Zeiss Jena | 1:0 | ||||
5. Round | 14/09/1968 | FC Carl Zeiss Jena | - | BSG Chemie Leipzig | 2:2 | ||||
6. Round | 21/09/1968 | 1. FC Magdeburg | - | FC Carl Zeiss Jena | 0:0 | ||||
7. Round | 28/09/1968 | FC Carl Zeiss Jena | - | BSG Wismut Aue | 1:0 | ||||
8. Round | 05/10/1968 | HFC Chemie | - | FC Carl Zeiss Jena | 1:1 | ||||
9. Round | 12/10/1968 | FC Carl Zeiss Jena | - | BFC Dynamo | 4:0 | ||||
14. Round | 15/02/1969 | BSG Sachsenring Zwickau | - | FC Carl Zeiss Jena | 0:0 | ||||
15. Round | 22/02/1969 | FC Carl Zeiss Jena | - | BSG Stahl Riesa | 3:0 | ||||
16. Round | 01/03/1969 | Rot-Weiß Erfurt | - | FC Carl Zeiss Jena | 2:1 | ||||
22. Round | 19/04/1969 | BFC Dynamo | - | FC Carl Zeiss Jena | 2:1 | ||||
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 |