| 6. Round | 21/09/1968 | FC Karl-Marx-Stadt | - | FC Vorwärts Berlin | 2:2 | ||||
| 13. Round | 09/11/1968 | FC Karl-Marx-Stadt | - | BSG Chemie Leipzig | 1:0 | ||||
| 14. Round | 15/02/1969 | FC Karl-Marx-Stadt | - | 1. FC Magdeburg | 3:0 | ||||
| 15. Round | 22/02/1969 | BSG Wismut Aue | - | FC Karl-Marx-Stadt | 1:2 | ||||
| 16. Round | 01/03/1969 | FC Karl-Marx-Stadt | - | HFC Chemie | 0:0 | ||||
| 17. Round | 12/03/1969 | FC Carl Zeiss Jena | - | FC Karl-Marx-Stadt | 2:0 | ||||
| 18. Round | 15/03/1969 | FC Karl-Marx-Stadt | - | 1. FC Union Berlin | 2:2 | ||||
| 19. Round | 19/03/1969 | FC Vorwärts Berlin | - | FC Karl-Marx-Stadt | 5:1 | ||||
| 20. Round | 02/04/1969 | FC Karl-Marx-Stadt | - | 1. FC Lokomotive Leipzig | 3:0 | ||||
| 23. Round | 26/04/1969 | BSG Stahl Riesa | - | FC Karl-Marx-Stadt | 2:1 | ||||
| 24. Round | 03/05/1969 | FC Karl-Marx-Stadt | - | Rot-Weiß Erfurt | 0:0 | ||||
| 26. Round | 17/05/1969 | BSG Chemie Leipzig | - | FC Karl-Marx-Stadt | 1:1 |
Germany