| 1. Round | 17/08/1968 | HFC Chemie | - | BSG Stahl Riesa | 3:0 | ||||
| 3. Round | 31/08/1968 | 1. FC Union Berlin | - | BSG Stahl Riesa | 2:0 | ||||
| 4. Round | 07/09/1968 | BSG Stahl Riesa | - | FC Vorwärts Berlin | 1:0 | ||||
| 5. Round | 14/09/1968 | 1. FC Lokomotive Leipzig | - | BSG Stahl Riesa | 1:1 | ||||
| 6. Round | 21/09/1968 | BSG Stahl Riesa | - | Hansa Rostock | 0:2 | ||||
| 7. Round | 28/09/1968 | BSG Sachsenring Zwickau | - | BSG Stahl Riesa | 4:2 | ||||
| 8. Round | 05/10/1968 | BFC Dynamo | - | BSG Stahl Riesa | 3:1 |  |
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| 9. Round | 12/10/1968 | BSG Stahl Riesa | - | Rot-Weiß Erfurt | 1:0 | ||||
| 10. Round | 23/10/1968 | FC Karl-Marx-Stadt | - | BSG Stahl Riesa | 3:1 | ||||
| 11. Round | 26/10/1968 | BSG Stahl Riesa | - | BSG Chemie Leipzig | 1:0 | ||||
| 12. Round | 02/11/1968 | 1. FC Magdeburg | - | BSG Stahl Riesa | 3:1 | |
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| 13. Round | 09/11/1968 | BSG Stahl Riesa | - | BSG Wismut Aue | 1:1 | ||||
| 15. Round | 22/02/1969 | FC Carl Zeiss Jena | - | BSG Stahl Riesa | 3:0 | ||||
| 16. Round | 01/03/1969 | BSG Stahl Riesa | - | 1. FC Union Berlin | 1:0 | ||||
| 22. Round | 19/04/1969 | Rot-Weiß Erfurt | - | BSG Stahl Riesa | 4:0 |
Germany