| 1. Round | 11/08/1990 | Sachsen Leipzig | - | Chemnitzer FC | 0:0 | ||||
| 2. Round | 18/08/1990 | Chemnitzer FC | - | FC Vorwärts Frankfurt/Oder | 2:0 | ||||
| 5. Round | 15/09/1990 | Dynamo Dresden | - | Chemnitzer FC | 1:1 | ||||
| 8. Round | 10/10/1990 | Chemnitzer FC | - | 1. FC Lokomotive Leipzig | 2:1 | ||||
| 9. Round | 27/10/1990 | Stahl Eisenhüttenstadt | - | Chemnitzer FC | 2:1 | ||||
| 11. Round | 10/11/1990 | BSG Stahl Brandenburg | - | Chemnitzer FC | 1:1 | ||||
| 12. Round | 24/11/1990 | Chemnitzer FC | - | FC Berlin | 1:0 | ||||
| 14. Round | 23/02/1991 | Chemnitzer FC | - | Sachsen Leipzig | 0:0 | ||||
| 16. Round | 09/03/1991 | Chemnitzer FC | - | Rot-Weiß Erfurt | 2:0 | ||||
| 18. Round | 23/03/1991 | Chemnitzer FC | - | Dynamo Dresden | 0:0 | ||||
| 20. Round | 13/04/1991 | Chemnitzer FC | - | 1. FC Magdeburg | 0:2 |
Germany