| 11. Round | 16/10/1999 | Dynamo Dresden | - | FSV Zwickau | 1:0 |  |
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| 12. Round | 23/10/1999 | FSV Zwickau | - | Sachsen Leipzig | 3:1 | ||||
| 13. Round | 05/11/1999 | VFC Plauen | - | FSV Zwickau | 2:0 | ||||
| 14. Round | 13/11/1999 | FSV Zwickau | - | Lok Altmark Stendal | 1:1 | |
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| 16. Round | 04/12/1999 | FSV Zwickau | - | FC Carl Zeiss Jena | 0:2 | ||||
| 17. Round | 11/12/1999 | 1. FC Union Berlin | - | FSV Zwickau | 3:0 |
Germany