| 1. Round | 05/08/2018 | FC Carl Zeiss Jena II | - | Askania Bernburg | 3:0 | ||||
| 2. Round | 11/08/2018 | Askania Bernburg | - | Ludwigsfelder FC | 2:1 | ||||
| 3. Round | 25/08/2018 | Askania Bernburg | - | VFC Plauen | 2:2 |  |
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| 4. Round | 01/09/2018 | VfL Halle 96 | - | Askania Bernburg | 1:0 | ||||
| 5. Round | 16/09/2018 | Askania Bernburg | - | BSG Chemie Leipzig | 1:3 | ||||
| 6. Round | 21/09/2018 | Union Sandersdorf | - | Askania Bernburg | 1:2 | ||||
| 7. Round | 29/09/2018 | Askania Bernburg | - | VfB 1921 Krieschow | 1:3 | ||||
| 8. Round | 03/10/2018 | Askania Bernburg | - | VfL 05 Hohenstein-Ernstthal | 1:2 | ||||
| 9. Round | 07/10/2018 | Askania Bernburg | - | FSV 63 Luckenwalde | 0:1 | ||||
| 10. Round | 20/10/2018 | Inter Leipzig | - | Askania Bernburg | 2:0 | ||||
| 11. Round | 27/10/2018 | Askania Bernburg | - | FC Eilenburg | 0:3 | ||||
| 12. Round | 03/11/2018 | BSG Wismut Gera | - | Askania Bernburg | 2:2 | ||||
| 13. Round | 10/11/2018 | Askania Bernburg | - | Blau-Weiß Zorbau | 1:3 | |
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| 14. Round | 24/11/2018 | FC Einheit Rudolstadt | - | Askania Bernburg | 0:2 |
Germany