| 1. Round | 03/08/2019 | VfL Halle 96 | - | Inter Leipzig | 2:1 | ||||
| 2. Round | 17/08/2019 | FC Oberlausitz | - | VfL Halle 96 | 4:0 | ||||
| 3. Round | 24/08/2019 | VfL Halle 96 | - | FC Carl Zeiss Jena II | 2:0 | ||||
| 4. Round | 31/08/2019 | FC Einheit Rudolstadt | - | VfL Halle 96 | 0:1 | ||||
| 5. Round | 14/09/2019 | VfL Halle 96 | - | FC Eilenburg | 0:0 | ||||
| 6. Round | 21/09/2019 | VfL 05 Hohenstein-Ernstthal | - | VfL Halle 96 | annull. | ||||
| 8. Round | 05/10/2019 | VFC Plauen | - | VfL Halle 96 | 5:0 | ||||
| 9. Round | 19/10/2019 | VfL Halle 96 | - | Union Sandersdorf | 2:2 | ||||
| 10. Round | 26/10/2019 | FSV Martinroda | - | VfL Halle 96 | 0:1 | ||||
| 11. Round | 03/11/2019 | VfB 1921 Krieschow | - | VfL Halle 96 | 4:1 | ||||
| 12. Round | 09/11/2019 | VfL Halle 96 | - | FC Grimma | 2:3 |  |
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| 14. Round | 30/11/2019 | VfL Halle 96 | - | Wacker Nordhausen II | 1:4 | ||||
| 16. Round | 14/12/2019 | Inter Leipzig | - | VfL Halle 96 | 2:0 | ||||
| 17. Round | 22/02/2020 | VfL Halle 96 | - | FC Oberlausitz | 1:0 | |
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| 18. Round | 29/02/2020 | FC Carl Zeiss Jena II | - | VfL Halle 96 | 1:0 |
Germany