| 2. Round | 17/08/2019 | FC Einheit Rudolstadt | - | Union Sandersdorf | 0:0 | ||||
| 3. Round | 23/08/2019 | Union Sandersdorf | - | FC Eilenburg | 1:1 |  |
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| 4. Round | 31/08/2019 | VfL 05 Hohenstein-Ernstthal | - | Union Sandersdorf | annull. | ||||
| 5. Round | 13/09/2019 | Union Sandersdorf | - | 1. FC Merseburg | 0:2 | |
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| 6. Round | 21/09/2019 | VFC Plauen | - | Union Sandersdorf | 2:0 | ||||
| 7. Round | 29/09/2019 | VfB 1921 Krieschow | - | Union Sandersdorf | 2:2 | ||||
| 8. Round | 03/10/2019 | Union Sandersdorf | - | FSV Martinroda | 5:1 | ||||
| 9. Round | 19/10/2019 | VfL Halle 96 | - | Union Sandersdorf | 2:2 | ||||
| 10. Round | 26/10/2019 | Union Sandersdorf | - | FC Grimma | 3:0 | ||||
| 11. Round | 31/10/2019 | FSV 63 Luckenwalde | - | Union Sandersdorf | 1:1 | ||||
| 12. Round | 08/11/2019 | Union Sandersdorf | - | Wacker Nordhausen II | 6:0 | ||||
| 16. Round | 15/11/2019 | FC Carl Zeiss Jena II | - | Union Sandersdorf | 2:1 | ||||
| 14. Round | 29/11/2019 | Union Sandersdorf | - | Inter Leipzig | 0:2 | ||||
| 15. Round | 07/12/2019 | FC Oberlausitz | - | Union Sandersdorf | 1:2 |
Germany