| 1. Round | 27/07/2019 | Wacker Nordhausen | - | BSG Chemie Leipzig | 0:0 | ||||
| 2. Round | 31/07/2019 | BSG Chemie Leipzig | - | FC Viktoria 1889 Berlin | 0:0 | ||||
| 3. Round | 03/08/2019 | BSG Chemie Leipzig | - | SV Babelsberg 03 | 1:1 | ||||
| 4. Round | 18/08/2019 | Bischofswerdaer FV | - | BSG Chemie Leipzig | 0:0 | ||||
| 5. Round | 28/08/2019 | BSG Chemie Leipzig | - | Union Fürstenwalde | 1:4 |  |
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| 6. Round | 11/09/2019 | Germania Halberstadt | - | BSG Chemie Leipzig | 3:3 |  |
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| 8. Round | 15/09/2019 | VSG Altglienicke | - | BSG Chemie Leipzig | 3:2 | ||||
| 9. Round | 21/09/2019 | BSG Chemie Leipzig | - | Hertha BSC II | 1:3 | ||||
| 10. Round | 29/09/2019 | Rot-Weiß Erfurt | - | BSG Chemie Leipzig | annull. | ||||
| 11. Round | 06/10/2019 | BSG Chemie Leipzig | - | 1. FC Lok Leipzig | 2:0 | ||||
| 12. Round | 20/10/2019 | Energie Cottbus | - | BSG Chemie Leipzig | 2:1 | ||||
| 14. Round | 02/11/2019 | Optik Rathenow | - | BSG Chemie Leipzig | 0:1 | ||||
| 16. Round | 24/11/2019 | Berliner AK 07 | - | BSG Chemie Leipzig | 1:1 | ||||
| 19. Round | 13/12/2019 | FC Viktoria 1889 Berlin | - | BSG Chemie Leipzig | 1:0 | ||||
| 25. Round | 07/03/2020 | BSG Chemie Leipzig | - | VSG Altglienicke | 2:4 |
Germany