| 3. Round | 03/08/2019 | VfB Auerbach | - | Hertha BSC II | 1:5 | ||||
| 6. Round | 23/08/2019 | Hertha BSC II | - | Berliner AK 07 | 1:0 | ||||
| 5. Round | 27/08/2019 | ZFC Meuselwitz | - | Hertha BSC II | 1:4 | ||||
| 9. Round | 21/09/2019 | BSG Chemie Leipzig | - | Hertha BSC II | 1:3 | ||||
| 10. Round | 28/09/2019 | Hertha BSC II | - | SV Babelsberg 03 | 3:3 | ||||
| 11. Round | 06/10/2019 | Bischofswerdaer FV | - | Hertha BSC II | 2:7 | ||||
| 13. Round | 26/10/2019 | Germania Halberstadt | - | Hertha BSC II | 2:2 | ||||
| 20. Round | 02/02/2020 | Hertha BSC II | - | VfB Auerbach | 1:2 | ||||
| 21. Round | 07/02/2020 | Optik Rathenow | - | Hertha BSC II | 0:2 | ||||
| 22. Round | 14/02/2020 | Hertha BSC II | - | ZFC Meuselwitz | 2:0 |  |
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| 23. Round | 23/02/2020 | Berliner AK 07 | - | Hertha BSC II | 3:1 | ||||
| 24. Round | 28/02/2020 | Hertha BSC II | - | BFC Dynamo | 4:7 |
Germany