| 4. Round | 12/08/2018 | ZFC Meuselwitz | - | Hertha BSC II | 3:0 | ||||
| 3. Round | 17/08/2018 | Hertha BSC II | - | FC Oberlausitz | 3:0 | ||||
| 5. Round | 26/08/2018 | Hertha BSC II | - | FC Viktoria 1889 Berlin | 4:2 | ||||
| 6. Round | 01/09/2018 | Bischofswerdaer FV | - | Hertha BSC II | 0:1 | ||||
| 11. Round | 03/10/2018 | Hertha BSC II | - | VfB Auerbach | 2:0 | ||||
| 12. Round | 07/10/2018 | Germania Halberstadt | - | Hertha BSC II | 1:1 | ||||
| 17. Round | 23/11/2018 | Hertha BSC II | - | Optik Rathenow | 1:1 | ||||
| 18. Round | 30/11/2018 | Hertha BSC II | - | Wacker Nordhausen | 2:1 | ||||
| 21. Round | 15/02/2019 | Hertha BSC II | - | ZFC Meuselwitz | 2:1 | ||||
| 22. Round | 24/02/2019 | FC Viktoria 1889 Berlin | - | Hertha BSC II | 1:0 | ||||
| 23. Round | 03/03/2019 | Hertha BSC II | - | Bischofswerdaer FV | 2:1 | ||||
| 31. Round | 28/04/2019 | Hertha BSC II | - | Berliner AK 07 | 2:2 | ||||
| 32. Round | 05/05/2019 | FSV Budissa Bautzen | - | Hertha BSC II | 1:1 |  |
Germany