| 3. Round | 21/08/2019 | 1. FC Union Berlin [Youth B] | - | Hertha BSC [Youth B] | 2:5 | ||||
| 4. Round | 25/08/2019 | Hertha BSC [Youth B] | - | Energie Cottbus [Youth B] | 6:0 | ||||
| 7. Round | 21/09/2019 | Hamburger SV [Youth B] | - | Hertha BSC [Youth B] | 2:1 | ||||
| 8. Round | 28/09/2019 | Hertha BSC [Youth B] | - | RB Leipzig [Youth B] | 4:2 | ||||
| 9. Round | 05/10/2019 | Werder Bremen [Youth B] | - | Hertha BSC [Youth B] | 1:4 | ||||
| 12. Round | 02/11/2019 | Hertha BSC [Youth B] | - | Hannover 96 [Youth B] | 0:0 | ||||
| 14. Round | 23/11/2019 | Chemnitzer FC [Youth B] | - | Hertha BSC [Youth B] | 0:5 | ||||
| 16. Round | 07/12/2019 | Hertha BSC [Youth B] | - | 1. FC Union Berlin [Youth B] | 2:1 |
Germany