| 1. Round | 10/08/2019 | Dynamo Dresden [Youth B] | - | Hannover 96 [Youth B] | 2:2 | ||||
| 2. Round | 17/08/2019 | Eintracht Braunschweig [Youth B] | - | Dynamo Dresden [Youth B] | 2:4 | ||||
| 3. Round | 21/08/2019 | Dynamo Dresden [Youth B] | - | Chemnitzer FC [Youth B] | 2:1 | ||||
| 5. Round | 31/08/2019 | Dynamo Dresden [Youth B] | - | Hertha BSC [Youth B] | 1:1 | ||||
| 6. Round | 14/09/2019 | Energie Cottbus [Youth B] | - | Dynamo Dresden [Youth B] | 1:2 | ||||
| 8. Round | 28/09/2019 | Dynamo Dresden [Youth B] | - | VfL Wolfsburg [Youth B] | 1:0 | ||||
| 9. Round | 05/10/2019 | Hamburger SV [Youth B] | - | Dynamo Dresden [Youth B] | 1:0 | ||||
| 12. Round | 02/11/2019 | Dynamo Dresden [Youth B] | - | FC St. Pauli [Youth B] | 1:0 |
Germany