| 1. Round | 11/08/2019 | Dynamo Dresden [Youth] | - | Werder Bremen [Youth] | 0:2 | ||||
| 2. Round | 17/08/2019 | 1. FC Magdeburg [Youth] | - | Dynamo Dresden [Youth] | 0:1 | ||||
| 3. Round | 21/08/2019 | Dynamo Dresden [Youth] | - | Chemnitzer FC [Youth] | 6:0 | ||||
| 4. Round | 25/08/2019 | Energie Cottbus [Youth] | - | Dynamo Dresden [Youth] | 0:2 | ||||
| 5. Round | 14/09/2019 | Dynamo Dresden [Youth] | - | Hannover 96 [Youth] | 4:6 | ||||
| 6. Round | 21/09/2019 | Niendorfer TSV [Youth] | - | Dynamo Dresden [Youth] | 0:6 | ||||
| 7. Round | 28/09/2019 | Dynamo Dresden [Youth] | - | 1. FC Union Berlin [Youth] | 1:3 | ||||
| 14. Round | 07/12/2019 | Werder Bremen [Youth] | - | Dynamo Dresden [Youth] | 3:1 |
Germany