| 1. Round | 10/08/2019 | Dynamo Dresden [Youth B] | - | Hannover 96 [Youth B] | 2:2 | ||||
| 4. Round | 25/08/2019 | Hallescher FC [Youth B] | - | Dynamo Dresden [Youth B] | 2:1 | ||||
| 6. Round | 14/09/2019 | Energie Cottbus [Youth B] | - | Dynamo Dresden [Youth B] | 1:2 | ||||
| 10. Round | 19/10/2019 | Dynamo Dresden [Youth B] | - | RB Leipzig [Youth B] | 0:5 | ||||
| 11. Round | 26/10/2019 | Werder Bremen [Youth B] | - | Dynamo Dresden [Youth B] | 0:0 | ||||
| 14. Round | 23/11/2019 | Hannover 96 [Youth B] | - | Dynamo Dresden [Youth B] | 3:3 |  |
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| 15. Round | 30/11/2019 | Dynamo Dresden [Youth B] | - | Eintracht Braunschweig [Youth B] | 1:0 | ||||
| 16. Round | 07/12/2019 | Chemnitzer FC [Youth B] | - | Dynamo Dresden [Youth B] | 0:0 | ||||
| 17. Round | 14/12/2019 | Dynamo Dresden [Youth B] | - | Hallescher FC [Youth B] | 1:1 | ||||
| 18. Round | 15/02/2020 | Hertha BSC [Youth B] | - | Dynamo Dresden [Youth B] | 4:0 | ||||
| 19. Round | 22/02/2020 | Dynamo Dresden [Youth B] | - | Energie Cottbus [Youth B] | 2:1 |  |
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| 20. Round | 01/03/2020 | Dynamo Dresden [Youth B] | - | 1. FC Union Berlin [Youth B] | 0:2 | ||||
| 21. Round | 07/03/2020 | VfL Wolfsburg [Youth B] | - | Dynamo Dresden [Youth B] | 3:0 |
Germany