| 12. Round | 02/11/2019 | 1. FC Union Berlin [Youth B] | - | Chemnitzer FC [Youth B] | 1:1 | ||||
| 13. Round | 09/11/2019 | Hallescher FC [Youth B] | - | Chemnitzer FC [Youth B] | 1:3 | ||||
| 14. Round | 23/11/2019 | Chemnitzer FC [Youth B] | - | Hertha BSC [Youth B] | 0:5 | ||||
| 18. Round | 15/02/2020 | Chemnitzer FC [Youth B] | - | Hamburger SV [Youth B] | 1:0 | ||||
| 19. Round | 22/02/2020 | RB Leipzig [Youth B] | - | Chemnitzer FC [Youth B] | 4:0 |
Germany