| 4. Round | 24/08/2019 | Karlsruher SC [Youth] | - | Kickers Offenbach [Youth] | 1:2 | ||||
| 5. Round | 15/09/2019 | Kickers Offenbach [Youth] | - | FC Augsburg [Youth] | 2:2 | ||||
| 7. Round | 29/09/2019 | Kickers Offenbach [Youth] | - | 1. FSV Mainz 05 [Youth] | 1:1 | ||||
| 8. Round | 19/10/2019 | 1899 Hoffenheim [Youth] | - | Kickers Offenbach [Youth] | 3:1 |  |
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| 9. Round | 27/10/2019 | Kickers Offenbach [Youth] | - | 1. FC Heidenheim 1846 [Youth] | 0:3 | ||||
| 11. Round | 10/11/2019 | Kickers Offenbach [Youth] | - | Bayern München [Youth] | 1:5 | ||||
| 13. Round | 01/12/2019 | Kickers Offenbach [Youth] | - | SC Freiburg [Youth] | 1:2 | ||||
| 14. Round | 07/12/2019 | Kickers Offenbach [Youth] | - | FC Ingolstadt 04 [Youth] | 2:0 |
Germany