| 3. Round | 21/08/2019 | VfB Stuttgart [Youth] | - | 1. FC Heidenheim 1846 [Youth] | 0:0 | ||||
| 4. Round | 24/08/2019 | 1. FC Heidenheim 1846 [Youth] | - | SSV Ulm 1846 [Youth] | 1:1 | ||||
| 5. Round | 14/09/2019 | Bayern München [Youth] | - | 1. FC Heidenheim 1846 [Youth] | 1:3 |  |
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| 6. Round | 21/09/2019 | 1. FC Heidenheim 1846 [Youth] | - | SpVgg Greuther Fürth [Youth] | 2:1 |  |
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| 7. Round | 28/09/2019 | SC Freiburg [Youth] | - | 1. FC Heidenheim 1846 [Youth] | 2:1 | ||||
| 8. Round | 19/10/2019 | 1. FC Heidenheim 1846 [Youth] | - | FC Ingolstadt 04 [Youth] | 1:1 | ||||
| 10. Round | 02/11/2019 | 1. FC Heidenheim 1846 [Youth] | - | Eintracht Frankfurt [Youth] | 2:2 | ||||
| 13. Round | 30/11/2019 | 1. FC Kaiserslautern [Youth] | - | 1. FC Heidenheim 1846 [Youth] | 2:1 | ||||
| 17. Round | 16/02/2020 | SSV Ulm 1846 [Youth] | - | 1. FC Heidenheim 1846 [Youth] | 1:2 | ||||
| 18. Round | 22/02/2020 | 1. FC Heidenheim 1846 [Youth] | - | Bayern München [Youth] | 1:6 | ||||
| 19. Round | 01/03/2020 | SpVgg Greuther Fürth [Youth] | - | 1. FC Heidenheim 1846 [Youth] | 1:4 | ||||
| 20. Round | 08/03/2020 | 1. FC Heidenheim 1846 [Youth] | - | SC Freiburg [Youth] | 1:2 |
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