| 1. Round | 27/07/2019 | Bahlinger SC | - | SC Freiburg II | 2:0 |  |
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| 2. Round | 04/08/2019 | SC Freiburg II | - | Kickers Offenbach | 1:2 | ||||
| 3. Round | 10/08/2019 | SV 07 Elversberg | - | SC Freiburg II | 0:0 | ||||
| 4. Round | 14/08/2019 | SC Freiburg II | - | FC 08 Homburg | 2:2 | ||||
| 9. Round | 14/09/2019 | TSG Balingen | - | SC Freiburg II | 1:2 | ||||
| 8. Round | 18/09/2019 | SC Freiburg II | - | FSV Frankfurt | 4:0 | ||||
| 13. Round | 16/10/2019 | Bayern Alzenau | - | SC Freiburg II | 1:0 | ||||
| 14. Round | 19/10/2019 | SC Freiburg II | - | FC Gießen | 3:1 | ||||
| 15. Round | 26/10/2019 | SSV Ulm 1846 | - | SC Freiburg II | 1:3 | ||||
| 16. Round | 02/11/2019 | 1899 Hoffenheim II | - | SC Freiburg II | 7:0 | ||||
| 17. Round | 10/11/2019 | SC Freiburg II | - | VfR Aalen | 2:1 | ||||
| 18. Round | 24/11/2019 | SC Freiburg II | - | Bahlinger SC | 1:2 | ||||
| 19. Round | 01/12/2019 | Kickers Offenbach | - | SC Freiburg II | 3:1 | |
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| 21. Round | 22/02/2020 | FC 08 Homburg | - | SC Freiburg II | 3:0 | ||||
| 23. Round | 07/03/2020 | TSV Steinbach Haiger | - | SC Freiburg II | 2:1 |
Germany