| 1. Round | 27/07/2019 | Bahlinger SC | - | SC Freiburg II | 2:0 |  |
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| 3. Round | 10/08/2019 | SV 07 Elversberg | - | SC Freiburg II | 0:0 | ||||
| 5. Round | 17/08/2019 | FK Pirmasens | - | SC Freiburg II | 0:1 | ||||
| 6. Round | 25/08/2019 | SC Freiburg II | - | TSV Steinbach Haiger | 0:1 | ||||
| 11. Round | 29/09/2019 | 1. FSV Mainz 05 II | - | SC Freiburg II | 3:2 | ||||
| 12. Round | 05/10/2019 | SC Freiburg II | - | 1. FC Saarbrücken | 1:3 |  |
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| 13. Round | 16/10/2019 | Bayern Alzenau | - | SC Freiburg II | 1:0 | |
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| 14. Round | 19/10/2019 | SC Freiburg II | - | FC Gießen | 3:1 | |
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| 15. Round | 26/10/2019 | SSV Ulm 1846 | - | SC Freiburg II | 1:3 | |
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| 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 | |
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| 19. Round | 01/12/2019 | Kickers Offenbach | - | SC Freiburg II | 3:1 | |
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| 20. Round | 08/12/2019 | SC Freiburg II | - | SV 07 Elversberg | 0:0 | ||||
| 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