| 1. Round | 14/07/2019 | TSV 1860 Rosenheim | - | Wacker Burghausen | 4:2 | ||||
| 3. Round | 23/07/2019 | TSV 1860 Rosenheim | - | TSV 1896 Rain | 1:0 | ||||
| 5. Round | 02/08/2019 | TSV 1860 Rosenheim | - | 1. FC Schweinfurt 05 | 0:4 | ||||
| 6. Round | 10/08/2019 | 1. FC Nürnberg II | - | TSV 1860 Rosenheim | 1:3 | ||||
| 7. Round | 16/08/2019 | TSV 1860 Rosenheim | - | SV Heimstetten | 1:6 | ||||
| 10. Round | 07/09/2019 | Türkgücü München | - | TSV 1860 Rosenheim | annull. | ||||
| 11. Round | 13/09/2019 | TSV 1860 Rosenheim | - | Viktoria Aschaffenburg | 0:3 |  |
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| 12. Round | 21/09/2019 | VfB Eichstätt | - | TSV 1860 Rosenheim | 1:1 | ||||
| 13. Round | 27/09/2019 | TSV 1860 Rosenheim | - | VfR Garching | 2:1 | ||||
| 14. Round | 05/10/2019 | TSV Aubstadt | - | TSV 1860 Rosenheim | 2:0 | ||||
| 17. Round | 25/10/2019 | TSV Buchbach | - | TSV 1860 Rosenheim | 2:0 | ||||
| 18. Round | 02/11/2019 | Wacker Burghausen | - | TSV 1860 Rosenheim | 0:1 | ||||
| 19. Round | 09/11/2019 | TSV 1860 Rosenheim | - | FC Augsburg II | 0:4 | ||||
| 20. Round | 16/11/2019 | TSV 1896 Rain | - | TSV 1860 Rosenheim | 3:2 | ||||
| 22. Round | 30/11/2019 | 1. FC Schweinfurt 05 | - | TSV 1860 Rosenheim | 4:3 |
Germany