| 1. Round | 03/08/2019 | TSB Flensburg | - | Inter Türkspor Kiel | 3:1 |  |
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| 4. Round | 16/08/2019 | TSB Flensburg | - | TSV Kropp | 7:0 | ||||
| 5. Round | 24/08/2019 | TSB Flensburg | - | 1. FC Phönix Lübeck | 5:1 | |
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| 6. Round | 01/09/2019 | SV Eichede | - | TSB Flensburg | 1:2 | ||||
| 7. Round | 07/09/2019 | TSB Flensburg | - | PSV Union Neumünster | 5:0 | ||||
| 8. Round | 14/09/2019 | Husumer SV | - | TSB Flensburg | 1:8 | ||||
| 10. Round | 28/09/2019 | TSB Flensburg | - | Oldenburger SV | 3:3 | |
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| 12. Round | 12/10/2019 | TSB Flensburg | - | SV Eutin 08 | 3:2 | ||||
| 15. Round | 02/11/2019 | TSV Bordesholm | - | TSB Flensburg | 1:1 | ||||
| 17. Round | 16/11/2019 | TSB Flensburg | - | SV Frisia 03 | 3:0 | |
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| 18. Round | 23/11/2019 | 1. FC Phönix Lübeck | - | TSB Flensburg | 2:1 | ||||
| 19. Round | 30/11/2019 | TSB Flensburg | - | VfB Lübeck II | 1:4 | ||||
| 20. Round | 29/02/2020 | Inter Türkspor Kiel | - | TSB Flensburg | 2:3 | ||||
| 21. Round | 07/03/2020 | TSB Flensburg | - | Husumer SV | 5:1 |
Germany