| 2. Round | 05/08/2023 | Weiche Flensburg 08 II | - | TSB Flensburg | 1:3 |  |
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| 3. Round | 12/08/2023 | TSB Flensburg | - | FC Dornbreite Lübeck | 2:1 | ||||
| 4. Round | 20/08/2023 | VfB Lübeck II | - | TSB Flensburg | 0:1 | ||||
| 5. Round | 26/08/2023 | TSV Nordmark Satrup | - | TSB Flensburg | 0:2 |  |
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| 6. Round | 02/09/2023 | TSB Flensburg | - | Heider SV | 2:2 | ||||
| 7. Round | 09/09/2023 | PSV Union Neumünster | - | TSB Flensburg | 1:1 | ||||
| 8. Round | 16/09/2023 | TSB Flensburg | - | SV Eichede | 2:0 | ||||
| 9. Round | 23/09/2023 | Preußen 09 Reinfeld | - | TSB Flensburg | 1:5 | ||||
| 10. Round | 30/09/2023 | TSB Flensburg | - | Inter Türkspor Kiel | 6:3 | |
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| 12. Round | 14/10/2023 | TSB Flensburg | - | TSV Bordesholm | 2:2 | ||||
| 13. Round | 21/10/2023 | Oldenburger SV | - | TSB Flensburg | 2:2 | ||||
| 14. Round | 28/10/2023 | TSB Flensburg | - | VfR Neumünster | 1:0 | ||||
| 15. Round | 04/11/2023 | TSB Flensburg | - | TSV Nordmark Satrup | 4:0 | |
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| 16. Round | 11/11/2023 | TSB Flensburg | - | VfB Lübeck II | 5:1 | ||||
| 17. Round | 18/11/2023 | FC Dornbreite Lübeck | - | TSB Flensburg | 0:3 |
Germany