| 1. Round | 28/07/2018 | SSV Jeddeloh II | - | Weiche Flensburg 08 | 2:1 |  |
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| 2. Round | 01/08/2018 | Weiche Flensburg 08 | - | U.S.I. Lupo-Martini | 4:0 |  |
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| 3. Round | 05/08/2018 | FC St. Pauli II | - | Weiche Flensburg 08 | 1:1 | ||||
| 14. Round | 13/10/2018 | Weiche Flensburg 08 | - | Lüneburger SK Hansa | 4:1 | ||||
| 15. Round | 21/10/2018 | SV Drochtersen/Assel | - | Weiche Flensburg 08 | 0:1 | |
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| 16. Round | 26/10/2018 | VfB Lübeck | - | Weiche Flensburg 08 | 3:1 | ||||
| 18. Round | 10/11/2018 | Weiche Flensburg 08 | - | SSV Jeddeloh II | 4:2 | ||||
| 19. Round | 18/11/2018 | U.S.I. Lupo-Martini | - | Weiche Flensburg 08 | 2:2 | ||||
| 20. Round | 24/11/2018 | Weiche Flensburg 08 | - | FC St. Pauli II | 3:3 | |
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| 21. Round | 02/12/2018 | Hannover 96 II | - | Weiche Flensburg 08 | 0:0 | ||||
| 31. Round | 28/04/2019 | Lüneburger SK Hansa | - | Weiche Flensburg 08 | 1:3 | ||||
| 32. Round | 04/05/2019 | Weiche Flensburg 08 | - | SV Drochtersen/Assel | 2:0 | ||||
| 33. Round | 10/05/2019 | Weiche Flensburg 08 | - | VfB Lübeck | 0:0 | ||||
| 34. Round | 19/05/2019 | VfB Oldenburg | - | Weiche Flensburg 08 | 3:4 | |
Germany