| 9. Round | 07/09/2019 | Werder Bremen II | - | VfB Oldenburg | 3:1 | ||||
| 10. Round | 15/09/2019 | VfB Oldenburg | - | Eintracht Norderstedt | 3:1 | ||||
| 11. Round | 23/09/2019 | VfB Lübeck | - | VfB Oldenburg | 3:1 | ||||
| 13. Round | 06/10/2019 | SV Drochtersen/Assel | - | VfB Oldenburg | 5:1 | ||||
| 14. Round | 13/10/2019 | VfB Oldenburg | - | SSV Jeddeloh II | 2:0 | ||||
| 15. Round | 20/10/2019 | Altona 93 | - | VfB Oldenburg | 2:6 |  |
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| 16. Round | 27/10/2019 | VfB Oldenburg | - | Lüneburger SK Hansa | 3:2 | ||||
| 17. Round | 02/11/2019 | Heider SV | - | VfB Oldenburg | 0:3 | ||||
| 18. Round | 08/11/2019 | FC St. Pauli II | - | VfB Oldenburg | 3:0 | ||||
| 21. Round | 01/12/2019 | VfB Oldenburg | - | HSC Hannover | 1:1 | ||||
| 22. Round | 07/12/2019 | Weiche Flensburg 08 | - | VfB Oldenburg | 2:1 | ||||
| 23. Round | 23/02/2020 | VfB Oldenburg | - | Schwarz-Weiß Rehden | 3:1 | |
Germany