| 1. Round | 31/07/2016 | Preußen Münster | - | VfL Osnabrück | 0:1 |  |
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| 2. Round | 07/08/2016 | VfL Osnabrück | - | MSV Duisburg | 1:1 | |
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| 3. Round | 10/08/2016 | 1. FSV Mainz 05 II | - | VfL Osnabrück | 2:2 | ||||
| 4. Round | 13/08/2016 | VfL Osnabrück | - | 1. FC Magdeburg | 3:2 | ||||
| 5. Round | 26/08/2016 | Werder Bremen II | - | VfL Osnabrück | 4:2 | ||||
| 6. Round | 09/09/2016 | VfL Osnabrück | - | SV Wehen Wiesbaden | 1:0 | |
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| 7. Round | 16/09/2016 | Holstein Kiel | - | VfL Osnabrück | 0:1 | ||||
| 15. Round | 18/11/2016 | VfR Aalen | - | VfL Osnabrück | 1:1 | |
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| 16. Round | 26/11/2016 | VfL Osnabrück | - | Sportfreunde Lotte | 3:0 | |
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| 17. Round | 03/12/2016 | Fortuna Köln | - | VfL Osnabrück | 1:1 | ||||
| 18. Round | 10/12/2016 | VfL Osnabrück | - | FSV Zwickau | 1:0 | ||||
| 19. Round | 17/12/2016 | SC Paderborn 07 | - | VfL Osnabrück | 3:1 |
Germany