| 22. Round | 15/02/1959 | ASV Bergedorf | - | VfL Osnabrück | 2:0 | ||||
| 23. Round | 15/02/1959 | VfL Osnabrück | - | VfL Wolfsburg | 6:2 | ||||
| 28. Round | 30/03/1959 | FC St. Pauli | - | VfL Osnabrück | 5:1 | ||||
| 18. Round | 12/04/1959 | VfL Osnabrück | - | Eintracht Braunschweig | 3:1 | ||||
| 29. Round | 19/04/1959 | VfL Osnabrück | - | TuS Bremerhaven 93 | 3:2 | ||||
| 30. Round | 26/04/1959 | VfL Osnabrück | - | 1. FC Phönix Lübeck | 2:1 |
Germany