1. Round | 17/08/1958 | Holstein Kiel | - | VfL Osnabrück | 3:1 | ||||
2. Round | 24/08/1958 | VfL Osnabrück | - | VfV Hildesheim | 0:2 | ||||
7. Round | 05/10/1958 | VfL Osnabrück | - | VfR Neumünster | 5:2 | ||||
8. Round | 12/10/1958 | VfL Osnabrück | - | FC St. Pauli | 1:0 | ||||
9. Round | 19/10/1958 | VfL Wolfsburg | - | VfL Osnabrück | 2:3 | ||||
12. Round | 23/11/1958 | VfL Osnabrück | - | Werder Bremen | 0:1 | ||||
20. Round | 01/02/1959 | VfL Osnabrück | - | Holstein Kiel | 1:0 | ||||
21. Round | 08/02/1959 | VfL Osnabrück | - | Concordia Hamburg | 1:0 | ||||
23. Round | 15/02/1959 | VfL Osnabrück | - | VfL Wolfsburg | 6:2 | ||||
24. Round | 01/03/1959 | Hannover 96 | - | VfL Osnabrück | 2:3 | ||||
25. Round | 08/03/1959 | Hamburger SV | - | VfL Osnabrück | 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 |