| 19. Round | 01/02/1959 | TSV 1860 München | - | Frankfurter SG Eintracht | 1:1 | ||||
| 20. Round | 15/02/1959 | TSV 1860 München | - | VfB Stuttgart | 0:2 | ||||
| 21. Round | 22/02/1959 | Bayern München | - | TSV 1860 München | 1:2 | ||||
| 22. Round | 01/03/1959 | TSV 1860 München | - | VfR Mannheim | 4:2 | ||||
| 23. Round | 08/03/1959 | FSV Frankfurt | - | TSV 1860 München | 3:1 | ||||
| 24. Round | 15/03/1959 | TSV 1860 München | - | Karlsruher SC | 3:1 | ||||
| 25. Round | 22/03/1959 | BC Augsburg | - | TSV 1860 München | 2:0 | ||||
| 26. Round | 05/04/1959 | TSV 1860 München | - | SSV Reutlingen | 4:1 | ||||
| 27. Round | 19/04/1959 | 1. FC Nürnberg | - | TSV 1860 München | 5:3 | ||||
| 28. Round | 26/04/1959 | TSV 1860 München | - | Viktoria Aschaffenburg | 2:3 | ||||
| 29. Round | 03/05/1959 | Kickers Offenbach | - | TSV 1860 München | 2:3 | ||||
| 30. Round | 10/05/1959 | TSV 1860 München | - | SpVgg Fürth | 1:1 |
Germany