| 2. Round | 24/08/1958 | Bayern München | - | VfR Mannheim | 2:4 | ||||
| 3. Round | 31/08/1958 | VfR Mannheim | - | Viktoria Aschaffenburg | 5:3 |  |
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| 4. Round | 07/09/1958 | 1. FC Nürnberg | - | VfR Mannheim | 5:1 | ||||
| 5. Round | 14/09/1958 | VfR Mannheim | - | TSG Ulm 1846 | 5:3 | ||||
| 6. Round | 21/09/1958 | Waldhof Mannheim | - | VfR Mannheim | 1:2 | |
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| 7. Round | 05/10/1958 | VfR Mannheim | - | TSV 1860 München | 4:1 | |
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| 8. Round | 12/10/1958 | Kickers Offenbach | - | VfR Mannheim | 2:0 | ||||
| 9. Round | 19/10/1958 | VfR Mannheim | - | SpVgg Fürth | 2:2 | |
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| 11. Round | 08/11/1958 | VfR Mannheim | - | FSV Frankfurt | 3:0 | ||||
| 12. Round | 16/11/1958 | 1. FC Schweinfurt 05 | - | VfR Mannheim | 2:2 | ||||
| 13. Round | 30/11/1958 | VfR Mannheim | - | BC Augsburg | 3:1 | |
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| 14. Round | 07/12/1958 | VfR Mannheim | - | Karlsruher SC | 2:3 | ||||
| 15. Round | 13/12/1958 | Frankfurter SG Eintracht | - | VfR Mannheim | 3:1 | |
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| 16. Round | 11/01/1959 | SSV Reutlingen | - | VfR Mannheim | 1:2 | ||||
| 17. Round | 18/01/1959 | VfR Mannheim | - | Bayern München | 1:2 | ||||
| 18. Round | 25/01/1959 | Viktoria Aschaffenburg | - | VfR Mannheim | 4:0 | ||||
| 19. Round | 01/02/1959 | VfR Mannheim | - | 1. FC Nürnberg | 1:3 |
Germany