| 2. Round | 04/09/1955 | TSV 1860 München | - | SSV Jahn Regensburg | 2:1 |  |
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| 3. Round | 11/09/1955 | 1. FC Nürnberg | - | TSV 1860 München | 1:0 | ||||
| 4. Round | 18/09/1955 | TSV 1860 München | - | 1. FC Schweinfurt 05 | 3:0 | ||||
| 5. Round | 02/10/1955 | BC Augsburg | - | TSV 1860 München | 2:2 | ||||
| 6. Round | 09/10/1955 | TSV 1860 München | - | Karlsruher SC | 0:1 | ||||
| 12. Round | 27/11/1955 | Kickers Offenbach | - | TSV 1860 München | 3:0 | ||||
| 13. Round | 04/12/1955 | TSV 1860 München | - | TSV Schwaben Augsburg | 2:1 | |
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| 14. Round | 11/12/1955 | TSV 1860 München | - | VfR Mannheim | 1:2 | ||||
| 15. Round | 18/12/1955 | Stuttgarter Kickers | - | TSV 1860 München | 1:0 | ||||
| 16. Round | 08/01/1956 | TSV 1860 München | - | Frankfurter SG Eintracht | 0:3 | ||||
| 22. Round | 26/02/1956 | SpVgg Fürth | - | TSV 1860 München | 3:2 | |
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| 25. Round | 18/03/1956 | TSV 1860 München | - | Viktoria Aschaffenburg | 1:0 | |
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| 26. Round | 25/03/1956 | VfB Stuttgart | - | TSV 1860 München | 2:1 | |
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| 27. Round | 08/04/1956 | TSV 1860 München | - | Kickers Offenbach | 1:2 | |
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| 28. Round | 15/04/1956 | TSV Schwaben Augsburg | - | TSV 1860 München | 3:0 | ||||
| 29. Round | 22/04/1956 | VfR Mannheim | - | TSV 1860 München | 4:2 |
Germany