| 1. Round | 17/08/1968 | VfB Stuttgart | - | TSV 1860 München | 1:1 | ||||
| 4. Round | 04/09/1968 | TSV 1860 München | - | Borussia Dortmund | 2:1 | ||||
| 6. Round | 14/09/1968 | TSV 1860 München | - | 1. FC Nürnberg | 2:0 | ||||
| 3. Round | 17/09/1968 | Werder Bremen | - | TSV 1860 München | 4:1 |  |
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| 7. Round | 20/09/1968 | Kickers Offenbach | - | TSV 1860 München | 2:3 | ||||
| 8. Round | 28/09/1968 | TSV 1860 München | - | Bor. Mönchengladbach | 0:4 | ||||
| 9. Round | 05/10/1968 | Hannover 96 | - | TSV 1860 München | 3:2 | ||||
| 10. Round | 19/10/1968 | TSV 1860 München | - | 1. FC Kaiserslautern | 1:0 | ||||
| 12. Round | 30/10/1968 | Hamburger SV | - | TSV 1860 München | 2:0 | ||||
| 13. Round | 02/11/1968 | TSV 1860 München | - | FC Schalke 04 | 3:1 | ||||
| 15. Round | 16/11/1968 | TSV 1860 München | - | Eintracht Frankfurt | 1:0 | ||||
| 21. Round | 31/01/1969 | Borussia Dortmund | - | TSV 1860 München | 2:0 | ||||
| 22. Round | 08/02/1969 | TSV 1860 München | - | 1. FC Köln | 2:1 | ||||
| 23. Round | 22/02/1969 | 1. FC Nürnberg | - | TSV 1860 München | 3:0 | ||||
| 33. Round | 31/05/1969 | TSV 1860 München | - | MSV Duisburg | 2:1 | ||||
| 34. Round | 07/06/1969 | Eintracht Braunschweig | - | TSV 1860 München | 2:1 |
Germany