| 9. Round | 17/10/2009 | TSV 1860 München | - | MSV Duisburg | 3:1 |  |
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| 10. Round | 24/10/2009 | FSV Frankfurt | - | TSV 1860 München | 3:2 | ||||
| 11. Round | 01/11/2009 | TSV 1860 München | - | 1. FC Kaiserslautern | 0:1 | ||||
| 14. Round | 29/11/2009 | TSV 1860 München | - | Fortuna Düsseldorf | 2:2 | ||||
| 15. Round | 06/12/2009 | Rot-Weiß Oberhausen | - | TSV 1860 München | 0:1 | ||||
| 16. Round | 12/12/2009 | TSV 1860 München | - | FC Augsburg | 1:0 | ||||
| 17. Round | 20/12/2009 | 1. FC Union Berlin | - | TSV 1860 München | 1:1 | ||||
| 18. Round | 17/01/2010 | TuS Koblenz | - | TSV 1860 München | 2:2 | ||||
| 19. Round | 22/01/2010 | TSV 1860 München | - | Hansa Rostock | 3:0 | ||||
| 21. Round | 08/02/2010 | TSV 1860 München | - | Rot Weiss Ahlen | 0:1 | ||||
| 23. Round | 20/02/2010 | TSV 1860 München | - | Alemannia Aachen | 3:2 | ||||
| 25. Round | 07/03/2010 | TSV 1860 München | - | FC St. Pauli | 2:1 | ||||
| 32. Round | 25/04/2010 | TSV 1860 München | - | Rot-Weiß Oberhausen | 2:2 |
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