| 1. Round | 09/08/2009 | TSV 1860 München | - | TuS Koblenz | 2:0 | ||||
| 2. Round | 15/08/2009 | Hansa Rostock | - | TSV 1860 München | 2:1 | ||||
| 3. Round | 24/08/2009 | TSV 1860 München | - | Karlsruher SC | 1:3 | ||||
| 4. Round | 28/08/2009 | Rot Weiss Ahlen | - | TSV 1860 München | 0:0 | ||||
| 5. Round | 12/09/2009 | TSV 1860 München | - | SpVgg Greuther Fürth | 3:1 | ||||
| 31. Round | 18/04/2010 | Fortuna Düsseldorf | - | TSV 1860 München | 2:0 | ||||
| 32. Round | 25/04/2010 | TSV 1860 München | - | Rot-Weiß Oberhausen | 2:2 | ||||
| 33. Round | 02/05/2010 | FC Augsburg | - | TSV 1860 München | 1:0 | ||||
| 34. Round | 09/05/2010 | TSV 1860 München | - | 1. FC Union Berlin | 2:0 |
Romania