| 1. Round | 09/08/2009 | FSV Frankfurt | - | MSV Duisburg | 1:2 | ||||
| 2. Round | 14/08/2009 | MSV Duisburg | - | Energie Cottbus | 2:2 | ||||
| 3. Round | 22/08/2009 | FC St. Pauli | - | MSV Duisburg | 2:2 | ||||
| 4. Round | 31/08/2009 | MSV Duisburg | - | Fortuna Düsseldorf | 3:0 |  |
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| 5. Round | 11/09/2009 | 1. FC Kaiserslautern | - | MSV Duisburg | 4:1 | ||||
| 8. Round | 02/10/2009 | MSV Duisburg | - | 1. FC Union Berlin | 3:1 | ||||
| 10. Round | 24/10/2009 | MSV Duisburg | - | Hansa Rostock | 3:1 |  |
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| 12. Round | 08/11/2009 | MSV Duisburg | - | Rot Weiss Ahlen | 2:2 | ||||
| 13. Round | 22/11/2009 | SpVgg Greuther Fürth | - | MSV Duisburg | 0:1 | ||||
| 14. Round | 28/11/2009 | MSV Duisburg | - | FC Augsburg | 2:2 | ||||
| 15. Round | 06/12/2009 | SC Paderborn 07 | - | MSV Duisburg | 1:3 | ||||
| 17. Round | 18/12/2009 | MSV Duisburg | - | Alemannia Aachen | 0:2 |
Bulgaria