| 3. Round | 21/08/2009 | FC Emmen | - | FC Den Bosch | 0:0 | ||||
| 4. Round | 24/08/2009 | FC Den Bosch | - | FC Eindhoven | 1:1 | ||||
| 5. Round | 28/08/2009 | FC Den Bosch | - | SC Cambuur | 2:4 | ||||
| 9. Round | 25/09/2009 | HFC Haarlem | - | FC Den Bosch | annull. |  |
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| 24. Round | 22/01/2010 | FC Den Bosch | - | RBC Roosendaal | 0:2 | ||||
| 26. Round | 05/02/2010 | FC Den Bosch | - | BV Veendam | 2:2 | ||||
| 23. Round | 08/02/2010 | MVV | - | FC Den Bosch | 2:2 | ||||
| 25. Round | 22/02/2010 | Go Ahead Eagles | - | FC Den Bosch | 4:1 | ||||
| 29. Round | 26/02/2010 | FC Zwolle | - | FC Den Bosch | 1:1 | ||||
| 32. Round | 14/03/2010 | FC Oss | - | FC Den Bosch | 1:3 | ||||
| 31. Round | 22/03/2010 | FC Den Bosch | - | FC Volendam | 3:0 | ||||
| 36. Round | 09/04/2010 | SC Cambuur | - | FC Den Bosch | 1:0 |
Netherlands