| 1. Round | 07/08/2009 | Fortuna Sittard | - | Helmond Sport | 0:4 | ||||
| 2. Round | 14/08/2009 | BV Veendam | - | Fortuna Sittard | 5:1 | ||||
| 5. Round | 28/08/2009 | Go Ahead Eagles | - | Fortuna Sittard | 2:0 | ||||
| 7. Round | 11/09/2009 | Fortuna Sittard | - | SC Cambuur | 1:2 | ||||
| 8. Round | 18/09/2009 | De Graafschap | - | Fortuna Sittard | 2:0 | ||||
| 9. Round | 27/09/2009 | Fortuna Sittard | - | FC Zwolle | 0:2 | ||||
| 14. Round | 31/10/2009 | SBV Excelsior | - | Fortuna Sittard | 1:0 | ||||
| 15. Round | 06/11/2009 | Fortuna Sittard | - | RBC Roosendaal | 0:0 | ||||
| 16. Round | 13/11/2009 | FC Emmen | - | Fortuna Sittard | 0:0 |  |
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| 17. Round | 20/11/2009 | Fortuna Sittard | - | FC Oss | 2:0 | ||||
| 18. Round | 27/11/2009 | Telstar | - | Fortuna Sittard | 3:1 | ||||
| 19. Round | 30/11/2009 | Fortuna Sittard | - | MVV | 2:0 | ||||
| 20. Round | 04/12/2009 | FC Dordrecht | - | Fortuna Sittard | 2:1 |
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