| 1. Round | 08/08/2008 | FC Zwolle | - | MVV | 0:0 | ||||
| 2. Round | 15/08/2008 | RBC Roosendaal | - | FC Zwolle | 1:3 |  |
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| 3. Round | 22/08/2008 | FC Zwolle | - | SC Cambuur | 3:1 |  |
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| 10. Round | 05/10/2008 | FC Zwolle | - | Go Ahead Eagles | 1:0 | ||||
| 12. Round | 17/10/2008 | AGOVV | - | FC Zwolle | 2:1 | ||||
| 13. Round | 24/10/2008 | FC Zwolle | - | RKC Waalwijk | 1:1 | |
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| 15. Round | 07/11/2008 | FC Zwolle | - | Helmond Sport | 0:1 | ||||
| 16. Round | 15/11/2008 | Fortuna Sittard | - | FC Zwolle | 1:3 | |
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| 17. Round | 21/11/2008 | FC Omniworld | - | FC Zwolle | 3:3 | |
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| 18. Round | 28/11/2008 | FC Zwolle | - | SBV Excelsior | 1:1 | ||||
| 19. Round | 05/12/2008 | FC Den Bosch | - | FC Zwolle | 3:4 | ||||
| 20. Round | 12/12/2008 | MVV | - | FC Zwolle | 4:1 | ||||
| 21. Round | 19/12/2008 | FC Zwolle | - | FC Dordrecht | 2:1 | ||||
| 22. Round | 18/01/2009 | Go Ahead Eagles | - | FC Zwolle | 0:1 |
Netherlands