| 2. Round | 14/09/2008 | FC Groningen | - | FC Utrecht | 2:0 | ||||
| 3. Round | 20/09/2008 | Heracles Almelo | - | FC Groningen | 1:1 |  |
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| 4. Round | 28/09/2008 | FC Groningen | - | Feyenoord | 3:1 | ||||
| 5. Round | 05/10/2008 | FC Groningen | - | ADO Den Haag | 3:0 | |
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| 6. Round | 18/10/2008 | AFC Ajax | - | FC Groningen | 1:0 | ||||
| 7. Round | 25/10/2008 | FC Groningen | - | Sparta Rotterdam | 3:0 | |
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| 8. Round | 29/10/2008 | NEC Nijmegen | - | FC Groningen | 2:2 | ||||
| 9. Round | 01/11/2008 | NAC Breda | - | FC Groningen | 1:0 | ||||
| 10. Round | 09/11/2008 | FC Groningen | - | FC Volendam | 5:0 | |
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| 11. Round | 16/11/2008 | FC Groningen | - | De Graafschap | 3:0 | ||||
| 12. Round | 23/11/2008 | Willem II | - | FC Groningen | 3:0 | ||||
| 13. Round | 28/11/2008 | FC Groningen | - | AZ Alkmaar | 0:2 | ||||
| 14. Round | 06/12/2008 | PSV Eindhoven | - | FC Groningen | 4:2 | ||||
| 15. Round | 14/12/2008 | FC Groningen | - | FC Twente | 1:4 | ||||
| 19. Round | 25/01/2009 | FC Groningen | - | AFC Ajax | 1:0 |  |
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