| 3. Round | 22/08/2008 | RKC Waalwijk | - | Go Ahead Eagles | 1:1 | ||||
| 4. Round | 29/08/2008 | Go Ahead Eagles | - | FC Omniworld | 1:0 | ||||
| 5. Round | 05/09/2008 | MVV | - | Go Ahead Eagles | 1:1 | ||||
| 6. Round | 12/09/2008 | Go Ahead Eagles | - | FC Eindhoven | 2:2 | ||||
| 7. Round | 15/09/2008 | SBV Excelsior | - | Go Ahead Eagles | 3:0 | ||||
| 8. Round | 19/09/2008 | Go Ahead Eagles | - | Helmond Sport | 1:0 | ||||
| 27. Round | 20/02/2009 | Go Ahead Eagles | - | SBV Excelsior | 1:1 | ||||
| 28. Round | 28/02/2009 | Helmond Sport | - | Go Ahead Eagles | 1:1 | ||||
| 32. Round | 29/03/2009 | AGOVV | - | Go Ahead Eagles | 1:5 | ||||
| 33. Round | 03/04/2009 | Go Ahead Eagles | - | MVV | 0:0 | ||||
| 34. Round | 10/04/2009 | FC Eindhoven | - | Go Ahead Eagles | 1:1 | ||||
| 35. Round | 17/04/2009 | HFC Haarlem | - | Go Ahead Eagles | 1:2 | ||||
| 36. Round | 24/04/2009 | Go Ahead Eagles | - | BV Veendam | 2:1 | ||||
| 37. Round | 01/05/2009 | Go Ahead Eagles | - | TOP Oss | 1:0 | ||||
| 38. Round | 08/05/2009 | FC Dordrecht | - | Go Ahead Eagles | 3:1 |
Netherlands