| 22. Round | 16/01/2009 | FC Eindhoven | - | Telstar | 1:4 |  |
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| 23. Round | 23/01/2009 | Telstar | - | VVV-Venlo | 2:1 | ||||
| 25. Round | 08/02/2009 | Telstar | - | HFC Haarlem | 0:0 | ||||
| 26. Round | 13/02/2009 | FC Den Bosch | - | Telstar | 3:0 | ||||
| 27. Round | 20/02/2009 | RBC Roosendaal | - | Telstar | 1:0 | ||||
| 28. Round | 27/02/2009 | Telstar | - | AGOVV | 1:0 | ||||
| 29. Round | 06/03/2009 | Go Ahead Eagles | - | Telstar | 2:2 | ||||
| 30. Round | 13/03/2009 | Telstar | - | SC Cambuur | 1:1 | ||||
| 31. Round | 20/03/2009 | Telstar | - | FC Dordrecht | 0:1 | ||||
| 32. Round | 27/03/2009 | FC Emmen | - | Telstar | 0:2 | ||||
| 33. Round | 03/04/2009 | Telstar | - | FC Zwolle | 0:2 |  |
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| 34. Round | 10/04/2009 | RKC Waalwijk | - | Telstar | 3:0 | ||||
| 35. Round | 17/04/2009 | BV Veendam | - | Telstar | 1:0 | ||||
| 36. Round | 24/04/2009 | Telstar | - | MVV | 1:2 | ||||
| 37. Round | 01/05/2009 | FC Omniworld | - | Telstar | 1:0 | ||||
| 38. Round | 08/05/2009 | Telstar | - | Fortuna Sittard | 1:1 |
Netherlands
Indonesia