| 1. Jornada | 08.08.2008 | SBV Excelsior | - | Telstar | 0:1 | ||||
| 2. Jornada | 15.08.2008 | Telstar | - | FC Den Bosch | 2:2 | ||||
| 3. Jornada | 22.08.2008 | Telstar | - | TOP Oss | 2:2 | ||||
| 4. Jornada | 31.08.2008 | HFC Haarlem | - | Telstar | 4:2 |  |
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| 5. Jornada | 05.09.2008 | FC Zwolle | - | Telstar | 3:0 | ||||
| 6. Jornada | 12.09.2008 | Telstar | - | RKC Waalwijk | 1:2 | ||||
| 9. Jornada | 27.09.2008 | Telstar | - | Helmond Sport | 2:3 | ||||
| 10. Jornada | 03.10.2008 | Telstar | - | FC Eindhoven | 1:1 | ||||
| 11. Jornada | 10.10.2008 | MVV | - | Telstar | 2:0 | ||||
| 12. Jornada | 17.10.2008 | VVV-Venlo | - | Telstar | 1:0 | ||||
| 13. Jornada | 26.10.2008 | Telstar | - | Go Ahead Eagles | 4:1 | ||||
| 14. Jornada | 31.10.2008 | Fortuna Sittard | - | Telstar | 2:1 | |
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| 15. Jornada | 07.11.2008 | Telstar | - | FC Omniworld | 3:1 | ||||
| 18. Jornada | 28.11.2008 | FC Dordrecht | - | Telstar | 1:1 | ||||
| 24. Jornada | 30.01.2009 | TOP Oss | - | Telstar | 3:0 |
Ghana
Países Bajos