| 1. Jornada | 14.08.1999 | BV Veendam | - | Telstar | 2:2 | ||||
| 9. Jornada | 16.10.1999 | Telstar | - | Go Ahead Eagles | 0:3 | ||||
| 10. Jornada | 23.10.1999 | FC Groningen | - | Telstar | 5:0 | ||||
| 11. Jornada | 30.10.1999 | Telstar | - | FC Volendam | 3:1 |  |
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| 12. Jornada | 07.11.1999 | HFC Haarlem | - | Telstar | 1:3 | |
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| 13. Jornada | 20.11.1999 | Telstar | - | Helmond Sport | 1:0 | |
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| 14. Jornada | 27.11.1999 | SBV Excelsior | - | Telstar | 0:2 | ||||
| 15. Jornada | 04.12.1999 | Telstar | - | RBC Roosendaal | 2:4 | ||||
| 16. Jornada | 11.12.1999 | SBV Eindhoven | - | Telstar | 3:0 | ||||
| 17. Jornada | 18.12.1999 | Telstar | - | FC Zwolle | 0:4 | ||||
| 21. Jornada | 12.02.2000 | TOP Oss | - | Telstar | 2:1 | ||||
| 22. Jornada | 19.02.2000 | Dordrecht '90 | - | Telstar | 0:0 | ||||
| 23. Jornada | 26.02.2000 | Telstar | - | NAC Breda | 0:2 | ||||
| 25. Jornada | 11.03.2000 | Telstar | - | BV Emmen | 0:1 | ||||
| 26. Jornada | 18.03.2000 | Go Ahead Eagles | - | Telstar | 3:0 | ||||
| 27. Jornada | 25.03.2000 | Telstar | - | FC Groningen | 0:2 | ||||
| 29. Jornada | 09.04.2000 | Telstar | - | HFC Haarlem | 1:2 | ||||
| 30. Jornada | 15.04.2000 | Helmond Sport | - | Telstar | 2:0 | ||||
| 31. Jornada | 22.04.2000 | Telstar | - | SBV Excelsior | 1:1 |  |
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| 32. Jornada | 01.05.2000 | RBC Roosendaal | - | Telstar | 3:2 | |
Países Bajos