| 4. Jornada | 05.09.1999 | Telstar | - | TOP Oss | 3:0 | ||||
| 5. Jornada | 11.09.1999 | Telstar | - | Dordrecht '90 | 0:3 | ||||
| 11. Jornada | 30.10.1999 | Telstar | - | FC Volendam | 3:1 |  |
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| 12. Jornada | 07.11.1999 | HFC Haarlem | - | Telstar | 1:3 | ||||
| 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 | |
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| 26. Jornada | 18.03.2000 | Go Ahead Eagles | - | Telstar | 3:0 | ||||
| 27. Jornada | 25.03.2000 | Telstar | - | FC Groningen | 0:2 | |
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| 30. Jornada | 15.04.2000 | Helmond Sport | - | Telstar | 2:0 | ||||
| 32. Jornada | 01.05.2000 | RBC Roosendaal | - | Telstar | 3:2 |  |
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| 33. Jornada | 06.05.2000 | Telstar | - | SBV Eindhoven | 2:1 |
Países Bajos