| 1. Jornada | 15.08.1999 | RKC Waalwijk | - | FC Twente | 1:1 |  |
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| 2. Jornada | 21.08.1999 | Roda JC Kerkrade | - | RKC Waalwijk | 1:2 | |
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| 3. Jornada | 29.08.1999 | RKC Waalwijk | - | AZ Alkmaar | 1:2 | ||||
| 4. Jornada | 11.09.1999 | Fortuna Sittard | - | RKC Waalwijk | 0:2 | |
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| 5. Jornada | 19.09.1999 | RKC Waalwijk | - | AFC Ajax | 1:1 | ||||
| 6. Jornada | 26.09.1999 | Feyenoord | - | RKC Waalwijk | 1:2 | ||||
| 7. Jornada | 02.10.1999 | RKC Waalwijk | - | De Graafschap | 2:1 | |
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| 8. Jornada | 13.10.1999 | RKC Waalwijk | - | PSV | 1:6 | |
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| 9. Jornada | 16.10.1999 | Willem II | - | RKC Waalwijk | 2:1 | ||||
| 10. Jornada | 24.10.1999 | FC Utrecht | - | RKC Waalwijk | 4:1 | ||||
| 11. Jornada | 27.10.1999 | RKC Waalwijk | - | NEC Nijmegen | 4:2 | |
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| 12. Jornada | 07.11.1999 | RKC Waalwijk | - | SC Cambuur | 3:2 | ||||
| 13. Jornada | 20.11.1999 | FC Den Bosch | - | RKC Waalwijk | 0:3 | |
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| 14. Jornada | 28.11.1999 | RKC Waalwijk | - | Sparta Rotterdam | 2:1 | ||||
| 15. Jornada | 01.12.1999 | Vitesse | - | RKC Waalwijk | 2:1 | |
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| 16. Jornada | 05.12.1999 | AFC Ajax | - | RKC Waalwijk | 1:2 | ||||
| 16. Jornada | 12.12.1999 | RKC Waalwijk | - | MVV | 0:4 | ||||
| 16. Jornada | 15.12.1999 | sc Heerenveen | - | RKC Waalwijk | 4:1 |
Países Bajos