| 1. Round | 13/08/1999 | SC Cambuur | - | Vitesse | 1:1 | ||||
| 2. Round | 21/08/1999 | Feyenoord | - | SC Cambuur | 4:0 | ||||
| 2. Round | 26/08/1999 | SC Cambuur | - | AFC Ajax | 0:3 | ||||
| 4. Round | 10/09/1999 | MVV | - | SC Cambuur | 1:1 | ||||
| 4. Round | 16/09/1999 | SC Cambuur | - | FC Twente | 1:3 | ||||
| 7. Round | 01/10/1999 | Fortuna Sittard | - | SC Cambuur | 4:1 | ||||
| 9. Round | 15/10/1999 | Vitesse | - | SC Cambuur | 1:0 | ||||
| 23. Round | 21/02/2000 | AZ Alkmaar | - | SC Cambuur | 4:0 |  |
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| 24. Round | 28/02/2000 | Roda JC Kerkrade | - | SC Cambuur | 3:1 | ||||
| 25. Round | 10/03/2000 | FC Twente | - | SC Cambuur | 1:0 | ||||
| 27. Round | 24/03/2000 | SC Cambuur | - | Roda JC Kerkrade | 2:2 | ||||
| 28. Round | 01/04/2000 | FC Utrecht | - | SC Cambuur | 1:2 | ||||
| 29. Round | 07/04/2000 | SC Cambuur | - | FC Den Bosch | 1:2 | |
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| 30. Round | 15/04/2000 | PSV Eindhoven | - | SC Cambuur | 1:0 | ||||
| 31. Round | 21/04/2000 | Sparta Rotterdam | - | SC Cambuur | 1:2 |  |
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| 32. Round | 29/04/2000 | SC Cambuur | - | sc Heerenveen | 0:2 | ||||
| 33. Round | 06/05/2000 | Willem II | - | SC Cambuur | 1:4 | |
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| 34. Round | 13/05/2000 | SC Cambuur | - | RKC Waalwijk | 2:1 |
Netherlands