| 1. Round | 14/08/1999 | RBC Roosendaal | - | BV Emmen | 1:3 | ||||
| 2. Round | 21/08/1999 | BV Emmen | - | SBV Eindhoven | 4:0 | ||||
| 3. Round | 28/08/1999 | FC Zwolle | - | BV Emmen | 1:1 | ||||
| 14. Round | 27/11/1999 | FC Volendam | - | BV Emmen | 2:2 | ||||
| 15. Round | 06/12/1999 | BV Emmen | - | HFC Haarlem | 1:4 | ||||
| 16. Round | 11/12/1999 | Helmond Sport | - | BV Emmen | 3:2 | ||||
| 17. Round | 18/12/1999 | BV Emmen | - | SBV Excelsior | 0:0 | ||||
| 18. Round | 22/01/2000 | BV Emmen | - | RBC Roosendaal | 2:1 | ||||
| 24. Round | 04/03/2000 | BV Emmen | - | TOP Oss | 2:3 | ||||
| 26. Round | 18/03/2000 | BV Emmen | - | NAC Breda | 0:2 | ||||
| 27. Round | 25/03/2000 | Heracles Almelo | - | BV Emmen | 2:0 | ||||
| 28. Round | 01/04/2000 | Dordrecht '90 | - | BV Emmen | 1:3 | ||||
| 29. Round | 08/04/2000 | BV Emmen | - | Go Ahead Eagles | 3:1 | ||||
| 30. Round | 15/04/2000 | FC Groningen | - | BV Emmen | 2:0 | ||||
| 31. Round | 24/04/2000 | BV Emmen | - | FC Volendam | 4:0 | ||||
| 32. Round | 01/05/2000 | HFC Haarlem | - | BV Emmen | 2:4 |  |
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| 33. Round | 06/05/2000 | BV Emmen | - | Helmond Sport | 2:3 | ||||
| 34. Round | 13/05/2000 | SBV Excelsior | - | BV Emmen | 3:1 |
Netherlands