| 3. Round | 31/10/1998 | BV Emmen | - | Dordrecht '90 | 3:0 | ||||
| 4. Round | 09/11/1998 | FC Groningen | - | BV Emmen | 0:3 | ||||
| 4. Round | 14/11/1998 | Telstar | - | BV Emmen | 1:2 | ||||
| 6. Round | 30/01/1999 | BV Emmen | - | VVV | 2:1 | ||||
| 7. Round | 06/02/1999 | Go Ahead Eagles | - | BV Emmen | 3:0 | ||||
| 7. Round | 14/02/1999 | BV Emmen | - | ADO Den Haag | 1:0 | ||||
| 7. Round | 22/02/1999 | RBC Roosendaal | - | BV Emmen | 1:1 | ||||
| 7. Round | 27/02/1999 | BV Emmen | - | HFC Haarlem | 3:1 | ||||
| 8. Round | 13/03/1999 | BV Emmen | - | FC Den Bosch | 0:1 | ||||
| 9. Round | 26/04/1999 | VVV | - | BV Emmen | 1:0 | ||||
| 10. Round | 01/05/1999 | BV Emmen | - | Telstar | 2:1 | ||||
| 10. Round | 10/05/1999 | Heracles Almelo | - | BV Emmen | 0:0 | ||||
| 10. Round | 15/05/1999 | Helmond Sport | - | BV Emmen | 1:0 | ||||
| 10. Round | 22/05/1999 | BV Emmen | - | TOP Oss | 2:1 |
Netherlands