| 4. Round | 30/11/1998 | SBV Eindhoven | - | HFC Haarlem | 1:1 | ||||
| 5. Round | 05/12/1998 | HFC Haarlem | - | FC Zwolle | 0:2 | ||||
| 5. Round | 12/12/1998 | Dordrecht '90 | - | HFC Haarlem | 0:2 | ||||
| 5. Round | 19/12/1998 | FC Groningen | - | HFC Haarlem | 6:0 | ||||
| 6. Round | 01/02/1999 | HFC Haarlem | - | Helmond Sport | 3:3 | ||||
| 7. Round | 06/02/1999 | HFC Haarlem | - | VVV | 0:1 | ||||
| 7. Round | 20/02/1999 | HFC Haarlem | - | Heracles Almelo | 2:1 | ||||
| 7. Round | 27/02/1999 | BV Emmen | - | HFC Haarlem | 3:1 |  |
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| 8. Round | 06/03/1999 | HFC Haarlem | - | TOP Oss | 1:1 | ||||
| 8. Round | 20/03/1999 | HFC Haarlem | - | SBV Excelsior | 1:1 | ||||
| 9. Round | 03/04/1999 | Go Ahead Eagles | - | HFC Haarlem | 3:3 | ||||
| 9. Round | 11/04/1999 | HFC Haarlem | - | ADO Den Haag | 0:1 | ||||
| 9. Round | 17/04/1999 | RBC Roosendaal | - | HFC Haarlem | 2:2 | ||||
| 9. Round | 24/04/1999 | Helmond Sport | - | HFC Haarlem | 2:1 |
Netherlands