| 3. Round | 03/10/1998 | ADO Den Haag | - | Go Ahead Eagles | 1:1 | ||||
| 4. Round | 07/11/1998 | BV Veendam | - | ADO Den Haag | 1:0 | ||||
| 7. Round | 14/02/1999 | BV Emmen | - | ADO Den Haag | 1:0 | ||||
| 8. Round | 17/03/1999 | Helmond Sport | - | ADO Den Haag | 1:1 | ||||
| 8. Round | 21/03/1999 | FC Groningen | - | ADO Den Haag | 3:3 |  |
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| 9. Round | 03/04/1999 | ADO Den Haag | - | RBC Roosendaal | 2:1 | ||||
| 9. Round | 25/04/1999 | FC Den Bosch | - | ADO Den Haag | 4:1 | |
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| 10. Round | 01/05/1999 | ADO Den Haag | - | SBV Eindhoven | 2:0 | ||||
| 10. Round | 08/05/1999 | FC Zwolle | - | ADO Den Haag | 2:1 | ||||
| 10. Round | 15/05/1999 | ADO Den Haag | - | Dordrecht '90 | 2:1 | ||||
| 10. Round | 22/05/1999 | ADO Den Haag | - | FC Groningen | 0:2 |
Netherlands