| 2. Round | 20/09/1998 | TOP Oss | - | ADO Den Haag | 0:1 | ||||
| 3. Round | 17/10/1998 | ADO Den Haag | - | Helmond Sport | 1:4 | ||||
| 4. Round | 16/11/1998 | SBV Eindhoven | - | ADO Den Haag | 1:7 | ||||
| 4. Round | 23/11/1998 | ADO Den Haag | - | FC Zwolle | 2:1 |  |
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| 4. Round | 29/11/1998 | Dordrecht '90 | - | ADO Den Haag | 1:1 | ||||
| 5. Round | 12/12/1998 | ADO Den Haag | - | VVV | 4:2 | |
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| 5. Round | 20/12/1998 | Telstar | - | ADO Den Haag | 0:0 | ||||
| 7. Round | 07/02/1999 | FC Volendam | - | ADO Den Haag | 1:1 | ||||
| 7. Round | 20/02/1999 | ADO Den Haag | - | TOP Oss | 1:1 | |
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| 7. Round | 24/02/1999 | ADO Den Haag | - | Heracles Almelo | 0:2 | ||||
| 8. Round | 06/03/1999 | ADO Den Haag | - | SBV Excelsior | 4:0 | ||||
| 8. Round | 14/03/1999 | Go Ahead Eagles | - | ADO Den Haag | 3:0 | ||||
| 8. Round | 17/03/1999 | Helmond Sport | - | ADO Den Haag | 1:1 | ||||
| 8. Round | 21/03/1999 | FC Groningen | - | ADO Den Haag | 3:3 | ||||
| 9. Round | 03/04/1999 | ADO Den Haag | - | RBC Roosendaal | 2:1 | |
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| 9. Round | 17/04/1999 | ADO Den Haag | - | BV Veendam | 1:2 | ||||
| 9. Round | 25/04/1999 | FC Den Bosch | - | ADO Den Haag | 4:1 |
Netherlands