| 2. Round | 07/09/1998 | Heracles Almelo | - | ADO Den Haag | 2:2 | ||||
| 2. Round | 12/09/1998 | ADO Den Haag | - | BV Emmen | 4:1 | ||||
| 2. Round | 20/09/1998 | TOP Oss | - | ADO Den Haag | 0:1 | ||||
| 2. Round | 27/09/1998 | SBV Excelsior | - | ADO Den Haag | 4:2 |  |
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| 3. Round | 03/10/1998 | ADO Den Haag | - | Go Ahead Eagles | 1:1 | ||||
| 3. Round | 12/10/1998 | ADO Den Haag | - | FC Volendam | 1:0 | |
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| 3. Round | 31/10/1998 | ADO Den Haag | - | HFC Haarlem | 2:1 | ||||
| 4. Round | 16/11/1998 | SBV Eindhoven | - | ADO Den Haag | 1:7 | ||||
| 4. Round | 23/11/1998 | ADO Den Haag | - | FC Zwolle | 2:1 | ||||
| 4. Round | 29/11/1998 | Dordrecht '90 | - | ADO Den Haag | 1:1 | ||||
| 5. Round | 12/12/1998 | ADO Den Haag | - | VVV | 4:2 | ||||
| 5. Round | 20/12/1998 | Telstar | - | ADO Den Haag | 0:0 | ||||
| 8. Round | 21/03/1999 | FC Groningen | - | ADO Den Haag | 3:3 | ||||
| 9. Round | 03/04/1999 | ADO Den Haag | - | RBC Roosendaal | 2:1 | ||||
| 9. Round | 11/04/1999 | HFC Haarlem | - | ADO Den Haag | 0:1 |
Netherlands