| 1. Round | 29/08/1998 | FC Den Bosch | - | FC Zwolle | 0:0 | ||||
| 2. Round | 13/09/1998 | FC Den Bosch | - | FC Groningen | 0:0 | ||||
| 2. Round | 19/09/1998 | VVV | - | FC Den Bosch | 2:3 | ||||
| 3. Round | 03/10/1998 | FC Den Bosch | - | BV Emmen | 3:0 | ||||
| 5. Round | 19/12/1998 | FC Zwolle | - | FC Den Bosch | 3:2 | ||||
| 9. Round | 17/04/1999 | Go Ahead Eagles | - | FC Den Bosch | 1:2 | ||||
| 10. Round | 22/05/1999 | FC Den Bosch | - | Helmond Sport | 4:4 |
Netherlands