| 4. Round | 28/11/1998 | FC Groningen | - | Go Ahead Eagles | 3:0 | ||||
| 5. Round | 12/12/1998 | Go Ahead Eagles | - | Telstar | 3:3 | ||||
| 5. Round | 16/12/1998 | Go Ahead Eagles | - | VVV | 2:1 | ||||
| 7. Round | 28/02/1999 | SBV Excelsior | - | Go Ahead Eagles | 3:2 | ||||
| 9. Round | 17/04/1999 | Go Ahead Eagles | - | FC Den Bosch | 1:2 | ||||
| 9. Round | 26/04/1999 | SBV Eindhoven | - | Go Ahead Eagles | 3:2 | ||||
| 10. Round | 01/05/1999 | Go Ahead Eagles | - | FC Zwolle | 2:3 | ||||
| 10. Round | 15/05/1999 | Go Ahead Eagles | - | FC Groningen | 1:0 |
Netherlands