| 7. Jornada | 06.02.1999 | Go Ahead Eagles | - | BV Emmen | 3:0 | ||||
| 7. Jornada | 20.02.1999 | Go Ahead Eagles | - | FC Volendam | 0:0 | ||||
| 7. Jornada | 24.02.1999 | TOP Oss | - | Go Ahead Eagles | 1:2 | ||||
| 7. Jornada | 28.02.1999 | SBV Excelsior | - | Go Ahead Eagles | 3:2 | ||||
| 8. Jornada | 08.03.1999 | Helmond Sport | - | Go Ahead Eagles | 2:2 | ||||
| 10. Jornada | 08.05.1999 | Dordrecht '90 | - | Go Ahead Eagles | 4:0 | ||||
| 10. Jornada | 15.05.1999 | Go Ahead Eagles | - | FC Groningen | 1:0 | ||||
| 10. Jornada | 22.05.1999 | VVV | - | Go Ahead Eagles | 2:3 |
Países Bajos