7. Round | 27/02/1999 | Dordrecht '90 | - | Helmond Sport | 0:2 | ||||
8. Round | 08/03/1999 | Helmond Sport | - | Go Ahead Eagles | 2:2 | ||||
8. Round | 13/03/1999 | FC Groningen | - | Helmond Sport | 2:0 | ||||
8. Round | 17/03/1999 | Helmond Sport | - | ADO Den Haag | 1:1 | ||||
9. Round | 03/04/1999 | VVV | - | Helmond Sport | 0:1 | ||||
9. Round | 10/04/1999 | Helmond Sport | - | RBC Roosendaal | 3:3 | ||||
9. Round | 17/04/1999 | Telstar | - | Helmond Sport | 2:0 | ||||
10. Round | 01/05/1999 | Heracles Almelo | - | Helmond Sport | 0:1 | ||||
10. Round | 08/05/1999 | Helmond Sport | - | BV Veendam | 0:2 | ||||
10. Round | 15/05/1999 | Helmond Sport | - | BV Emmen | 1:0 | ||||
10. Round | 22/05/1999 | FC Den Bosch | - | Helmond Sport | 4:4 |