1. Round | 22/08/1998 | TOP Oss | - | Helmond Sport | 2:1 | ||||
1. Round | 29/08/1998 | Helmond Sport | - | SBV Eindhoven | 2:1 | ||||
2. Round | 09/09/1998 | FC Volendam | - | Helmond Sport | 4:2 | ||||
2. Round | 12/09/1998 | Helmond Sport | - | FC Zwolle | 0:3 | ||||
2. Round | 19/09/1998 | SBV Excelsior | - | Helmond Sport | 2:2 | ||||
2. Round | 26/09/1998 | Go Ahead Eagles | - | Helmond Sport | 1:0 | ||||
3. Round | 05/10/1998 | Helmond Sport | - | FC Groningen | 2:1 | ||||
3. Round | 12/10/1998 | Helmond Sport | - | Dordrecht '90 | 3:0 | ||||
3. Round | 17/10/1998 | ADO Den Haag | - | Helmond Sport | 1:4 | ||||
3. Round | 24/10/1998 | Helmond Sport | - | VVV | 2:1 | ||||
3. Round | 31/10/1998 | RBC Roosendaal | - | Helmond Sport | 1:2 | ||||
4. Round | 07/11/1998 | Helmond Sport | - | Telstar | 2:1 |