| 2. Round | 07/09/1998 | FC Groningen | - | BV Veendam | 2:0 | ||||
| 2. Round | 13/09/1998 | FC Den Bosch | - | FC Groningen | 0:0 | ||||
| 2. Round | 19/09/1998 | FC Groningen | - | SBV Eindhoven | 5:0 |  |
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| 2. Round | 22/09/1998 | FC Groningen | - | Dordrecht '90 | 3:0 | ||||
| 3. Round | 05/10/1998 | Helmond Sport | - | FC Groningen | 2:1 | |
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| 3. Round | 17/10/1998 | VVV | - | FC Groningen | 1:1 | ||||
| 3. Round | 24/10/1998 | FC Groningen | - | Telstar | 0:2 | ||||
| 4. Round | 02/11/1998 | Heracles Almelo | - | FC Groningen | 1:2 | |
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| 4. Round | 09/11/1998 | FC Groningen | - | BV Emmen | 0:3 | ||||
| 4. Round | 12/11/1998 | FC Zwolle | - | FC Groningen | 2:1 | ||||
| 4. Round | 16/11/1998 | FC Groningen | - | FC Volendam | 3:2 | |
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| 4. Round | 23/11/1998 | SBV Excelsior | - | FC Groningen | 0:2 | ||||
| 4. Round | 28/11/1998 | FC Groningen | - | Go Ahead Eagles | 3:0 | |
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| 5. Round | 12/12/1998 | RBC Roosendaal | - | FC Groningen | 0:0 | ||||
| 6. Round | 31/01/1999 | TOP Oss | - | FC Groningen | 0:0 | ||||
| 10. Round | 22/05/1999 | ADO Den Haag | - | FC Groningen | 0:2 |
Netherlands