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| 20/10/1998 | Feyenoord | - | ADO Den Haag | 2:1 (1:1, 1:1) aet | ||
| 27/10/1998 | AZ Alkmaar | - | MVV | 3:1 (2:1) | ||
| FC Twente | - | VVV | 2:1 (1:1) | |||
| Fortuna Sittard | - | RKC Waalwijk | 5:0 (0:0) | |||
| Vitesse | - | FC Volendam | 3:0 (3:0) | |||
| Roda JC Kerkrade | - | BV Veendam | 2:1 (0:1, 1:1) aet | |||
| 28/10/1998 | Go Ahead Eagles | - | De Graafschap | 3:2 (2:0) | ||
| Willem II | - | FC Zwolle | 0:2 (0:0) | |||
| AFC Ajax | - | UDI '19/Beter Bed | 9:0 (6:0) | |||
| 29/10/1998 | SBV Eindhoven | - | FC Den Bosch | 3:1 (0:1) | ||
| 04/11/1998 | Sparta Rotterdam | - | SC Cambuur | 3:4 (0:0, 1:1, 1:1) pso | ||
| 25/11/1998 | FC Utrecht | - | NEC Nijmegen | 5:4 (2:0, 2:2) pso | ||
| 28/11/1998 | Heracles Almelo | - | NAC Breda | 4:5 (0:0, 0:0) pso | ||
| 01/12/1998 | FC Groningen | - | VSV Tonegido | 2:0 (1:0) | ||
| 09/12/1998 | BV Emmen | - | sc Heerenveen | 3:2 (2:1) | ||
| 15/12/1998 | SBV Excelsior | - | PSV Eindhoven | 0:5 (0:3) |
