| Voorronde | ||||
| 30/05/1998 | ACV | Scheveningen | 3-1 | |
| 01/06/1998 | Halsteren | AFC '34 | 4-1 | |
| 30/05/1998 | Katwijk | Genemuiden | 5-0 | |
| 30/05/1998 | Spakenburg | Appingedam | 0-3 | |
| 30/05/1998 | Urk | Hatert | 4-1 | |
| 01/06/1998 | WSC | Capelle | 4-1 | |
| 1e ronde | ||||
| Poule | ACV | Drachten | 3-0 | |
| Poule | ACV | FC Zwolle | 0-0 | |
| Poule | ADO Den Haag | ARC | 3-0 | |
| Poule | ADO Den Haag | Sparta | 0-4 | |
| Poule | AGOVV | Heracles Almelo | 2-2 | |
| Poule | AGOVV | Vitesse 2 | 1-3 | |
| Poule | Appingedam | BVO Emmen | 0-4 | |
| Poule | Appingedam | Urk | 1-1 | |
| Poule | ARC | Barendrecht | 5-3 | |
| Poule | ARC | Sparta | 0-8 | |
| Poule | AZ | Telstar | 4-1 | |
| Poule | AZ | BV Veendam | 1-2 | |
| Poule | Barendrecht | ADO Den Haag | 1-3 | |
| Poule | Barendrecht | Sparta | 1-3 | |
| Poule | BV Veendam | FC Lisse | 1-1 | |
| Poule | BV Veendam | Haarlem | 1-1 | |
| Poule | BVO Emmen | Urk | 5-3 | |
| Poule | Cambuur Leeuwarden | Hollandia | 3-2 | |
| Poule | De Graafschap | ACV | 4-0 | |
| Poule | De Treffers | IJsselmeervogels | 2-1 | |
| Poule | De Treffers | NEC | 0-5 | |
| Poule | Drachten | De Graafschap | 0-1 | |
| Poule | FC Den Bosch | Feijenoord Ama | 3-1 | |
| Poule | FC Den Bosch | Katwijk | 4-0 | |
| Poule | FC Groningen | Appingedam | 1-0 | |
| Poule | FC Groningen | BVO Emmen | 7-0 | |
| Poule | FC Lisse | AZ | 1-8 | |
| Poule | FC Lisse | Telstar | 2-2 | |
| Poule | FC Twente | AGOVV | 7-1 | |
| Poule | FC Utrecht | Excelsior | 5-3 | |
| Poule | FC Utrecht | Sparta Rotterdam 2 | 7-1 | |
| Poule | FC Volendam | Cambuur Leeuwarden | 1-2 | |
| Poule | FC Volendam | Nijenrodes | 7-1 | |
| Poule | FC Zwolle | De Graafschap | 0-3 | |
| Poule | FC Zwolle | Drachten | 13-0 | |
| Poule | Feyenoord | RKC Waalwijk | 2-3 | |
| Poule | Feyenoord | WSC | 2-0 | |
| Poule | Fortuna Sittard | Helmond Sport | 3-0 | |
| Poule | Gemert | MVV | 0-2 | |
| Poule | Go Ahead Eagles | De Treffers | 6-0 | |
| Poule | Haarlem | AZ | 0-4 | |
| Poule | Haarlem | FC Lisse | 3-1 | |
| Poule | Halsteren | Fortuna Sittard | 1-4 | |
| Poule | Halsteren | Helmond Sport | 2-4 | |
| Poule | Helmond Sport | UDI '19 | 2-2 | |
| Poule | Heracles Almelo | FC Twente | 1-2 | |
| Poule | Heracles Almelo | Vitesse 2 | 2-1 | |
| Poule | Hollandia | FC Volendam | 0-0 | |
| Poule | IJsselmeervogels | Go Ahead Eagles | 1-3 | |
| Poule | IJsselmeervogels | NEC | 0-10 | |
| Poule | Katwijk | Feijenoord Ama | 3-2 | |
| Poule | Katwijk | RKC Waalwijk | 2-1 | |
| Poule | MVV | Panningen | 4-0 | |
| Poule | NAC | Dordrecht '90 | 2-1 | |
| Poule | NAC | TOP Oss | 5-0 | |
| Poule | NEC | Go Ahead Eagles | 4-1 | |
| Poule | Nijenrodes | Cambuur Leeuwarden | 0-4 | |
| Poule | Nijenrodes | Hollandia | 1-5 | |
| Poule | Panningen | Gemert | 1-2 | |
| Poule | Panningen | VVV Venlo | 0-6 | |
| Poule | RBC | Eindhoven | 1-3 | |
| Poule | RBC | Schijndel | 3-2 | |
| Poule | RKC Waalwijk | FC Den Bosch | 1-1 | |
| Poule | RKC Waalwijk | WSC | 3-1 | |
| Poule | Roda JC | Eindhoven | 5-1 | |
| Poule | Roda JC | RBC | 2-0 | |
| Poule | Schijndel | Eindhoven | 1-3 | |
| Poule | Schijndel | Roda JC | 0-5 | |
| Poule | SHO | Dordrecht '90 | 1-3 | |
| Poule | SHO | NAC | 0-2 | |
| Poule | Sparta Rotterdam 2 | Excelsior | 3-3 | |
| Poule | Sparta Rotterdam 2 | Telstar | 1-1 | |
| Poule | Stormvogels | Haarlem | 0-2 | |
| Poule | Stormvogels | BV Veendam | 0-2 | |
| Poule | Telstar | Excelsior | 2-2 | |
| Poule | Telstar | FC Utrecht | 1-4 | |
| Poule | TONEGIDO | Dordrecht '90 | 0-0 | |
| Poule | TONEGIDO | NAC | 0-3 | |
| Poule | TONEGIDO | SHO | 4-0 | |
| Poule | TOP Oss | Dordrecht '90 | 1-0 | |
| Poule | TOP Oss | SHO | 6-1 | |
| Poule | TOP Oss | TONEGIDO | 1-2 | |
| Poule | UDI '19 | Fortuna Sittard | 0-1 | |
| Poule | UDI '19 | Halsteren | 3-1 | |
| Poule | Urk | FC Groningen | 0-4 | |
| Poule | Vitesse 2 | FC Twente | 2-3 | |
| Poule | VVV Venlo | Gemert | 9-1 | |
| Poule | VVV Venlo | MVV | 1-1 | |
| Poule | WSC | FC Den Bosch | 1-9 | |
| Poule | WSC | Katwijk | 1-1 | |
| 2e ronde | ||||
| 28/10/1998 | Ajax | UDI '19 | 9-0 | |
| 27/10/1998 | AZ | MVV | 3-1 | |
| 09/12/1998 | BVO Emmen | SC Heerenveen | 3-2 | |
| 29/10/1998 | Eindhoven | FC Den Bosch | 3-1 | |
| 15/12/1998 | Excelsior | PSV | 0-5 | |
| 01/12/1998 | FC Groningen | TONEGIDO | 2-0 | |
| 27/10/1998 | FC Twente | VVV Venlo | 2-1 | |
| 25/11/1998 | FC Utrecht *** | NEC | 2-2 | |
| 20/10/1998 | Feyenoord ** | ADO Den Haag | 2-1 | |
| 27/10/1998 | Fortuna Sittard | RKC Waalwijk | 5-0 | |
| 28/10/1998 | Go Ahead Eagles | De Graafschap | 3-2 | |
| 28/11/1998 | Heracles Almelo | NAC *** | 0-0 | |
| 27/10/1998 | Roda JC ** | BV Veendam | 2-1 | |
| 04/11/1998 | Sparta | Cambuur Leeuwarden *** | 1-1 | |
| 27/10/1998 | Vitesse | FC Volendam | 3-0 | |
| 28/10/1998 | Willem II | FC Zwolle | 0-2 | |
| 3e ronde | ||||
| 02/02/1999 | BVO Emmen | Cambuur Leeuwarden | 2-0 | |
| 03/02/1999 | Eindhoven | FC Groningen | 2-1 | |
| 02/02/1999 | FC Twente | Fortuna Sittard | 2-5 | |
| 04/02/1999 | FC Utrecht | Feyenoord | 1-2 | |
| 03/02/1999 | FC Zwolle | Go Ahead Eagles | 5-2 | |
| 02/02/1999 | PSV | AZ | 2-0 | |
| 04/02/1999 | Roda JC | Ajax | 0-3 | |
| 02/02/1999 | Vitesse | NAC | 4-0 | |
| Kwartfinale | ||||
| 09/03/1999 | Eindhoven | PSV | 0-5 | |
| 24/03/1999 | FC Zwolle | Ajax | 1-2 | |
| 10/03/1999 | Feyenoord ** | Vitesse | 2-1 | |
| 09/03/1999 | Fortuna Sittard | BVO Emmen | 3-1 | |
| Halve Finale | ||||
| 14/04/1999 | Ajax | Feyenoord | 2-1 | |
| 13/04/1999 | PSV | Fortuna Sittard | 1-3 | |
| Finale | ||||
| 13/05/1999 | Ajax | Fortuna Sittard | 2-0 | [info_popup message='1-0 Grønkjær, 2-0 Grønkjær; gespeeld in Rotterdam (Stadion Feyenoord)']Details[/info_popup] |
