| 1e ronde | ||||
| 01/10/1988 | ACV | SC Heerenveen ** | 1-3 | |
| 01/10/1988 | Bennekom | FC Groningen | 1-2 | |
| 01/10/1988 | Blauw Wit | Go Ahead Eagles | 1-0 | |
| 01/10/1988 | De Bataven | FC Wageningen | 0-3 | |
| 01/10/1988 | De Treffers | Haarlem | 0-4 | |
| 01/10/1988 | DHC | Vitesse | 1-4 | |
| 01/10/1988 | DOS Kampen | AZ | 0-4 | |
| 01/10/1988 | DOVO | VVV | 3-5 | |
| 01/10/1988 | Elinkwijk | Eindhoven | 0-1 | |
| 01/10/1988 | Emmen | Willem II | 2-7 | |
| 01/10/1988 | Enter Vooruit | FC Volendam | 0-3 | |
| 01/10/1988 | Geldrop | Roda JC | 2-5 | |
| 01/10/1988 | Helmond Sport | NEC | 2-0 | |
| 01/10/1988 | IJsselmeervogels | RKC | 0-2 | |
| 01/10/1988 | LONGA | Sparta | 1-4 | |
| 01/10/1988 | NAC | Telstar *** | 0-0 | |
| 01/10/1988 | NSVV | FC Twente | 1-4 | |
| 01/10/1988 | OVV Oostvoorne | BVV Den Bosch | 0-4 | |
| 01/10/1988 | Quick Boys | Fortuna Sittard | 1-2 | |
| 01/10/1988 | RCH | Feyenoord | 0-5 | |
| 01/10/1988 | Rheden | PSV | 1-2 | |
| 01/10/1988 | Rijnsburgse Boys | SC Cambuur | 3-2 | |
| 01/10/1988 | ROHDA Raalte | FC Den Haag *** | 1-1 | |
| 01/10/1988 | RVVH | MVV | 0-7 | |
| 01/10/1988 | SC Enschede | RBC | 0-2 | |
| 01/10/1988 | SC Heracles '74 | FC Utrecht | 2-3 | |
| 01/10/1988 | Spakenburg | DS '79 | 3-2 | |
| 01/10/1988 | SVV | Ajax | 0-6 | |
| 01/10/1988 | TOP | BV Veendam ** | 2-3 | |
| 01/10/1988 | Venray | PEC Zwolle '82 | 1-2 | |
| 01/10/1988 | VC Vlissingen | De Graafschap | 2-1 | |
| 01/10/1988 | VVOG | Excelsior | 3-1 | |
| 2e ronde | ||||
| 18/11/1988 | Ajax | PEC Zwolle '82 | 4-1 | |
| 18/11/1988 | Blauw Wit | Sparta | 1-3 | |
| 18/11/1988 | Eindhoven | Telstar | 2-3 | |
| 18/11/1988 | FC Den Haag | Roda JC | 1-0 | |
| 18/11/1988 | FC Twente | BV Veendam | 1-0 | |
| 18/11/1988 | FC Utrecht | RBC | 5-0 | |
| 18/11/1988 | FC Wageningen | Vitesse | 1-5 | |
| 18/11/1988 | Fortuna Sittard *** | Haarlem | 1-1 | |
| 18/11/1988 | MVV | SC Heerenveen | 1-3 | |
| 18/11/1988 | PSV | FC Volendam | 2-1 | |
| 18/11/1988 | Rijnsburgse Boys | Willem II | 2-4 | |
| 18/11/1988 | RKC | Feyenoord | 1-6 | |
| 18/11/1988 | Spakenburg | AZ | 1-4 | |
| 18/11/1988 | VC Vlissingen | BVV Den Bosch | 2-0 | |
| 18/11/1988 | VVOG *** | Helmond Sport | 3-1 | |
| 18/11/1988 | VVV | FC Groningen ** | 3-4 | |
| 3e ronde | ||||
| 01/02/1989 | Ajax | FC Utrecht | 2-1 | |
| 01/02/1989 | AZ | Fortuna Sittard | 2-1 | |
| 01/02/1989 | FC Den Haag | Sparta | 3-2 | |
| 01/02/1989 | Feyenoord | Willem II | 0-2 | |
| 01/02/1989 | PSV | FC Twente | 2-0 | |
| 01/02/1989 | Telstar | VC Vlissingen ** | 0-2 | |
| 01/02/1989 | Vitesse | SC Heerenveen | 1-0 | |
| 01/02/1989 | VVOG | FC Groningen | 0-1 | |
| Kwartfinale | ||||
| 08/03/1989 | AZ | PSV | 0-2 | |
| 08/03/1989 | FC Groningen | Ajax | 3-0 | |
| 19/02/1989 | VC Vlissingen | FC Den Haag | 0-3 | |
| 08/03/1989 | Willem II *** | Vitesse | 1-1 | |
| Halve Finale | ||||
| 12/04/1989 | FC Groningen | Willem II | 5-1 | |
| 12/04/1989 | PSV | FC Den Haag | 5-2 | |
| Finale | ||||
| 25/05/1989 | PSV | FC Groningen | 4-1 | 1-0 Romario, 2-0 Ellerman, 3-0 Ellerman, 3-1 Meijer, 4-1 Kieft; gespeeld in Rotterdam (Stadion Feyenoord); 9.483 ts. |
