| 1. Round | 20/08/1988 | FC Volendam | - | RKC Waalwijk | 4:2 | ||||
| 2. Round | 23/08/1988 | Roda JC Kerkrade | - | FC Volendam | 0:0 | ||||
| 5. Round | 03/09/1988 | FC Groningen | - | FC Volendam | 4:0 | ||||
| 6. Round | 17/09/1988 | FC Volendam | - | FC Utrecht | 4:0 | ||||
| 7. Round | 23/09/1988 | MVV | - | FC Volendam | 1:3 | ||||
| 9. Round | 12/10/1988 | FC Volendam | - | Fortuna Sittard | 0:2 | ||||
| 10. Round | 22/10/1988 | VVV | - | FC Volendam | 1:2 | ||||
| 11. Round | 29/10/1988 | FC Volendam | - | BVV Den Bosch | 2:0 | ||||
| 12. Round | 04/11/1988 | Willem II | - | FC Volendam | 2:4 | ||||
| 13. Round | 12/11/1988 | FC Volendam | - | BV Veendam | 3:1 | ||||
| 14. Round | 26/11/1988 | AFC Ajax | - | FC Volendam | 2:0 | ||||
| 15. Round | 03/12/1988 | FC Volendam | - | PEC Zwolle '82 | 1:1 | ||||
| 16. Round | 10/12/1988 | Sparta Rotterdam | - | FC Volendam | 3:0 | ||||
| 19. Round | 21/01/1989 | FC Volendam | - | Roda JC Kerkrade | 1:0 |
Netherlands