| 1. Round | 18/08/1968 | ADO | - | RKSV Volendam | 4:0 | ||||
| 6. Round | 29/09/1968 | RKSV Volendam | - | Fortuna SC | 3:1 | ||||
| 16. Round | 22/12/1968 | PSV Eindhoven | - | RKSV Volendam | 4:2 | ||||
| 17. Round | 29/12/1968 | RKSV Volendam | - | AZ '67 Alkmaar | 2:1 | ||||
| 18. Round | 05/01/1969 | RKSV Volendam | - | ADO | 0:0 | ||||
| 19. Round | 12/01/1969 | GVAV Groningen | - | RKSV Volendam | 0:0 | ||||
| 20. Round | 19/01/1969 | RKSV Volendam | - | Go Ahead | 0:3 | ||||
| 24. Round | 16/03/1969 | Fortuna SC | - | RKSV Volendam | 1:1 | ||||
| 25. Round | 30/03/1969 | RKSV Volendam | - | AFC Ajax | 0:2 | ||||
| 26. Round | 07/04/1969 | SC NEC | - | RKSV Volendam | 0:0 | ||||
| 27. Round | 13/04/1969 | RKSV Volendam | - | Holland Sport | 0:1 | ||||
| 28. Round | 20/04/1969 | Telstar | - | RKSV Volendam | 2:0 | ||||
| 29. Round | 27/04/1969 | RKSV Volendam | - | FC Twente '65 | 2:1 | ||||
| 30. Round | 11/05/1969 | Feijenoord | - | RKSV Volendam | 1:0 | ||||
| 32. Round | 18/05/1969 | DWS Amsterdam | - | RKSV Volendam | 2:1 |  |
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| 33. Round | 26/05/1969 | RKSV Volendam | - | PSV Eindhoven | 1:1 | |
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| 34. Round | 01/06/1969 | AZ '67 Alkmaar | - | RKSV Volendam | 0:0 |
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