| 1. Round | 18/08/1968 | Go Ahead | - | AFC Ajax | 2:1 | ||||
| 4. Round | 08/09/1968 | AFC Ajax | - | Fortuna SC | 2:0 | ||||
| 6. Round | 25/09/1968 | DOS Utrecht | - | AFC Ajax | 1:1 |  |
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| 11. Round | 17/11/1968 | AFC Ajax | - | Feijenoord | 0:1 | ||||
| 12. Round | 24/11/1968 | MVV | - | AFC Ajax | 2:2 | ||||
| 18. Round | 05/01/1969 | AFC Ajax | - | Go Ahead | 4:3 | |
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| 19. Round | 12/01/1969 | NAC Breda | - | AFC Ajax | 0:2 | ||||
| 24. Round | 08/02/1969 | AFC Ajax | - | DOS Utrecht | 7:0 | |
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| 23. Round | 01/03/1969 | AFC Ajax | - | Holland Sport | 2:2 | ||||
| 25. Round | 30/03/1969 | RKSV Volendam | - | AFC Ajax | 0:2 | ||||
| 17. Round | 02/04/1969 | AFC Ajax | - | GVAV Groningen | 6:0 | |
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| 26. Round | 07/04/1969 | Telstar | - | AFC Ajax | 1:4 | |
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| 28. Round | 20/04/1969 | Feijenoord | - | AFC Ajax | 1:1 | ||||
| 29. Round | 27/04/1969 | AFC Ajax | - | MVV | 2:1 | |
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| 27. Round | 30/04/1969 | AFC Ajax | - | FC Twente '65 | 2:0 | ||||
| 30. Round | 11/05/1969 | AFC Ajax | - | DWS Amsterdam | 3:2 | ||||
| 31. Round | 15/05/1969 | AFC Ajax | - | PSV Eindhoven | 1:2 | |
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| 32. Round | 18/05/1969 | AZ '67 Alkmaar | - | AFC Ajax | 0:3 | |
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| 33. Round | 22/05/1969 | AFC Ajax | - | ADO | 1:0 | |
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| 34. Round | 01/06/1969 | GVAV Groningen | - | AFC Ajax | 1:2 |
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