| 1. Round | 18/08/1968 | AZ '67 Alkmaar | - | Holland Sport | 2:0 | ||||
| 7. Round | 06/10/1968 | Fortuna SC | - | Holland Sport | 0:0 | ||||
| 8. Round | 13/10/1968 | Holland Sport | - | AFC Ajax | 0:3 | ||||
| 12. Round | 24/11/1968 | Telstar | - | Holland Sport | 1:3 |  |
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| 13. Round | 01/12/1968 | Holland Sport | - | FC Twente '65 | 0:0 | ||||
| 14. Round | 08/12/1968 | Feijenoord | - | Holland Sport | 6:0 | ||||
| 15. Round | 15/12/1968 | Holland Sport | - | MVV | 0:0 | ||||
| 26. Round | 07/04/1969 | Holland Sport | - | DOS Utrecht | 1:1 | ||||
| 29. Round | 27/04/1969 | Holland Sport | - | Telstar | 2:0 |
Netherlands