| 1. Round | 22/08/1965 | GVAV Groningen | - | AVC Heracles | 1:1 | ||||
| 2. Round | 29/08/1965 | AVC Heracles | - | Willem II | 0:3 | ||||
| 3. Round | 05/09/1965 | FC Twente '65 | - | AVC Heracles | 4:1 | ||||
| 6. Round | 03/10/1965 | AVC Heracles | - | AFC Ajax | 1:1 | ||||
| 7. Round | 10/10/1965 | MVV | - | AVC Heracles | 2:2 | ||||
| 8. Round | 24/10/1965 | AVC Heracles | - | PSV Eindhoven | 0:3 | ||||
| 9. Round | 31/10/1965 | Telstar | - | AVC Heracles | 0:2 |  |
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| 11. Round | 05/12/1965 | AVC Heracles | - | DOS Utrecht | 2:2 | ||||
| 12. Round | 12/12/1965 | RC&FC Sparta | - | AVC Heracles | 6:0 | ||||
| 13. Round | 26/12/1965 | AVC Heracles | - | DWS Amsterdam | 0:1 | ||||
| 14. Round | 09/01/1966 | Fortuna '54 | - | AVC Heracles | 1:0 | ||||
| 20. Round | 20/03/1966 | AVC Heracles | - | USV Elinkwijk | 2:2 | ||||
| 22. Round | 03/04/1966 | AVC Heracles | - | MVV | 1:0 | ||||
| 23. Round | 09/04/1966 | PSV Eindhoven | - | AVC Heracles | 5:1 | ||||
| 24. Round | 11/04/1966 | AVC Heracles | - | Telstar | 1:1 | ||||
| 25. Round | 24/04/1966 | Go Ahead | - | AVC Heracles | 2:0 | ||||
| 26. Round | 01/05/1966 | DOS Utrecht | - | AVC Heracles | 3:2 | |
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