| 2. Round | 24/08/1996 | TOP Oss | - | SC Heracles '74 | 3:1 | ||||
| 3. Round | 04/09/1996 | HFC Haarlem | - | TOP Oss | 1:1 | ||||
| 4. Round | 07/09/1996 | TOP Oss | - | MVV | 1:1 | ||||
| 5. Round | 14/09/1996 | SC Cambuur | - | TOP Oss | 1:2 | ||||
| 6. Round | 21/09/1996 | TOP Oss | - | Dordrecht '90 | 1:1 |  |
|||
| 7. Round | 28/09/1996 | Go Ahead Eagles | - | TOP Oss | 1:0 | ||||
| 8. Round | 04/10/1996 | TOP Oss | - | BV Emmen | 2:3 | ||||
| 13. Round | 07/11/1996 | VVV | - | TOP Oss | 1:1 | ||||
| 12. Round | 11/11/1996 | TOP Oss | - | Telstar | 0:2 | ||||
| 14. Round | 16/11/1996 | TOP Oss | - | SBV Excelsior | 4:1 | ||||
| 15. Round | 23/11/1996 | EVV Eindhoven | - | TOP Oss | 3:0 | ||||
| 17. Round | 03/12/1996 | BV Veendam | - | TOP Oss | 2:2 | ||||
| 16. Round | 12/12/1996 | TOP Oss | - | ADO Den Haag | 0:2 | |
|||
| 18. Round | 19/12/1996 | TOP Oss | - | Helmond Sport | 1:0 | ||||
| 22. Round | 09/03/1997 | TOP Oss | - | SC Cambuur | 1:4 | |
|||
| 23. Round | 14/03/1997 | Dordrecht '90 | - | TOP Oss | 3:2 | ||||
| 24. Round | 22/03/1997 | TOP Oss | - | Go Ahead Eagles | 1:1 | ||||
| 28. Round | 19/04/1997 | TOP Oss | - | RBC Roosendaal | 0:1 |
Netherlands