| 1. Round | 23/08/1959 | Blauw Wit | - | Sittardia | 5:2 | ||||
| 2. Round | 30/08/1959 | Sittardia | - | Rapid JC Heerlen | 1:1 | ||||
| 3. Round | 06/09/1959 | Sittardia | - | RKSV Volendam | 1:5 | ||||
| 4. Round | 13/09/1959 | ADO | - | Sittardia | 1:2 | ||||
| 5. Round | 20/09/1959 | Sittardia | - | USV Elinkwijk | 2:1 | ||||
| 6. Round | 27/09/1959 | Fortuna '54 | - | Sittardia | 1:1 | ||||
| 7. Round | 11/10/1959 | Sittardia | - | AFC Ajax | 1:4 | ||||
| 8. Round | 18/10/1959 | NAC Breda | - | Sittardia | 5:1 | ||||
| 9. Round | 25/10/1959 | Sittardia | - | PSV Eindhoven | 0:1 | ||||
| 10. Round | 01/11/1959 | MVV | - | Sittardia | 3:0 | ||||
| 18. Round | 27/12/1959 | Sittardia | - | Blauw Wit | 1:1 | ||||
| 20. Round | 10/01/1960 | RKSV Volendam | - | Sittardia | 2:1 | ||||
| 21. Round | 24/01/1960 | Sittardia | - | ADO | 3:2 | ||||
| 22. Round | 07/02/1960 | USV Elinkwijk | - | Sittardia | 1:0 | ||||
| 24. Round | 21/02/1960 | AFC Ajax | - | Sittardia | 4:2 | ||||
| 28. Round | 27/03/1960 | Willem II | - | Sittardia | 2:1 | ||||
| 29. Round | 10/04/1960 | Sittardia | - | DWS Amsterdam | 0:2 | ||||
| 30. Round | 18/04/1960 | DOS Utrecht | - | Sittardia | 1:0 | ||||
| 31. Round | 01/05/1960 | Sittardia | - | Feijenoord | 1:5 |  |
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| 34. Round | 22/05/1960 | Sittardia | - | VVV | 1:1 |
Netherlands