1. Round | 23/08/1959 | VVV | - | Sportclub Enschede | 3:2 | ||||
2. Round | 30/08/1959 | Sportclub Enschede | - | Blauw Wit | 6:3 | ||||
5. Round | 20/09/1959 | Sportclub Enschede | - | ADO | 4:1 | ||||
6. Round | 27/09/1959 | USV Elinkwijk | - | Sportclub Enschede | 3:1 | ||||
9. Round | 25/10/1959 | Sportclub Enschede | - | NAC Breda | 1:2 | ||||
10. Round | 01/11/1959 | PSV Eindhoven | - | Sportclub Enschede | 5:0 |