1. Round | 24/08/1958 | Sportclub Enschede | - | DOS Utrecht | 1:0 | ||||
2. Round | 31/08/1958 | NOAD Tilburg | - | Sportclub Enschede | 2:6 | ||||
3. Round | 07/09/1958 | Sportclub Enschede | - | Rapid JC Heerlen | 1:0 | ||||
4. Round | 14/09/1958 | NAC Breda | - | Sportclub Enschede | 0:3 | ||||
5. Round | 21/09/1958 | Sportclub Enschede | - | ADO | 2:1 | ||||
6. Round | 05/10/1958 | DWS Amsterdam | - | Sportclub Enschede | 6:3 | ||||
10. Round | 09/11/1958 | Willem II | - | Sportclub Enschede | 3:3 | ||||
11. Round | 16/11/1958 | Sportclub Enschede | - | AFC Ajax | 1:1 | ||||
27. Round | 30/03/1959 | USV Elinkwijk | - | Sportclub Enschede | 4:0 | ||||
28. Round | 05/04/1959 | Sportclub Enschede | - | Willem II | 1:1 | ||||
34. Round | 31/05/1959 | PSV Eindhoven | - | Sportclub Enschede | 0:1 |