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 | ||||
7. Round | 12/10/1958 | Sportclub Enschede | - | RC&FC Sparta | 0:2 | ||||
8. Round | 19/10/1958 | Fortuna '54 | - | Sportclub Enschede | 2:0 | ||||
10. Round | 09/11/1958 | Willem II | - | Sportclub Enschede | 3:3 | ||||
11. Round | 16/11/1958 | Sportclub Enschede | - | AFC Ajax | 1:1 | ||||
12. Round | 23/11/1958 | VVV | - | Sportclub Enschede | 3:0 | ||||
13. Round | 30/11/1958 | Sportclub Enschede | - | SHS | 5:0 | ||||
15. Round | 14/12/1958 | Sportclub Enschede | - | Feijenoord | 4:0 | ||||
22. Round | 22/02/1959 | Sportclub Enschede | - | NAC Breda | 6:2 | ||||
23. Round | 01/03/1959 | ADO | - | Sportclub Enschede | 2:0 | ||||
24. Round | 08/03/1959 | Sportclub Enschede | - | DWS Amsterdam | 3:2 | ||||
26. Round | 22/03/1959 | Sportclub Enschede | - | Fortuna '54 | 1:1 | ||||
34. Round | 31/05/1959 | PSV Eindhoven | - | Sportclub Enschede | 0:1 |