2. Round | 31/08/1958 | Fortuna '54 | - | Willem II | 5:4 | ||||
3. Round | 07/09/1958 | Willem II | - | USV Elinkwijk | 5:1 | ||||
4. Round | 14/09/1958 | PSV Eindhoven | - | Willem II | 3:0 | ||||
5. Round | 21/09/1958 | AFC Ajax | - | Willem II | 3:1 | ||||
12. Round | 23/11/1958 | Willem II | - | DOS Utrecht | 2:6 | ||||
13. Round | 30/11/1958 | NOAD Tilburg | - | Willem II | 1:2 | ||||
14. Round | 07/12/1958 | Willem II | - | Rapid JC Heerlen | 2:0 | ||||
15. Round | 14/12/1958 | NAC Breda | - | Willem II | 4:0 | ||||
16. Round | 21/12/1958 | Willem II | - | ADO | 1:1 | ||||
17. Round | 26/12/1958 | DWS Amsterdam | - | Willem II | 4:1 | ||||
19. Round | 04/01/1959 | RC&FC Sparta | - | Willem II | 3:0 | ||||
21. Round | 01/02/1959 | USV Elinkwijk | - | Willem II | 4:2 | ||||
23. Round | 01/03/1959 | Willem II | - | AFC Ajax | 5:1 | ||||
24. Round | 08/03/1959 | VVV | - | Willem II | 5:2 |