| 12. Round | 31/10/1998 | KVC Westerlo | - | KV Kortrijk | 2:0 | ||||
| 13. Round | 07/11/1998 | RSC Charleroi | - | KVC Westerlo | 1:3 | ||||
| 14. Round | 14/11/1998 | KVC Westerlo | - | KSK Beveren | 0:0 | ||||
| 15. Round | 21/11/1998 | Excelsior Mouscron | - | KVC Westerlo | 2:1 | ||||
| 16. Round | 29/11/1998 | K.S.C. Eendracht Aalst | - | KVC Westerlo | 3:2 |  |
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| 17. Round | 04/12/1998 | KVC Westerlo | - | Club Brugge KV | 1:2 | ||||
| 18. Round | 12/12/1998 | KVC Westerlo | - | KFC Germinal Ekeren | 2:4 |  |
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| 19. Round | 19/12/1998 | Sint-Truidense VV | - | KVC Westerlo | 0:0 | ||||
| 22. Round | 30/01/1999 | KVC Westerlo | - | KRC Harelbeke | 0:3 | ||||
| 24. Round | 27/02/1999 | KVC Westerlo | - | Lierse SK (old) | 0:2 | ||||
| 25. Round | 06/03/1999 | KV Oostende | - | KVC Westerlo | 1:1 | ||||
| 23. Round | 10/03/1999 | Sporting Lokeren | - | KVC Westerlo | 3:0 | ||||
| 26. Round | 13/03/1999 | KVC Westerlo | - | Standard Liège | 3:1 | ||||
| 27. Round | 20/03/1999 | KAA Gent | - | KVC Westerlo | 2:0 | ||||
| 28. Round | 03/04/1999 | KVC Westerlo | - | KRC Genk | 1:1 | ||||
| 29. Round | 18/04/1999 | KV Kortrijk | - | KVC Westerlo | 4:2 | ||||
| 33. Round | 08/05/1999 | KVC Westerlo | - | K.S.C. Eendracht Aalst | 1:1 | ||||
| 34. Round | 16/05/1999 | Club Brugge KV | - | KVC Westerlo | 5:3 |
Belgium