| 1. Round | 07/08/1999 | KVC Westerlo | - | KRC Genk | 6:6 | ||||
| 25. Round | 05/03/2000 | Club Brugge KV | - | KVC Westerlo | 2:0 | ||||
| 26. Round | 11/03/2000 | KVC Westerlo | - | Sint-Truidense VV | 3:2 | ||||
| 27. Round | 18/03/2000 | Sporting Lokeren | - | KVC Westerlo | 0:0 | ||||
| 28. Round | 25/03/2000 | KVC Westerlo | - | Germinal Beerschot | 3:2 | ||||
| 29. Round | 01/04/2000 | K.S.C. Eendracht Aalst | - | KVC Westerlo | 1:1 |  |
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| 31. Round | 16/04/2000 | KRC Harelbeke | - | KVC Westerlo | 3:1 | ||||
| 32. Round | 22/04/2000 | KVC Westerlo | - | KV Mechelen | 8:0 |
Brazil