1. Round | 16/08/2008 | KVC Westerlo | - | Sporting Charleroi | 1:0 | ||||
2. Round | 23/08/2008 | Standard Liège | - | KVC Westerlo | 3:0 | ||||
3. Round | 30/08/2008 | KVC Westerlo | - | Germinal Beerschot | 1:0 | ||||
4. Round | 13/09/2008 | Sporting Lokeren | - | KVC Westerlo | 1:1 | ||||
5. Round | 20/09/2008 | KVC Westerlo | - | Excelsior Mouscron | 0:0 | ||||
6. Round | 27/09/2008 | Club Brugge KV | - | KVC Westerlo | 2:0 | ||||
7. Round | 04/10/2008 | KVC Westerlo | - | SV Zulte Waregem | 3:2 | ||||
8. Round | 18/10/2008 | KV Mechelen | - | KVC Westerlo | 1:3 | ||||
25. Round | 08/03/2009 | KVC Westerlo | - | KV Mechelen | 0:1 | ||||
31. Round | 25/04/2009 | RAEC Mons | - | KVC Westerlo | 0:2 | ||||
34. Round | 16/05/2009 | KVC Westerlo | - | KV Kortrijk | 1:3 |