| 1. Round | 16/08/2008 | Cercle Brugge | - | RSC Anderlecht | 0:3 | ||||
| 2. Round | 23/08/2008 | RSC Anderlecht | - | KAA Gent | 2:2 | ||||
| 3. Round | 30/08/2008 | RSC Anderlecht | - | KV Kortrijk | 4:0 | ||||
| 4. Round | 13/09/2008 | RAEC Mons | - | RSC Anderlecht | 1:2 | ||||
| 5. Round | 19/09/2008 | RSC Anderlecht | - | Sporting Charleroi | 2:0 | ||||
| 6. Round | 26/09/2008 | Standard Liège | - | RSC Anderlecht | 2:1 | ||||
| 7. Round | 03/10/2008 | RSC Anderlecht | - | Excelsior Mouscron | 2:1 | ||||
| 8. Round | 19/10/2008 | SV Zulte Waregem | - | RSC Anderlecht | 4:0 | ||||
| 9. Round | 25/10/2008 | RSC Anderlecht | - | KV Mechelen | 7:1 | ||||
| 10. Round | 02/11/2008 | Germinal Beerschot | - | RSC Anderlecht | 1:3 | ||||
| 11. Round | 08/11/2008 | RSC Anderlecht | - | Sporting Lokeren | 2:3 | ||||
| 12. Round | 16/11/2008 | Club Brugge KV | - | RSC Anderlecht | 1:1 | ||||
| 13. Round | 22/11/2008 | RSC Anderlecht | - | KVC Westerlo | 2:0 | ||||
| 14. Round | 28/11/2008 | FCV Dender EH | - | RSC Anderlecht | 0:2 |
Czech Republic