| 3. Round | 30/08/2008 | RSC Anderlecht | - | KV Kortrijk | 4:0 |  |
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| 4. Round | 13/09/2008 | RAEC Mons | - | RSC Anderlecht | 1:2 | ||||
| 7. Round | 03/10/2008 | RSC Anderlecht | - | Excelsior Mouscron | 2:1 | ||||
| 9. Round | 25/10/2008 | RSC Anderlecht | - | KV Mechelen | 7:1 | |
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| 11. Round | 08/11/2008 | RSC Anderlecht | - | Sporting Lokeren | 2:3 | ||||
| 13. Round | 22/11/2008 | RSC Anderlecht | - | KVC Westerlo | 2:0 | ||||
| 16. Round | 14/12/2008 | KSV Roeselare | - | RSC Anderlecht | 0:3 | ||||
| 17. Round | 19/12/2008 | RSC Anderlecht | - | KRC Genk | 2:0 | ||||
| 18. Round | 16/01/2009 | RSC Anderlecht | - | Cercle Brugge | 1:2 |  |
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| 24. Round | 28/02/2009 | Excelsior Mouscron | - | RSC Anderlecht | 1:1 |
Russia