| 6. Round | 27/09/2008 | Sporting Charleroi | - | KV Kortrijk | 1:2 | ||||
| 7. Round | 04/10/2008 | RAEC Mons | - | Sporting Charleroi | 1:1 | ||||
| 8. Round | 18/10/2008 | Germinal Beerschot | - | Sporting Charleroi | 1:2 |  |
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| 9. Round | 25/10/2008 | Sporting Charleroi | - | Sporting Lokeren | 1:1 |  |
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| 10. Round | 31/10/2008 | Standard Liège | - | Sporting Charleroi | 1:2 | |
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| 11. Round | 09/11/2008 | Sporting Charleroi | - | Club Brugge KV | 2:2 | ||||
| 12. Round | 15/11/2008 | Excelsior Mouscron | - | Sporting Charleroi | 2:1 | ||||
| 15. Round | 06/12/2008 | Sporting Charleroi | - | KV Mechelen | 1:2 | ||||
| 17. Round | 20/12/2008 | Sporting Charleroi | - | FCV Dender EH | 2:0 | ||||
| 18. Round | 18/01/2009 | Sporting Charleroi | - | KVC Westerlo | 1:2 | |
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| 19. Round | 24/01/2009 | KSV Roeselare | - | Sporting Charleroi | 3:1 | |
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| 20. Round | 01/02/2009 | Sporting Charleroi | - | KAA Gent | 2:5 | ||||
| 27. Round | 22/03/2009 | Sporting Charleroi | - | Standard Liège | 1:0 |
Morocco