| 3. Jornada | 29.08.2008 | AFC Tubize | - | Club Brugge KV | 1:4 | ||||
| 5. Jornada | 21.09.2008 | KRC Genk | - | Club Brugge KV | 0:1 | ||||
| 1. Jornada | 24.09.2008 | KV Mechelen | - | Club Brugge KV | 1:1 | ||||
| 6. Jornada | 27.09.2008 | Club Brugge KV | - | KVC Westerlo | 2:0 | ||||
| 8. Jornada | 19.10.2008 | Club Brugge KV | - | Cercle Brugge | 3:1 | ||||
| 9. Jornada | 26.10.2008 | Gante | - | Club Brugge KV | 3:0 | ||||
| 2. Jornada | 29.10.2008 | Club Brugge KV | - | SV Zulte Waregem | 2:0 | ||||
| 10. Jornada | 01.11.2008 | Club Brugge KV | - | KV Kortrijk | 4:1 | ||||
| 25. Jornada | 08.03.2009 | Cercle Brugge | - | Club Brugge KV | 1:3 | ||||
| 28. Jornada | 04.04.2009 | Club Brugge KV | - | Sporting Charleroi | 2:1 | ||||
| 29. Jornada | 12.04.2009 | RSC Anderlecht | - | Club Brugge KV | 1:0 | ||||
| 30. Jornada | 18.04.2009 | Club Brugge KV | - | RAEC Mons | 3:2 | ||||
| 31. Jornada | 24.04.2009 | Germinal Beerschot | - | Club Brugge KV | 2:0 |  |
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| 32. Jornada | 01.05.2009 | Club Brugge KV | - | Sporting Lokeren | 2:3 | |
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| 33. Jornada | 09.05.2009 | Standard Liège | - | Club Brugge KV | 2:0 | ||||
| 34. Jornada | 16.05.2009 | Club Brugge KV | - | Excelsior Mouscron | 4:1 |
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