| 3. Jornada | 29.08.2008 | AFC Tubize | - | Club Brugge KV | 1:4 | ||||
| 4. Jornada | 13.09.2008 | Club Brugge KV | - | FCV Dender EH | 1:1 |  |
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| 5. Jornada | 21.09.2008 | KRC Genk | - | Club Brugge KV | 0:1 | ||||
| 1. Jornada | 24.09.2008 | KV Mechelen | - | Club Brugge KV | 1:1 |  |
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| 7. Jornada | 05.10.2008 | KSV Roeselare | - | Club Brugge KV | 0:1 | ||||
| 8. Jornada | 19.10.2008 | Club Brugge KV | - | Cercle Brugge | 3:1 | ||||
| 9. Jornada | 26.10.2008 | Gante | - | Club Brugge KV | 3:0 | ||||
| 13. Jornada | 22.11.2008 | RAEC Mons | - | Club Brugge KV | 1:2 | ||||
| 16. Jornada | 14.12.2008 | Club Brugge KV | - | Standard Liège | 1:4 | ||||
| 17. Jornada | 20.12.2008 | Excelsior Mouscron | - | Club Brugge KV | 5:1 | ||||
| 19. Jornada | 25.01.2009 | SV Zulte Waregem | - | Club Brugge KV | 3:1 | ||||
| 21. Jornada | 07.02.2009 | FCV Dender EH | - | Club Brugge KV | 0:2 | ||||
| 22. Jornada | 15.02.2009 | Club Brugge KV | - | KRC Genk | 0:2 | ||||
| 30. Jornada | 18.04.2009 | Club Brugge KV | - | RAEC Mons | 3:2 | ||||
| 33. Jornada | 09.05.2009 | Standard Liège | - | Club Brugge KV | 2:0 | ||||
| 34. Jornada | 16.05.2009 | Club Brugge KV | - | Excelsior Mouscron | 4:1 | |
Bélgica
Canadá 