| 19. Round | 24/01/2009 | FCV Dender EH | - | Germinal Beerschot | 0:1 | ||||
| 20. Round | 31/01/2009 | Germinal Beerschot | - | KVC Westerlo | 2:1 | ||||
| 21. Round | 07/02/2009 | KSV Roeselare | - | Germinal Beerschot | 2:2 | ||||
| 22. Round | 14/02/2009 | Germinal Beerschot | - | Cercle Brugge | 1:1 | ||||
| 23. Round | 21/02/2009 | KAA Gent | - | Germinal Beerschot | 1:3 | ||||
| 24. Round | 28/02/2009 | Germinal Beerschot | - | KV Kortrijk | 3:0 | ||||
| 25. Round | 07/03/2009 | Sporting Charleroi | - | Germinal Beerschot | 0:0 | ||||
| 26. Round | 14/03/2009 | Germinal Beerschot | - | RAEC Mons | 2:0 |  |
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| 27. Round | 21/03/2009 | RSC Anderlecht | - | Germinal Beerschot | 2:0 | ||||
| 28. Round | 05/04/2009 | Standard Liège | - | Germinal Beerschot | 3:1 | ||||
| 29. Round | 11/04/2009 | Germinal Beerschot | - | SV Zulte Waregem | 1:2 | ||||
| 30. Round | 18/04/2009 | Sporting Lokeren | - | Germinal Beerschot | 1:0 | ||||
| 31. Round | 24/04/2009 | Germinal Beerschot | - | Club Brugge KV | 2:0 | ||||
| 32. Round | 02/05/2009 | Excelsior Mouscron | - | Germinal Beerschot | 3:1 | ||||
| 33. Round | 08/05/2009 | Germinal Beerschot | - | KV Mechelen | 3:1 | ||||
| 34. Round | 16/05/2009 | AFC Tubize | - | Germinal Beerschot | 1:0 | |
North Macedonia