1. Round | 16/08/2008 | KSV Roeselare | - | KV Kortrijk | 2:2 | ||||
2. Round | 23/08/2008 | Sporting Charleroi | - | KSV Roeselare | 1:0 | ||||
3. Round | 31/08/2008 | KSV Roeselare | - | Standard Liège | 1:1 | ||||
4. Round | 13/09/2008 | Germinal Beerschot | - | KSV Roeselare | 3:0 | ||||
5. Round | 20/09/2008 | KSV Roeselare | - | Sporting Lokeren | 0:1 | ||||
6. Round | 27/09/2008 | RAEC Mons | - | KSV Roeselare | 2:0 | ||||
7. Round | 05/10/2008 | KSV Roeselare | - | Club Brugge KV | 0:1 | ||||
8. Round | 18/10/2008 | Excelsior Mouscron | - | KSV Roeselare | 2:0 | ||||
9. Round | 25/10/2008 | KSV Roeselare | - | SV Zulte Waregem | 0:3 | ||||
10. Round | 01/11/2008 | KV Mechelen | - | KSV Roeselare | 1:2 | ||||
11. Round | 08/11/2008 | KSV Roeselare | - | AFC Tubize | 1:2 | ||||
12. Round | 15/11/2008 | KRC Genk | - | KSV Roeselare | 1:1 | ||||
13. Round | 22/11/2008 | KSV Roeselare | - | FCV Dender EH | 2:2 | ||||
14. Round | 29/11/2008 | KAA Gent | - | KSV Roeselare | 4:0 |