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 | ||||
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 |