3. Round | 31/08/2008 | Olympic Charleroi | - | KSK Beveren | 3:2 | ||||
8. Round | 05/10/2008 | Olympic Charleroi | - | KV Red Star Waasland | 4:2 | ||||
12. Round | 02/11/2008 | Olympic Charleroi | - | RFC Liège | 6:4 | ||||
13. Round | 08/11/2008 | RFC Tournai | - | Olympic Charleroi | 1:3 | ||||
18. Round | 14/12/2008 | Olympic Charleroi | - | Lierse SK | 1:3 | ||||
20. Round | 27/12/2008 | KSK Ronse | - | Olympic Charleroi | 3:2 | ||||
23. Round | 24/01/2009 | Olympic Charleroi | - | Excelsior Virton | 4:2 | ||||
30. Round | 14/03/2009 | Olympic Charleroi | - | UR Namur | 3:0 |