8. Round | 05/10/2008 | Olympic Charleroi | - | KV Red Star Waasland | 4:2 | ||||
11. Round | 25/10/2008 | UR Namur | - | Olympic Charleroi | 1:1 | ||||
21. Round | 18/02/2009 | Olympic Charleroi | - | Sint-Truidense VV | 2:0 | ||||
32. Round | 25/03/2009 | Olympic Charleroi | - | RFC Tournai | 2:2 | ||||
37. Round | 26/04/2009 | Lierse SK | - | Olympic Charleroi | 3:2 | ||||
38. Round | 03/05/2009 | Olympic Charleroi | - | KVSK United | 1:0 |