| 5. Round | 14/09/2008 | KVK Tienen | - | KMSK Deinze | 4:2 |  |
|||
| 6. Round | 20/09/2008 | KMSK Deinze | - | KV Red Star Waasland | 1:1 | |
|||
| 12. Round | 01/11/2008 | Sint-Truidense VV | - | KMSK Deinze | 3:1 | |
|||
| 24. Round | 31/01/2009 | KMSK Deinze | - | KVK Tienen | 3:1 | |
|||
| 36. Round | 19/04/2009 | KFC VW Hamme | - | KMSK Deinze | 6:2 | |
Belgium