| 1. Round | 06/08/2005 | Sint-Truidense VV | - | KSV Roeselare | 1:0 | ||||
| 2. Round | 14/08/2005 | KSV Roeselare | - | KSK Beveren | 1:0 |  |
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| 3. Round | 20/08/2005 | Club Brugge KV | - | KSV Roeselare | 1:0 | ||||
| 4. Round | 28/08/2005 | KSV Roeselare | - | Sporting Lokeren | 4:0 | ||||
| 5. Round | 10/09/2005 | Sporting Charleroi | - | KSV Roeselare | 1:1 | ||||
| 6. Round | 18/09/2005 | KSV Roeselare | - | KVC Westerlo | 0:2 | ||||
| 7. Round | 21/09/2005 | RSC Anderlecht | - | KSV Roeselare | 5:1 | ||||
| 10. Round | 15/10/2005 | KSV Roeselare | - | RAA La Louviére | 4:1 |  |
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| 12. Round | 30/10/2005 | KSV Roeselare | - | Germinal Beerschot | 5:1 | ||||
| 14. Round | 20/11/2005 | KSV Roeselare | - | Excelsior Mouscron | 5:0 | ||||
| 22. Round | 21/02/2006 | KSV Roeselare | - | Sporting Charleroi | 2:0 | ||||
| 25. Round | 04/03/2006 | KAA Gent | - | KSV Roeselare | 1:2 | |
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| 26. Round | 11/03/2006 | KSV Roeselare | - | SV Zulte Waregem | 0:3 | |
Belgium