| 4. Round | 30/08/2014 | Lommel United | - | KSV Roeselare | 2:1 |  |
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| 5. Round | 03/09/2014 | KSV Roeselare | - | Excelsior Virton | 1:2 | ||||
| 6. Round | 06/09/2014 | RAEC Mons | - | KSV Roeselare | 3:0 | ||||
| 7. Round | 13/09/2014 | KSV Roeselare | - | Seraing United | 2:0 | ||||
| 8. Round | 21/09/2014 | AFC Tubize | - | KSV Roeselare | 0:1 | ||||
| 9. Round | 28/09/2014 | KSV Roeselare | - | Oud-Heverlee Leuven | 0:0 | ||||
| 10. Round | 05/10/2014 | Eendracht Aalst | - | KSV Roeselare | 1:1 | ||||
| 11. Round | 11/10/2014 | KSV Roeselare | - | KRC Mechelen | 4:0 | |
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| 12. Round | 18/10/2014 | KFC Dessel Sport | - | KSV Roeselare | 1:3 | ||||
| 13. Round | 26/10/2014 | KSV Roeselare | - | Royal Antwerp FC | 0:0 | ||||
| 14. Round | 01/11/2014 | KAS Eupen | - | KSV Roeselare | 1:1 | |
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| 15. Round | 08/11/2014 | KSV Roeselare | - | Sint-Truidense VV | 0:1 | ||||
| 16. Round | 15/11/2014 | White Star Bruxelles | - | KSV Roeselare | 0:1 | |
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| 17. Round | 22/11/2014 | KSV Roeselare | - | Patro Eisden MM | 4:0 | |
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| 18. Round | 29/11/2014 | KSV Roeselare | - | KSK Heist | 2:2 | ||||
| 19. Round | 07/12/2014 | KVW Zaventem | - | KSV Roeselare | 4:4 | ||||
| 20. Round | 13/12/2014 | ASV Geel | - | KSV Roeselare | 3:0 |
Nigeria