| 2. Round | 13/08/2016 | Royal Antwerp FC | - | KSV Roeselare | 1:0 | ||||
| 3. Round | 20/08/2016 | KSV Roeselare | - | Oud-Heverlee Leuven | 2:2 | ||||
| 4. Round | 04/09/2016 | AFC Tubize | - | KSV Roeselare | 4:1 | ||||
| 6. Round | 18/09/2016 | KSV Roeselare | - | Cercle Brugge | 2:1 | ||||
| 7. Round | 24/09/2016 | KSV Roeselare | - | Union Saint-Gilloise | 2:1 | ||||
| 8. Round | 02/10/2016 | Lierse SK (old) | - | KSV Roeselare | 0:2 | ||||
| 9. Round | 05/10/2016 | KSV Roeselare | - | Lommel United | 2:0 | ||||
| 10. Round | 09/10/2016 | Oud-Heverlee Leuven | - | KSV Roeselare | 1:1 | ||||
| 11. Round | 16/10/2016 | KSV Roeselare | - | AFC Tubize | 1:0 | ||||
| 12. Round | 24/10/2016 | Union Saint-Gilloise | - | KSV Roeselare | 1:2 | ||||
| 13. Round | 28/10/2016 | Cercle Brugge | - | KSV Roeselare | 0:3 | ||||
| 14. Round | 06/11/2016 | KSV Roeselare | - | Royal Antwerp FC | 2:1 |  |
Belgium