1. Round | 04/08/2019 | Union Saint-Gilloise | - | KSV Roeselare | 3:0 | ||||
2. Round | 10/08/2019 | KSV Roeselare | - | K Beerschot VA | 1:1 | ||||
3. Round | 17/08/2019 | KVC Westerlo | - | KSV Roeselare | 4:1 | ||||
10. Round | 12/10/2019 | KSV Roeselare | - | Oud-Heverlee Leuven | 3:1 | ||||
11. Round | 19/10/2019 | KSV Roeselare | - | Union Saint-Gilloise | 3:0 | ||||
12. Round | 27/10/2019 | Excelsior Virton | - | KSV Roeselare | 3:2 | ||||
13. Round | 02/11/2019 | K Beerschot VA | - | KSV Roeselare | 2:1 | ||||
14. Round | 08/11/2019 | KSV Roeselare | - | Sporting Lokeren | 2:1 |