| 1. Round | 17/11/2019 | KSV Roeselare | - | KVC Westerlo | 3:5 |  |
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| 2. Round | 24/11/2019 | Excelsior Virton | - | KSV Roeselare | 1:1 | ||||
| 4. Round | 07/12/2019 | Sporting Lokeren | - | KSV Roeselare | 1:3 | ||||
| 5. Round | 13/12/2019 | KSV Roeselare | - | Oud-Heverlee Leuven | 2:2 | ||||
| 6. Round | 21/12/2019 | KSV Roeselare | - | Union Saint-Gilloise | 1:1 | ||||
| 7. Round | 10/01/2020 | K Beerschot VA | - | KSV Roeselare | 1:1 | ||||
| 9. Round | 25/01/2020 | KVC Westerlo | - | KSV Roeselare | 1:1 | ||||
| 10. Round | 01/02/2020 | Oud-Heverlee Leuven | - | KSV Roeselare | 2:1 | ||||
| 11. Round | 07/02/2020 | KSV Roeselare | - | K Beerschot VA | 1:1 | ||||
| 12. Round | 15/02/2020 | Union Saint-Gilloise | - | KSV Roeselare | 3:3 | ||||
| 13. Round | 22/02/2020 | KSV Roeselare | - | Sporting Lokeren | 2:2 |
Brazil