| 4. Round | 07/12/2019 | Sporting Lokeren | - | KSV Roeselare | 1:3 | ||||
| 6. Round | 21/12/2019 | KSV Roeselare | - | Union Saint-Gilloise | 1:1 | ||||
| 8. Round | 18/01/2020 | KSV Roeselare | - | Excelsior Virton | 0:2 |  |
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| 9. Round | 25/01/2020 | KVC Westerlo | - | KSV Roeselare | 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 | ||||
| 14. Round | 28/02/2020 | Lommel SK | - | KSV Roeselare | 0:0 | |
Belgium