| 1. Round | 03/08/2019 | Lommel SK | - | KVC Westerlo | 0:2 | ||||
| 2. Round | 09/08/2019 | KVC Westerlo | - | Oud-Heverlee Leuven | 1:0 | ||||
| 3. Round | 17/08/2019 | KVC Westerlo | - | KSV Roeselare | 4:1 |  |
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| 4. Round | 01/09/2019 | Excelsior Virton | - | KVC Westerlo | 1:0 | ||||
| 5. Round | 07/09/2019 | KVC Westerlo | - | K Beerschot VA | 2:0 | ||||
| 6. Round | 13/09/2019 | Sporting Lokeren | - | KVC Westerlo | 1:1 | ||||
| 7. Round | 21/09/2019 | KVC Westerlo | - | Union Saint-Gilloise | 1:2 |  |
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| 8. Round | 27/09/2019 | KSV Roeselare | - | KVC Westerlo | 0:2 | ||||
| 9. Round | 05/10/2019 | KVC Westerlo | - | Excelsior Virton | 0:1 | ||||
| 10. Round | 11/10/2019 | K Beerschot VA | - | KVC Westerlo | 1:2 | ||||
| 11. Round | 18/10/2019 | KVC Westerlo | - | Sporting Lokeren | 2:0 | ||||
| 12. Round | 25/10/2019 | Oud-Heverlee Leuven | - | KVC Westerlo | 2:1 | |
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| 13. Round | 02/11/2019 | KVC Westerlo | - | Lommel SK | 1:1 |
Belgium