| 1. Round | 17/11/2019 | KSV Roeselare | - | KVC Westerlo | 3:5 |  |
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| 3. Round | 30/11/2019 | Excelsior Virton | - | KVC Westerlo | 1:1 | ||||
| 4. Round | 08/12/2019 | KVC Westerlo | - | Union Saint-Gilloise | 0:3 | |
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| 5. Round | 14/12/2019 | KVC Westerlo | - | K Beerschot VA | 0:1 | ||||
| 6. Round | 22/12/2019 | Sporting Lokeren | - | KVC Westerlo | 0:4 | |
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| 7. Round | 11/01/2020 | KVC Westerlo | - | Lommel SK | 2:1 | ||||
| 8. Round | 19/01/2020 | Oud-Heverlee Leuven | - | KVC Westerlo | 1:3 | ||||
| 9. Round | 25/01/2020 | KVC Westerlo | - | KSV Roeselare | 1:1 | ||||
| 10. Round | 31/01/2020 | K Beerschot VA | - | KVC Westerlo | 1:0 | |
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| 11. Round | 12/02/2020 | KVC Westerlo | - | Sporting Lokeren | 3:2 | ||||
| 12. Round | 15/02/2020 | Lommel SK | - | KVC Westerlo | 0:1 | |
Belgium