| 1. Round | 03/08/2019 | Oud-Heverlee Leuven | - | Excelsior Virton | 1:0 | ||||
| 2. Round | 09/08/2019 | KVC Westerlo | - | Oud-Heverlee Leuven | 1:0 |  |
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| 3. Round | 16/08/2019 | Oud-Heverlee Leuven | - | K Beerschot VA | 3:0 | |
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| 4. Round | 31/08/2019 | Sporting Lokeren | - | Oud-Heverlee Leuven | 0:2 | |
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| 6. Round | 14/09/2019 | Union Saint-Gilloise | - | Oud-Heverlee Leuven | 1:1 | ||||
| 7. Round | 22/09/2019 | Oud-Heverlee Leuven | - | Lommel SK | 1:0 | |
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| 8. Round | 28/09/2019 | K Beerschot VA | - | Oud-Heverlee Leuven | 1:2 | ||||
| 9. Round | 05/10/2019 | Oud-Heverlee Leuven | - | Sporting Lokeren | 2:3 | ||||
| 10. Round | 12/10/2019 | KSV Roeselare | - | Oud-Heverlee Leuven | 3:1 | |
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| 12. Round | 25/10/2019 | Oud-Heverlee Leuven | - | KVC Westerlo | 2:1 |  |
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| 13. Round | 11/02/2020 | Oud-Heverlee Leuven | - | Union Saint-Gilloise | 0:0 | |
Ivory Coast