| 1. Round | 03/08/2019 | Oud-Heverlee Leuven | - | Excelsior Virton | 1:0 | ||||
| 2. Round | 09/08/2019 | KVC Westerlo | - | Oud-Heverlee Leuven | 1:0 | ||||
| 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 | ||||
| 5. Round | 07/09/2019 | Oud-Heverlee Leuven | - | KSV Roeselare | 4:0 | ||||
| 6. Round | 14/09/2019 | Union Saint-Gilloise | - | Oud-Heverlee Leuven | 1:1 | ||||
| 14. Round | 08/11/2019 | Excelsior Virton | - | Oud-Heverlee Leuven | 0:1 |
Germany
Belgium