| 3. Round | 01/12/2018 | KVC Westerlo | - | KSV Roeselare | 2:0 | ||||
| 4. Round | 07/12/2018 | KSV Roeselare | - | Oud-Heverlee Leuven | 3:1 | ||||
| 5. Round | 15/12/2018 | Lommel SK | - | KSV Roeselare | 0:1 | ||||
| 6. Round | 23/12/2018 | KSV Roeselare | - | Union Saint-Gilloise | 1:1 |  |
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| 7. Round | 12/01/2019 | KSV Roeselare | - | KFCO Beerschot Wilrijk | 1:2 | ||||
| 10. Round | 01/02/2019 | Oud-Heverlee Leuven | - | KSV Roeselare | 0:1 |
Sierra Leone