| 2. Jornada | 23.11.2018 | KSV Roeselare | - | KV Mechelen | 0:0 |  |
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| 3. Jornada | 01.12.2018 | KVC Westerlo | - | KSV Roeselare | 2:0 | ||||
| 4. Jornada | 07.12.2018 | KSV Roeselare | - | Oud-Heverlee Leuven | 3:1 | ||||
| 5. Jornada | 15.12.2018 | Lommel SK | - | KSV Roeselare | 0:1 | ||||
| 6. Jornada | 23.12.2018 | KSV Roeselare | - | Union Saint-Gilloise | 1:1 | |
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| 7. Jornada | 12.01.2019 | KSV Roeselare | - | KFCO Beerschot Wilrijk | 1:2 | |
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| 8. Jornada | 18.01.2019 | KV Mechelen | - | KSV Roeselare | 2:2 | ||||
| 9. Jornada | 25.01.2019 | KSV Roeselare | - | AFC Tubize | 0:1 | ||||
| 10. Jornada | 01.02.2019 | Oud-Heverlee Leuven | - | KSV Roeselare | 0:1 | ||||
| 11. Jornada | 09.02.2019 | KSV Roeselare | - | Lommel SK | 4:2 | ||||
| 12. Jornada | 16.02.2019 | Union Saint-Gilloise | - | KSV Roeselare | 1:2 | ||||
| 13. Jornada | 23.02.2019 | KFCO Beerschot Wilrijk | - | KSV Roeselare | 1:1 | |
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| 14. Jornada | 03.03.2019 | KSV Roeselare | - | KVC Westerlo | 1:1 |  |
Países Bajos