1. Round | 17/11/2018 | AFC Tubize | - | KSV Roeselare | 3:2 | ||||
2. Round | 23/11/2018 | KSV Roeselare | - | KV Mechelen | 0:0 | ||||
3. Round | 01/12/2018 | KVC Westerlo | - | KSV Roeselare | 2:0 | ||||
5. Round | 15/12/2018 | Lommel SK | - | KSV Roeselare | 0:1 | ||||
6. Round | 23/12/2018 | KSV Roeselare | - | Union Saint-Gilloise | 1:1 | ||||
8. Round | 18/01/2019 | KV Mechelen | - | KSV Roeselare | 2:2 | ||||
9. Round | 25/01/2019 | KSV Roeselare | - | AFC Tubize | 0:1 | ||||
10. Round | 01/02/2019 | Oud-Heverlee Leuven | - | KSV Roeselare | 0:1 |