1. Round | 17/11/2018 | AFC Tubize | - | KSV Roeselare | 3:2 | ||||
3. Round | 01/12/2018 | KVC Westerlo | - | KSV Roeselare | 2:0 | ||||
4. Round | 07/12/2018 | KSV Roeselare | - | Oud-Heverlee Leuven | 3:1 | ||||
6. Round | 23/12/2018 | KSV Roeselare | - | Union Saint-Gilloise | 1:1 | ||||
10. Round | 01/02/2019 | Oud-Heverlee Leuven | - | KSV Roeselare | 0:1 | ||||
11. Round | 09/02/2019 | KSV Roeselare | - | Lommel SK | 4:2 | ||||
12. Round | 16/02/2019 | Union Saint-Gilloise | - | KSV Roeselare | 1:2 | ||||
13. Round | 23/02/2019 | KFCO Beerschot Wilrijk | - | KSV Roeselare | 1:1 | ||||
14. Round | 03/03/2019 | KSV Roeselare | - | KVC Westerlo | 1:1 |