| Chal. League | 04/08/18 | KVC Westerlo | - | KSV Roeselare | 2:1 | ||||
| Chal. League | 18/08/18 | AFC Tubize | - | KSV Roeselare | 0:0 | ||||
| Chal. League | 07/12/18 | KSV Roeselare | - | Oud-Heverlee Leuven | 3:1 | ||||
| Chal. League | 01/02/19 | Oud-Heverlee Leuven | - | KSV Roeselare | 0:1 | ||||
| Chal. League | 31/03/19 | KSV Roeselare | - | Lommel SK | 0:1 |  |
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| Chal. League | 21/04/19 | Lommel SK | - | KSV Roeselare | 0:1 | |
Belgium