19. Round | 22/12/2018 | Aberdeen FC | - | Heart of Midlothian | 2:0 | ||||
20. Round | 26/12/2018 | Heart of Midlothian | - | Hamilton Academical | 2:0 | ||||
21. Round | 29/12/2018 | Hibernian FC | - | Heart of Midlothian | 0:1 | ||||
22. Round | 23/01/2019 | Heart of Midlothian | - | Dundee FC | 1:2 | ||||
23. Round | 26/01/2019 | Heart of Midlothian | - | St. Johnstone FC | 2:0 | ||||
24. Round | 01/02/2019 | Kilmarnock FC | - | Heart of Midlothian | 1:2 | ||||
25. Round | 06/02/2019 | Heart of Midlothian | - | Livingston FC | 0:0 | ||||
26. Round | 17/02/2019 | Motherwell FC | - | Heart of Midlothian | 2:1 |