| 19. Round | 23/12/2016 | Dundee FC | - | Heart of Midlothian | 3:2 | ||||
| 20. Round | 27/12/2016 | Heart of Midlothian | - | Kilmarnock FC | 4:0 | ||||
| 21. Round | 30/12/2016 | Heart of Midlothian | - | Aberdeen FC | 0:1 | ||||
| 23. Round | 01/02/2017 | Heart of Midlothian | - | Rangers FC | 4:1 |  |
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| 26. Round | 25/02/2017 | Partick Thistle | - | Heart of Midlothian | 2:0 | ||||
| 27. Round | 01/03/2017 | Heart of Midlothian | - | Ross County FC | 0:1 | ||||
| 28. Round | 11/03/2017 | Heart of Midlothian | - | Hamilton Academical | 4:0 | ||||
| 29. Round | 18/03/2017 | Aberdeen FC | - | Heart of Midlothian | 2:0 | ||||
| 30. Round | 02/04/2017 | Heart of Midlothian | - | Celtic FC | 0:5 | |
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| 31. Round | 05/04/2017 | St. Johnstone FC | - | Heart of Midlothian | 1:0 | |
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| 32. Round | 08/04/2017 | Heart of Midlothian | - | Dundee FC | 1:0 | ||||
| 33. Round | 14/04/2017 | Kilmarnock FC | - | Heart of Midlothian | 0:0 | |
Poland