| 2. Round | 13/08/2016 | Aberdeen FC | - | Heart of Midlothian | 0:0 | ||||
| 4. Round | 27/08/2016 | Partick Thistle | - | Heart of Midlothian | 1:2 | ||||
| 13. Round | 05/11/2016 | Heart of Midlothian | - | St. Johnstone FC | 2:2 | ||||
| 14. Round | 21/11/2016 | Hamilton Academical | - | Heart of Midlothian | 3:3 | ||||
| 15. Round | 26/11/2016 | Heart of Midlothian | - | Motherwell FC | 3:0 |  |
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| 10. Round | 30/11/2016 | Heart of Midlothian | - | Rangers FC | 2:0 | ||||
| 17. Round | 10/12/2016 | Rangers FC | - | Heart of Midlothian | 2:0 | ||||
| 18. Round | 17/12/2016 | Heart of Midlothian | - | Partick Thistle | 1:1 | ||||
| 19. Round | 23/12/2016 | Dundee FC | - | Heart of Midlothian | 3:2 | |
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| 20. Round | 27/12/2016 | Heart of Midlothian | - | Kilmarnock FC | 4:0 | ||||
| 21. Round | 30/12/2016 | Heart of Midlothian | - | Aberdeen FC | 0:1 | |
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| 22. Round | 29/01/2017 | Celtic FC | - | Heart of Midlothian | 4:0 | ||||
| 31. Round | 05/04/2017 | St. Johnstone FC | - | Heart of Midlothian | 1:0 | ||||
| 32. Round | 08/04/2017 | Heart of Midlothian | - | Dundee FC | 1:0 | ||||
| 33. Round | 14/04/2017 | Kilmarnock FC | - | Heart of Midlothian | 0:0 | |
Scotland