| 7. Round | 24/09/2016 | Heart of Midlothian | - | Ross County FC | 0:0 | ||||
| 9. Round | 15/10/2016 | Heart of Midlothian | - | Dundee FC | 2:0 |  |
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| 12. Round | 29/10/2016 | Inverness CT | - | Heart of Midlothian | 3:3 | ||||
| 14. Round | 21/11/2016 | Hamilton Academical | - | Heart of Midlothian | 3:3 | |
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| 16. Round | 03/12/2016 | Ross County FC | - | Heart of Midlothian | 2:2 |
Netherlands