| 7. Round | 11/09/2015 | Inverness CT | - | Heart of Midlothian | 2:0 | ||||
| 10. Round | 03/10/2015 | Heart of Midlothian | - | Kilmarnock FC | 1:1 | ||||
| 11. Round | 18/10/2015 | Dundee United | - | Heart of Midlothian | 0:1 |  |
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| 13. Round | 31/10/2015 | Partick Thistle | - | Heart of Midlothian | 0:4 | ||||
| 14. Round | 07/11/2015 | Heart of Midlothian | - | Hamilton Academical | 2:0 | ||||
| 15. Round | 21/11/2015 | Heart of Midlothian | - | Dundee FC | 1:1 | ||||
| 16. Round | 28/11/2015 | Motherwell FC | - | Heart of Midlothian | 2:2 | ||||
| 21. Round | 30/12/2015 | Heart of Midlothian | - | Dundee United | 3:2 |
Scotland