| 1. Round | 10/08/2014 | Rangers FC | - | Heart of Midlothian | 1:2 |  |
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| 4. Round | 30/08/2014 | Heart of Midlothian | - | Falkirk FC | 4:1 | ||||
| 12. Round | 08/11/2014 | Heart of Midlothian | - | Raith Rovers | 1:0 | ||||
| 13. Round | 15/11/2014 | Falkirk FC | - | Heart of Midlothian | 1:2 | |
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| 14. Round | 22/11/2014 | Heart of Midlothian | - | Rangers FC | 2:0 | ||||
| 16. Round | 23/12/2014 | Cowdenbeath FC | - | Heart of Midlothian | 0:2 | ||||
| 31. Round | 07/02/2015 | Livingston FC | - | Heart of Midlothian | 2:3 |  |
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| 25. Round | 21/02/2015 | Queen Of The South | - | Heart of Midlothian | 1:2 | ||||
| 32. Round | 08/04/2015 | Heart of Midlothian | - | Alloa Athletic | 3:0 | ||||
| 35. Round | 25/04/2015 | Cowdenbeath FC | - | Heart of Midlothian | 1:2 |  |
Scotland