1. Round | 17/08/2009 | Dundee United | - | Heart of Midlothian | 2:0 | ||||
2. Round | 23/08/2009 | Heart of Midlothian | - | Rangers FC | 1:2 | ||||
3. Round | 30/08/2009 | St. Johnstone FC | - | Heart of Midlothian | 2:2 | ||||
5. Round | 20/09/2009 | Celtic FC | - | Heart of Midlothian | 2:1 | ||||
6. Round | 26/09/2009 | Heart of Midlothian | - | Hamilton Academical | 2:1 | ||||
10. Round | 31/10/2009 | Motherwell FC | - | Heart of Midlothian | 1:0 | ||||
11. Round | 07/11/2009 | Heart of Midlothian | - | Hibernian FC | 0:0 | ||||
15. Round | 12/12/2009 | Heart of Midlothian | - | Dundee United | 0:0 | ||||
25. Round | 13/02/2010 | Heart of Midlothian | - | Falkirk FC | 3:2 | ||||
26. Round | 21/02/2010 | Heart of Midlothian | - | Hamilton Academical | 2:0 | ||||
27. Round | 27/02/2010 | Aberdeen FC | - | Heart of Midlothian | 0:1 | ||||
28. Round | 07/03/2010 | Dundee United | - | Heart of Midlothian | 1:0 |