1. Round | 17/08/2009 | Dundee United | - | Heart of Midlothian | 2:0 | ||||
4. Round | 15/09/2009 | Heart of Midlothian | - | Kilmarnock FC | 1:0 | ||||
15. Round | 12/12/2009 | Heart of Midlothian | - | Dundee United | 0:0 | ||||
16. Round | 20/12/2009 | Heart of Midlothian | - | Celtic FC | 2:1 | ||||
17. Round | 26/12/2009 | Falkirk FC | - | Heart of Midlothian | 0:1 | ||||
18. Round | 30/12/2009 | Heart of Midlothian | - | Motherwell FC | 1:0 | ||||
19. Round | 03/01/2010 | Hibernian FC | - | Heart of Midlothian | 1:1 | ||||
20. Round | 16/01/2010 | Heart of Midlothian | - | St. Mirren FC | 1:0 | ||||
21. Round | 23/01/2010 | Rangers FC | - | Heart of Midlothian | 1:1 | ||||
22. Round | 27/01/2010 | Heart of Midlothian | - | Aberdeen FC | 0:3 | ||||
23. Round | 30/01/2010 | St. Johnstone FC | - | Heart of Midlothian | 1:0 | ||||
24. Round | 10/02/2010 | Celtic FC | - | Heart of Midlothian | 2:0 | ||||
25. Round | 13/02/2010 | Heart of Midlothian | - | Falkirk FC | 3:2 | ||||
26. Round | 21/02/2010 | Heart of Midlothian | - | Hamilton Academical | 2:0 |