| Date | GMT/BST | Home | Away | HT | Attend. | |||
|---|---|---|---|---|---|---|---|---|
| March 2013 | ||||||||
| Sun 17 | 15:00 | St Mirren | 3-2 | Heart of Midlothian | 1-1 | 44,036 | Final | Report |
| January 2013 | ||||||||
| Sat 26 | 15:00 | Inverness Caledonian Thistle | 1-1 | Heart of Midlothian | 0-0 | 16,326 | Semi-final | Report |
| After extra time (1-1 after 90 mins) | ||||||||
| October 2012 | ||||||||
| Wed 31 | 19:15 | Dundee United | 1-1 | Heart of Midlothian | 1-1 | 3,789 | Quarter-final | Report |
| After extra time (1-1 after 90 mins) | ||||||||
| September 2012 | ||||||||
| Tue 25 | 19:45 | Heart of Midlothian | 3-1 | Livingston | 1-0 | 6,322 | Round 3 | Report |
| September 2011 | ||||||||
| Wed 21 | 19:45 | Ayr United | 1-1 | Heart of Midlothian | 0-0 | Round 3 | Report | |
| After extra time (1-1 after 90 mins) | ||||||||
| September 2010 | ||||||||
| Tue 21 | 19:45 | Falkirk | 4-3 | Heart of Midlothian | 2-0 | 4,216 | Round 3 | Report |
| August 2010 | ||||||||
| Tue 24 | 19:45 | Heart of Midlothian | 4-0 | Elgin City | 2-0 | 4,922 | Round 2 | Report |
| February 2010 | ||||||||
| Tue 2 | 19:45 | Heart of Midlothian | 0-1 | St Mirren | 9,170 | Semi-final | Report | |
| October 2009 | ||||||||
| Wed 28 | 19:35 | Celtic | 0-1 | Heart of Midlothian | 18,675 | Quarter-final | Report | |
| September 2009 | ||||||||
| Wed 23 | 19:45 | Heart of Midlothian | 2-1 | Dunfermline Athletic | 6,126 | Round 3 | Report | |
| August 2008 | ||||||||
| Wed 27 | 19:45 | Heart of Midlothian | 0-0 | Airdrie United | 6,844 | Round 2 | Report | |
| Airdrie United win 4-3 on penalties | ||||||||
| January 2008 | ||||||||
| Wed 30 | 19:45 | Rangers | 2-0 | Heart of Midlothian | 31,989 | Semi-final | Report | |
| October 2007 | ||||||||
| Wed 31 | 19:45 | Celtic | 0-2 | Heart of Midlothian | 21,492 | Quarter-final | Report | |
| September 2007 | ||||||||
| Tue 25 | 19:45 | Heart of Midlothian | 4-1 | Dunfermline Athletic | 10,500 | Round 3 | Report | |
| August 2007 | ||||||||
| Tue 28 | 19:30 | Stirling Albion | 0-2 | Heart of Midlothian | 2,059 | Round 2 | Report | |
| November 2006 | ||||||||
| Wed 8 | 19:45 | Hibernian | 1-0 | Heart of Midlothian | 15,825 | Quarter-final | Report | |
| September 2006 | ||||||||
| Wed 20 | 19:45 | Alloa Athletic | 0-4 | Heart of Midlothian | 2,551 | Round 3 | Report | |
| September 2005 | ||||||||
| Wed 21 | 19:45 | Livingston | 1-0 | Heart of Midlothian | 3,805 | Round 3 | Report | |
| August 2005 | ||||||||
| Tue 23 | 19:45 | Queen's Park | 0-2 | Heart of Midlothian | 2,429 | Round 2 | Report | |
| February 2005 | ||||||||
| Tue 1 | 19:45 | Motherwell | 3-2 | Heart of Midlothian | 14,069 | Semi-final | Report | |
| November 2004 | ||||||||
| Wed 10 | 19:45 | Dunfermline Athletic | 1-3 | Heart of Midlothian | 4,405 | Quarter-final | Report | |
| September 2004 | ||||||||
| Wed 22 | 19:45 | Heart of Midlothian | 2-1 | Kilmarnock | 5,924 | Round 3 | Report | |
| December 2003 | ||||||||
| Wed 3 | 19:45 | Dundee | 1-0 | Heart of Midlothian | 7,130 | Quarter-final | Report | |
| October 2003 | ||||||||
| Wed 29 | 19:45 | Heart of Midlothian | 2-1 | Falkirk | 8,649 | Round 3 | Report | |
| February 2003 | ||||||||
| Tue 4 | 19:45 | Heart of Midlothian | 0-1 | Rangers | 31,609 | Semi-final | Report | |
| November 2002 | ||||||||
| Tue 12 | 19:45 | Aberdeen | 0-1 | Heart of Midlothian | 7,576 | Quarter-final | Report | |
| October 2002 | ||||||||
| Wed 23 | 19:45 | Heart of Midlothian | 3-0 | Ross County | 6,454 | Round 3 | Report | |
| September 2002 | ||||||||
| Wed 25 | 19:45 | Stirling Albion | 2-3 | Heart of Midlothian | 2,791 | Round 2 | Report | |
| September 2001 | ||||||||
| Tue 25 | 19:30 | Ross County | 0-0 | Heart of Midlothian | 2,657 | Round 2 | Report | |







