| Date | BST/GMT | Home | Away | HT | Attend. | |||
|---|---|---|---|---|---|---|---|---|
| September 2012 | ||||||||
| Wed 26 | 19:45 | Dunfermline Athletic | 0-1 | Aberdeen | 0-0 | 3,057 | Round 3 | Report |
| August 2012 | ||||||||
| Tue 28 | 19:45 | Dunfermline Athletic | 2-0 | Montrose | 2-0 | 903 | Round 2 | Report |
| August 2011 | ||||||||
| Tue 23 | 19:45 | East Fife | 2-1 | Dunfermline Athletic | 1-1 | 1,262 | Round 2 | Report |
| July 2011 | ||||||||
| Sat 30 | 15:00 | Annan Athletic | 1-2 | Dunfermline Athletic | 1-1 | 767 | Round 1 | Report |
| September 2010 | ||||||||
| Tue 21 | 19:45 | Rangers | 7-2 | Dunfermline Athletic | 3-1 | 23,120 | Round 3 | Report |
| August 2010 | ||||||||
| Tue 24 | 19:45 | Dunfermline Athletic | 3-2 | Clyde | 1-1 | 1,107 | Round 2 | Report |
| July 2010 | ||||||||
| Sat 31 | 15:00 | Dunfermline Athletic | 5-2 | Arbroath | 1-1 | 1,283 | Round 1 | Report |
| September 2009 | ||||||||
| Wed 23 | 19:45 | Heart of Midlothian | 2-1 | Dunfermline Athletic | 6,126 | Round 3 | Report | |
| August 2009 | ||||||||
| Wed 26 | 19:45 | Dunfermline Athletic | 3-1 | Raith Rovers | 4,163 | Round 2 | Report | |
| Sat 1 | 15:00 | Dumbarton | 0-5 | Dunfermline Athletic | 953 | Round 1 | Report | |
| October 2008 | ||||||||
| Tue 28 | 19:45 | Dundee United | 1-0 | Dunfermline Athletic | 5,350 | Quarter-final | Report | |
| September 2008 | ||||||||
| Tue 23 | 19:45 | Dunfermline Athletic | 2-0 | St Mirren | 2,186 | Round 3 | Report | |
| August 2008 | ||||||||
| Tue 26 | 19:45 | Dunfermline Athletic | 1-0 | Alloa Athletic | 1,326 | Round 2 | Report | |
| Tue 5 | 19:45 | Peterhead | 0-2 | Dunfermline Athletic | 1,291 | Round 1 | Report | |
| September 2007 | ||||||||
| Tue 25 | 19:45 | Heart of Midlothian | 4-1 | Dunfermline Athletic | 10,500 | Round 3 | Report | |
| September 2006 | ||||||||
| Wed 20 | 19:45 | Dunfermline Athletic | 0-2 | Rangers | 5,702 | Round 3 | Report | |
| August 2006 | ||||||||
| Tue 22 | 19:45 | Ayr United | 0-0 | Dunfermline Athletic | 1,507 | Round 2 | Report | |
| January 2006 | ||||||||
| Wed 25 | 19:45 | Dunfermline Athletic | 1-0 | Livingston | 4,630 | Semi-final | Report | |
| November 2005 | ||||||||
| Tue 8 | 19:45 | Dunfermline Athletic | 3-0 | Hibernian | 6,005 | Quarter-final | Report | |
| September 2005 | ||||||||
| Tue 20 | 19:45 | Kilmarnock | 3-4 | Dunfermline Athletic | 3,191 | Round 3 | Report | |
| August 2005 | ||||||||
| Tue 23 | 19:45 | Gretna | 0-1 | Dunfermline Athletic | 1,405 | Round 2 | Report | |
| November 2004 | ||||||||
| Wed 10 | 19:45 | Dunfermline Athletic | 1-3 | Heart of Midlothian | 4,405 | Quarter-final | Report | |
| September 2004 | ||||||||
| Wed 22 | 19:30 | Dunfermline Athletic | 3-1 | Partick Thistle | 2,301 | Round 3 | Report | |
| October 2003 | ||||||||
| Tue 28 | 19:45 | St Johnstone | 3-2 | Dunfermline Athletic | 2,769 | Round 3 | Report | |
| September 2003 | ||||||||
| Wed 24 | 19:30 | Dunfermline Athletic | 2-0 | Cowdenbeath | 3,582 | Round 2 | Report | |
| November 2002 | ||||||||
| Thu 7 | 20:00 | Dunfermline Athletic | 0-1 | Rangers | 8,415 | Quarter-final | Report | |
| October 2002 | ||||||||
| Tue 22 | 19:30 | Dunfermline Athletic | 2-0 | Falkirk | 6,933 | Round 3 | Report | |
| September 2002 | ||||||||
| Tue 24 | 19:45 | Cowdenbeath | 1-2 | Dunfermline Athletic | 2,988 | Round 2 | Report | |
| October 2001 | ||||||||
| Tue 9 | 19:45 | Dunfermline Athletic | 1-1 | Inverness Caledonian Thistle | 2,006 | Round 3 | Report | |
| September 2001 | ||||||||
| Wed 26 | 19:45 | Dunfermline Athletic | 3-0 | Alloa Athletic | 2,796 | Round 2 | Report | |