Season 2005-06Heart of Midlothian
 First Round
Nov26  2-1  Stirling Albion v Elgin City
Nov26  0-3  Cowdenbeath v Greenock Morton
Nov26  1-0  Spartans v Berwick Rangers
Nov28  9-0  Alloa Athletic v Selkirk
Nov19  1-1  Partick Thistle v Albion Rovers
Nov22  1-3  Albion Rovers v Partick Thistle
Nov28  3-2  Stenhousemuir v East Stirlingshire
Nov26  4-1  Dumbarton v Forres Mechanics
Nov19  2-6  Preston Athletic v Gretna
 Second Round
Dec10  6-1  Gretna v Cove Rangers
Dec10  1-0  Arbroath v Dumbarton
Dec10  3-2  Ayr United v Greenock Morton
Dec10  2-0  Queen’s Park v Raith Rovers
Dec10  0-5  Lossiemouth v Spartans
Dec10  0-3  East Fife v Peterhead
Dec10  0-4  Threave Rovers v Forfar Athletic
Dec10  1-4  Stenhousemuir v Partick Thistle
Dec10  1-0  Stirling Albion v Inverurie Loco Works
Dec10  1-0  Alloa Athletic v Montrose
 Third Round
Jan07  1-1  Alloa Athletic v Livingston
Jan11  1-2  Livingston v Alloa Athletic
Jan07  3-2  Spartans v Queen’s Park
Jan07  1-1  Queen of the South v Hamilton Academical
Jan17  1-0  Hamilton Academical v Queen of the South a.e.t. 0-0
Jan07  2-1  Heart of Midlothian v Kilmarnock
Jan07  2-3  Dundee United v Aberdeen
Jan07  5-0  Ross County v Forfar Athletic
Jan07  2-1  Falkirk v Brechin City
Jan07  1-1  Inverness Caledonian Thistle v Ayr United
Jan16  0-2  Ayr United v Inverness Caledonian Thistle
Jan07  3-0  St Mirren v Motherwell
Jan07  6-0  Hibernian v Arbroath
Jan07  5-0  Rangers v Peterhead
Jan07  0-1  St Johnstone v Gretna
Jan07  0-1  Stirling Albion v Partick Thistle
Jan08  2-0  Dundee v Stranraer
Jan08  2-1  Clyde v Celtic
Jan07  3-4  Dunfermline Athletic v Airdrie United
 Fourth Round
Feb04  2-2  Inverness Caledonian Thistle v Partick Thistle
Feb15  1-1  Partick Thistle v Inverness Caledonian Thistle a.e.t. 1-1 pens 4-2
Feb05  0-0  Spartans v St Mirren
Feb14  3-0  St Mirren v Spartans
Feb04  0-0  Hamilton Academical v Alloa Athletic
Feb07  0-3  Alloa Athletic v Hamilton Academical
Feb04  3-0  Heart of Midlothian v Aberdeen
Feb04  1-1  Airdrie United v Dundee
Feb14  2-0  Dundee v Airdrie United
Feb04  1-1  Falkirk v Ross County
Feb14  0-1  Ross County v Falkirk
Feb04  0-3  Rangers v Hibernian
Feb04  0-0  Clyde v Gretna
Feb14  4-0  Gretna v Clyde
 Fifth Round
Feb25  1-0  Gretna v St Mirren
Feb25  0-0  Hamilton Academical v Dundee
Mar09  3-2  Dundee v Hamilton Academical a.e.t. 2-2
Feb25  1-5  Falkirk v Hibernian
Feb25  2-1  Heart of Midlothian v Partick Thistle
 Semi-finals
Apr02  0-4  Hibernian v Heart of Midlothian  at Hampden Park
Apr01  3-0  Gretna v Dundee  at Hampden Park
 Final
May13  1-1  Heart of Midlothian v Gretna  at Hampden Park a.e.t. 1-1 pens 4-2