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1/64-finals
1/32-finals
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2005/06
1/64-finals
| 1 | Hearts | Bye | |
| 4 | Bye | Kilmarnock | |
| 5 | Dundee Utd | Bye | |
| 8 | Bye | Aberdeen | |
| 9 | Inverness | Bye | |
| 11 | Morton | Cowdenbeath | 3 : 0 |
| 12 | Bye | Ayr | |
| 13 | Stirling | Elgin City | 2 : 1 |
| 14 | Bye | Inverurie | |
| 15 | Stenhousemuir | East Stirlingshire | 3 : 2 |
| 16 | Albion Rovers | Partick Thistle | 1 : 3, 1 : 1 |
| 17 | Falkirk | Bye | |
| 20 | Bye | Brechin | |
| 21 | Forfar Athletic | Bye | |
| 22 | Bye | Threave Rovers | |
| 24 | Bye | Ross County | |
| 25 | Rangers | Bye | |
| 27 | East Fife | Bye | |
| 28 | Bye | Peterhead | |
| 29 | Arbroath | Bye | |
| 30 | Forres Mechanics | Dumbarton | 1 : 4 |
| 32 | Bye | Hibernian | |
| 33 | Dundee FC | Bye | |
| 36 | Bye | Stranraer | |
| 37 | Dunfermline | Bye | |
| 40 | Bye | Airdrieonians | |
| 41 | Alloa | Selkirk | 9 : 0 |
| 42 | Bye | Montrose | |
| 44 | Bye | Livingston | |
| 45 | Queen of South | Bye | |
| 48 | Bye | Hamilton | |
| 49 | St. Mirren | Bye | |
| 52 | Bye | Motherwell | |
| 53 | Queen's Park | Bye | |
| 54 | Bye | Raith | |
| 55 | Lossiemouth | Bye | |
| 56 | Berwick | Spartans | 0 : 1 |
| 57 | Clyde | Bye | |
| 60 | Bye | Celtic | |
| 61 | St Johnstone | Bye | |
| 63 | Cove Rangers | Bye | |
| 64 | Preston Athletic | Gretna | 2 : 6 |
1/32-finals
| 1 | Hearts | Bye | |
| 2 | Bye | Kilmarnock | |
| 3 | Dundee Utd | Bye | |
| 4 | Bye | Aberdeen | |
| 5 | Inverness | Bye | |
| 6 | Morton | Ayr | 2 : 3 |
| 7 | Stirling | Inverurie | 1 : 0 |
| 8 | Stenhousemuir | Partick Thistle | 1 : 4 |
| 9 | Falkirk | Bye | |
| 10 | Bye | Brechin | |
| 11 | Forfar Athletic | Threave Rovers | 4 : 0 |
| 12 | Bye | Ross County | |
| 13 | Rangers | Bye | |
| 14 | East Fife | Peterhead | 0 : 3 |
| 15 | Arbroath | Dumbarton | 1 : 0 |
| 16 | Bye | Hibernian | |
| 17 | Dundee FC | Bye | |
| 18 | Bye | Stranraer | |
| 19 | Dunfermline | Bye | |
| 20 | Bye | Airdrieonians | |
| 21 | Alloa | Montrose | 1 : 0 |
| 22 | Bye | Livingston | |
| 23 | Queen of South | Bye | |
| 24 | Bye | Hamilton | |
| 25 | St. Mirren | Bye | |
| 26 | Bye | Motherwell | |
| 27 | Queen's Park | Raith | 2 : 0 |
| 28 | Lossiemouth | Spartans | 0 : 5 |
| 29 | Clyde | Bye | |
| 30 | Bye | Celtic | |
| 31 | St Johnstone | Bye | |
| 32 | Cove Rangers | Gretna | 1 : 6 |
1/16-finals
| 1 | Hearts | Kilmarnock | 2 : 1 |
| 2 | Dundee Utd | Aberdeen | 2 : 3 |
| 3 | Inverness | Ayr | 2 : 0, 1 : 1 |
| 4 | Stirling | Partick Thistle | 0 : 1 |
| 5 | Falkirk | Brechin | 2 : 1 |
| 6 | Forfar Athletic | Ross County | 0 : 5 |
| 7 | Rangers | Peterhead | 5 : 0 |
| 8 | Arbroath | Hibernian | 0 : 6 |
| 9 | Dundee FC | Stranraer | 2 : 0 |
| 10 | Dunfermline | Airdrieonians | 3 : 4 |
| 11 | Alloa | Livingston | 2 : 1, 1 : 1 |
| 12 | Queen of South | Hamilton | 0 : 1, 1 : 1 |
| 13 | St. Mirren | Motherwell | 3 : 0 |
| 14 | Queen's Park | Spartans | 2 : 3 |
| 15 | Clyde | Celtic | 2 : 1 |
| 16 | St Johnstone | Gretna | 0 : 1 |
1/8-finals
| 1 | Hearts | Aberdeen | 3 : 0 |
| 2 | Inverness | Partick Thistle | 1 : 2, 2 : 2 |
| 3 | Falkirk | Ross County | 1 : 0, 1 : 1 |
| 4 | Rangers | Hibernian | 0 : 3 |
| 5 | Dundee FC | Airdrieonians | 2 : 0, 1 : 1 |
| 6 | Alloa | Hamilton | 0 : 3, 0 : 0 |
| 7 | St. Mirren | Spartans | 3 : 0, 0 : 0 |
| 8 | Clyde | Gretna | 0 : 4, 0 : 0 |
Quarter-finals
| 1 | Hearts | Partick Thistle | 2 : 1 |
| 2 | Falkirk | Hibernian | 1 : 5 |
| 3 | Dundee FC | Hamilton | 3 : 2, 0 : 0 |
| 4 | St. Mirren | Gretna | 0 : 1 |
Semi-finals
| 1 | Hearts | Hibernian | 4 : 0 |
| 2 | Dundee FC | Gretna | 0 : 3 |
Final
| 1 | Hearts | Gretna | 2 : 1 |
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