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1/32-finals
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2005/06
1/32-finals
| 1 | Dunfermline | Bye | |
| 2 | Albion Rovers | Gretna | 1 : 2 |
| 3 | Stirling | Queen of South | 2 : 1 |
| 4 | Bye | Kilmarnock | |
| 5 | Ayr | Morton | 2 : 1 |
| 6 | Forfar Athletic | Ross County | 1 : 4 |
| 8 | Bye | Hibernian | |
| 9 | Inverness | Bye | |
| 10 | Arbroath | Alloa | 1 : 2 |
| 12 | Bye | Dundee Utd | |
| 13 | Hearts | Bye | |
| 14 | East Stirlingshire | Queen's Park | 1 : 3 |
| 15 | Raith | Airdrieonians | 2 : 0 |
| 16 | Bye | Livingston | |
| 17 | Motherwell | Bye | |
| 18 | Dumbarton | Hamilton | 1 : 2 |
| 19 | St Johnstone | Cowdenbeath | 3 : 2 |
| 20 | Bye | St. Mirren | |
| 21 | Stranraer | East Fife | 1 : 0 |
| 22 | Bye | Dundee FC | |
| 23 | Berwick | Elgin City | 4 : 2 |
| 24 | Bye | Aberdeen | |
| 25 | Rangers | Bye | |
| 27 | Peterhead | Stenhousemuir | 1 : 0 |
| 28 | Montrose | Clyde | 0 : 1 |
| 29 | Falkirk | Bye | |
| 30 | Brechin | Partick Thistle | 0 : 1 |
| 32 | Bye | Celtic |
1/16-finals
| 1 | Dunfermline | Gretna | 1 : 0 |
| 2 | Stirling | Kilmarnock | 1 : 4 |
| 3 | Ayr | Ross County | 2 : 1 |
| 4 | Bye | Hibernian | |
| 5 | Inverness | Alloa | 6 : 1 |
| 6 | Bye | Dundee Utd | |
| 7 | Hearts | Queen's Park | 2 : 0 |
| 8 | Raith | Livingston | 1 : 2 |
| 9 | Motherwell | Hamilton | 2 : 1 |
| 10 | St Johnstone | St. Mirren | 0 : 1 |
| 11 | Stranraer | Dundee FC | 3 : 1 |
| 12 | Berwick | Aberdeen | 0 : 3 |
| 13 | Rangers | Bye | |
| 14 | Peterhead | Clyde | 2 : 3 |
| 15 | Falkirk | Partick Thistle | 2 : 1 |
| 16 | Bye | Celtic |
1/8-finals
| 1 | Dunfermline | Kilmarnock | 4 : 3 |
| 2 | Ayr | Hibernian | 1 : 2 |
| 3 | Inverness | Dundee Utd | 2 : 0 |
| 4 | Hearts | Livingston | 0 : 1 |
| 5 | Motherwell | St. Mirren | 2 : 0 |
| 6 | Stranraer | Aberdeen | 0 : 2 |
| 7 | Rangers | Clyde | 5 : 2 |
| 8 | Falkirk | Celtic | 1 : 2 |
Quarter-finals
| 1 | Dunfermline | Hibernian | 3 : 0 |
| 2 | Inverness | Livingston | 1 : 2 |
| 3 | Motherwell | Aberdeen | 1 : 0 |
| 4 | Rangers | Celtic | 0 : 2 |
Semi-finals
| 1 | Dunfermline | Livingston | 1 : 0 |
| 2 | Motherwell | Celtic | 1 : 2 |
Final
| 1 | Dunfermline | Celtic | 0 : 3 |
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