13th May 2006
| Final | Heart of Midlothian | 1-1 |
2nd April 2006
| Semi Final | Hibernian | 0-4 | Heart of Midlothian |
1st April 2006
| Semi Final | 3-0 | Dundee |
9th March 2006
| 5th Round Replay | Dundee | 3-2 |
25th February 2006
| 5th Round | Falkirk | 1-5 | Hibernian |
| 5th Round | 1-0 | St. Mirren |
| 5th Round | 0-0 | Dundee |
| 5th Round | Heart of Midlothian | 2-1 | Partick Thistle |
15th February 2006
| 4th Round Replay | Partick Thistle | 1-1 | Inverness Caledonian Thistle |
14th February 2006
| 4th Round Replay | St. Mirren | 3-0 |
| 4th Round Replay | Ross County | 0-1 | Falkirk |
| 4th Round Replay | 4-0 | Clyde |
| 4th Round Replay | Dundee | 2-0 | Airdrie United |
7th February 2006
| 4th Round Replay | Alloa Athletic | 0-3 |
5th February 2006
| 4th Round | 0-0 | St. Mirren |
4th February 2006
| 4th Round | Rangers | 0-3 | Hibernian |
| 4th Round | Inverness Caledonian Thistle | 2-2 | Partick Thistle |
| 4th Round | Heart of Midlothian | 3-0 | Aberdeen |
| 4th Round | 0-0 | Alloa Athletic |
| 4th Round | Falkirk | 1-1 | Ross County |
| 4th Round | Airdrie United | 1-1 | Dundee |
| 4th Round | Clyde | 0-0 |
17th January 2006
| 3rd Round Replay | 1-0 | Queen of the South |
16th January 2006
| 3rd Round Replay | Ayr United | 0-2 | Inverness Caledonian Thistle |
11th January 2006
| 3rd Round Replay | Livingston | 1-2 | Alloa Athletic |
8th January 2006
| 3rd Round | Clyde | 2-1 | Celtic |
| 3rd Round | Dundee | 2-0 | Stranraer |
7th January 2006
| 3rd Round | St. Mirren | 3-0 | Motherwell |
| 3rd Round | Hibernian | 6-0 | Arbroath |
| 3rd Round | Rangers | 5-0 | Peterhead |
| 3rd Round | Dundee United | 2-3 | Aberdeen |
| 3rd Round | Stirling Albion | 0-1 | Partick Thistle |
| 3rd Round | Dunfermline Athletic | 3-4 | Airdrie United |
| 3rd Round | St. Johnstone | 0-1 |
| 3rd Round | Alloa Athletic | 1-1 | Livingston |
| 3rd Round | 3-2 | Queen's Park |
| 3rd Round | Queen of the South | 1-1 |
| 3rd Round | Heart of Midlothian | 2-1 | Kilmarnock |
| 3rd Round | Ross County | 5-0 | Forfar Athletic |
| 3rd Round | Falkirk | 2-1 | Brechin City |
| 3rd Round | Inverness Caledonian Thistle | 1-1 | Ayr United |
10th December 2005
| 2nd Round | Ayr United | 3-2 | Greenock Morton |
| 2nd Round | Arbroath | 1-0 | Dumbarton |
| 2nd Round | Alloa Athletic | 1-0 | Montrose |
| 2nd Round | 0-5 |
| 2nd Round | 0-4 | Forfar Athletic |
| 2nd Round | Stenhousemuir | 1-4 | Partick Thistle |
| 2nd Round | Queen's Park | 2-0 | Raith Rovers |
| 2nd Round | Stirling Albion | 1-0 |
| 2nd Round | 6-1 | Cove Rangers |
| 2nd Round | East Fife | 0-3 | Peterhead |
28th November 2005
| 1st Round | Alloa Athletic | 9-0 |
| 1st Round | Stenhousemuir | 3-2 |
26th November 2005
| 1st Round | Dumbarton | 4-1 |
| 1st Round | Cowdenbeath | 0-3 | Greenock Morton |
| 1st Round | Stirling Albion | 2-1 | Elgin City |
| 1st Round | 1-0 |
22nd November 2005
| 1st Round Replay | Albion Rovers | 1-3 | Partick Thistle |
19th November 2005
| 1st Round | 2-6 |
| 1st Round | Partick Thistle | 1-1 | Albion Rovers |