21st March 2010
| Final | St. Mirren | 0-1 | Rangers |
3rd February 2010
| Semi Final | Rangers | 2-0 | St. Johnstone |
2nd February 2010
| Semi Final | Heart of Midlothian | 0-1 | St. Mirren |
28th October 2009
| Quarter Final | Celtic | 0-1 | Heart of Midlothian |
27th October 2009
| Quarter Final | Dundee | 1-3 | Rangers |
| Quarter Final | St. Johnstone | 2-1 | Dundee United |
| Quarter Final | St. Mirren | 3-0 | Motherwell |
23rd September 2009
| 3rd Round | Queen of the South | 1-2 | Rangers |
| 3rd Round | Heart of Midlothian | 2-1 | Dunfermline Athletic |
| 3rd Round | Falkirk | 0-4 | Celtic |
22nd September 2009
| 3rd Round | Dundee | 3-2 | Aberdeen |
| 3rd Round | Hibernian | 1-3 | St. Johnstone |
| 3rd Round | Ross County | 0-2 | Dundee United |
| 3rd Round | Motherwell | 3-2 | Inverness Caledonian Thistle |
| 3rd Round | Kilmarnock | 1-2 | St. Mirren |
26th August 2009
| 2nd Round | Ayr United | 0-2 | St. Mirren |
| 2nd Round | Arbroath | 0-6 | St. Johnstone |
| 2nd Round | Hibernian | 3-0 | Brechin City |
| 2nd Round | Dunfermline Athletic | 3-1 | Raith Rovers |
25th August 2009
| 2nd Round | Alloa Athletic | 0-2 | Dundee United |
| 2nd Round | Kilmarnock | 3-1 | Greenock Morton |
| 2nd Round | Ross County | 2-1 |
| 2nd Round | Partick Thistle | 1-2 | Queen of the South |
| 2nd Round | Inverness Caledonian Thistle | 4-0 | Albion Rovers |
| 2nd Round | Forfar Athletic | 2-4 | Dundee |
2nd August 2009
| 1st Round | 3-6 | St. Mirren |
1st August 2009
| 1st Round | Ross County | 5-0 | Montrose |
| 1st Round | Brechin City | 4-0 | Elgin City |
| 1st Round | Queen's Park | 1-4 | Queen of the South |
| 1st Round | Cowdenbeath | 1-3 | Greenock Morton |
| 1st Round | East Fife | 2-3 | Raith Rovers |
| 1st Round | Dumbarton | 0-5 | Dunfermline Athletic |
| 1st Round | Stenhousemuir | 0-5 | St. Johnstone |
| 1st Round | Partick Thistle | 5-1 |
| 1st Round | Stirling Albion | 1-2 | Ayr United |
| 1st Round | Peterhead | 0-3 | Arbroath |
| 1st Round | Airdrie United | 0-0 | Alloa Athletic |
| 1st Round | Clyde | 1-3 | Forfar Athletic |
| 1st Round | Albion Rovers | 3-0 | Livingston |
| 1st Round | Dundee | 5-0 | Stranraer |
| 1st Round | Inverness Caledonian Thistle | 4-0 | Annan Athletic |