10th April 2011
| Final | Queen of the South | 0-2 | Ross County |
10th October 2010
| Semi Final | Ross County | 2-2 | Partick Thistle |
9th October 2010
| Semi Final | Peterhead | 1-2 | Queen of the South |
5th September 2010
| 3rd Round | Peterhead | 3-1 | Stenhousemuir |
4th September 2010
| 3rd Round | Forfar Athletic | 0-2 | Ross County |
| 3rd Round | Partick Thistle | 2-1 | Ayr United |
| 3rd Round | Queen of the South | 5-0 | East Fife |
10th August 2010
| 2nd Round | Ross County | 3-1 | Greenock Morton |
| 2nd Round | Partick Thistle | 2-1 | Berwick Rangers |
| 2nd Round | Dunfermline Athletic | 1-1 | Queen of the South |
| 2nd Round | Stenhousemuir | 4-1 | Dundee |
| 2nd Round | Peterhead | 6-1 |
| 2nd Round | East Fife | 3-1 | Stirling Albion |
| 2nd Round | Ayr United | 2-0 | Cowdenbeath |
| 2nd Round | Queen's Park | 2-3 | Forfar Athletic |
25th July 2010
| 1st Round South & West Region | Dumbarton | 0-0 | Greenock Morton |
24th July 2010
| 1st Round South & West Region | Queen's Park | 3-2 | Livingston |
| 1st Round North & East Region | Peterhead | 5-0 | Montrose |
| 1st Round North & East Region | Stirling Albion | 0-0 | Falkirk |
| 1st Round North & East Region | Elgin City | 1-2 | Ross County |
| 1st Round North & East Region | Raith Rovers | 0-1 | Cowdenbeath |
| 1st Round North & East Region | Dundee | 2-1 | Alloa Athletic |
| 1st Round North & East Region | East Fife | 4-3 | Brechin City |
| 1st Round South & West Region | Partick Thistle | 2-1 | Clyde |
| 1st Round South & West Region | Queen of the South | 2-1 | Albion Rovers |
| 1st Round South & West Region | Airdrie United | 1-2 | Ayr United |
| 1st Round South & West Region | Stranraer | 1-2 |
| 1st Round South & West Region | Stenhousemuir | 3-2 | Annan Athletic |
| 1st Round North & East Region | Dunfermline Athletic | 1-0 | Arbroath |