2nd February 2014
| Semi Final | Heart of Midlothian | 2-2 | Inverness Caledonian Thistle |
1st February 2014
| Semi Final | Aberdeen | 4-0 | St. Johnstone |
30th October 2013
| Quarter Final | Motherwell | 0-2 | Aberdeen |
| Quarter Final | Greenock Morton | 0-1 | St. Johnstone |
| Quarter Final | Hibernian | 0-1 | Heart of Midlothian |
29th October 2013
| Quarter Final | Inverness Caledonian Thistle | 2-1 | Dundee United |
25th September 2013
| 3rd Round | 1-2 | Motherwell |
| 3rd Round | Heart of Midlothian | 3-3 | Queen of the South |
| 3rd Round | Dundee United | 4-1 | Partick Thistle |
| 3rd Round | Falkirk | 0-5 | Aberdeen |
24th September 2013
| 3rd Round | Hibernian | 5-3 | Stranraer |
| 3rd Round | 0-3 | St. Johnstone |
| 3rd Round | Dundee | 0-1 | Inverness Caledonian Thistle |
| 3rd Round | Celtic | 0-1 | Greenock Morton |
28th August 2013
| 2nd Round | 2-3 | Dundee United |
27th August 2013
| 2nd Round | Greenock Morton | 4-0 | Montrose |
| 2nd Round | Stranraer | 3-2 | Ross County |
| 2nd Round | Aberdeen | 0-0 | Alloa Athletic |
| 2nd Round | Airdrie United | 0-2 |
| 2nd Round | Dundee | 2-1 | Forfar Athletic |
| 2nd Round | Falkirk | 2-1 |
| 2nd Round | Kilmarnock | 0-1 |
| 2nd Round | Partick Thistle | 3-1 | Cowdenbeath |
| 2nd Round | Queen of the South | 2-1 | St. Mirren |
| 2nd Round | Raith Rovers | 1-1 | Heart of Midlothian |
6th August 2013
| 1st Round | Partick Thistle | 2-1 | Ayr United |
3rd August 2013
| 1st Round | Stranraer | 0-0 | Brechin City |
| 1st Round | Stirling Albion | 0-0 |
| 1st Round | Raith Rovers | 0-0 | Queen's Park |
| 1st Round | Queen of the South | 0-0 | Annan Athletic |
| 1st Round | Peterhead | 0-0 | Alloa Athletic |
| 1st Round | Forfar Athletic | 0-0 | Rangers |
| 1st Round | Falkirk | 3-0 | Clyde |
| 1st Round | Elgin City | 1-3 |
| 1st Round | 0-2 | Dunfermline Athletic |
| 1st Round | East Fife | 2-6 | Greenock Morton |
| 1st Round | Dumbarton | 1-0 | Albion Rovers |
| 1st Round | 4-3 | Stenhousemuir |
| 1st Round | Arbroath | 0-1 | Montrose |
| 1st Round | 0-5 | Cowdenbeath |