24th May 2008
| Final | Queen of the South | 2-3 | Rangers |
20th April 2008
| Semi Final | St. Johnstone | 1-1 | Rangers |
13th April 2008
| Quarter Final Replay | Partick Thistle | 0-2 | Rangers |
12th April 2008
| Semi Final | Queen of the South | 4-3 | Aberdeen |
19th March 2008
| Quarter Final | Rangers | 1-1 | Partick Thistle |
18th March 2008
| Quarter Final Replay | Celtic | 0-1 | Aberdeen |
| Quarter Final Replay | St. Mirren | 1-3 | St. Johnstone |
9th March 2008
| Quarter Final | Aberdeen | 1-1 | Celtic |
| 5th Round Replay | Rangers | 1-0 | Hibernian |
8th March 2008
| Quarter Final | St. Johnstone | 1-1 | St. Mirren |
| Quarter Final | Queen of the South | 2-0 | Dundee |
13th February 2008
| 5th Round Replay | Dundee United | 0-1 | St. Mirren |
12th February 2008
| 5th Round Replay | Partick Thistle | 1-1 | Livingston |
| 5th Round | Ross County | 0-1 | St. Johnstone |
11th February 2008
| 5th Round | Motherwell | 1-2 | Dundee |
3rd February 2008
| 5th Round | Hibernian | 0-0 | Rangers |
2nd February 2008
| 5th Round | Greenock Morton | 0-2 | Queen of the South |
| 5th Round | Aberdeen | 1-0 |
| 5th Round | Kilmarnock | 1-5 | Celtic |
| 5th Round | St. Mirren | 0-0 | Dundee United |
| 5th Round | Livingston | 0-0 | Partick Thistle |
28th January 2008
| 4th Round Replay | 0-3 | Greenock Morton |
| 4th Round Replay | Brechin City | 2-1 |
| 4th Round | Airdrie United | 0-2 | Kilmarnock |
23rd January 2008
| 4th Round | Rangers | 6-0 |
| 4th Round | Cove Rangers | 2-4 | Ross County |
22nd January 2008
| 4th Round Replay | Motherwell | 1-0 | Heart of Midlothian |
| 4th Round Replay | Aberdeen | 3-1 | Falkirk |
| 4th Round | Partick Thistle | 2-1 | Dunfermline Athletic |
16th January 2008
| 4th Round | Clyde | 0-1 | Dundee United |
15th January 2008
| 4th Round | St. Johnstone | 3-1 | Raith Rovers |
| 4th Round | Livingston | 2-0 | Cowdenbeath |
| 4th Round | 1-3 | Dundee |
12th January 2008
| 4th Round | Falkirk | 2-2 | Aberdeen |
| 4th Round | St. Mirren | 3-0 | Dumbarton |
| 4th Round | Queen of the South | 4-0 |
| 4th Round | 0-0 | Brechin City |
| 4th Round | Greenock Morton | 2-2 |
| 4th Round | Hibernian | 3-0 | Inverness Caledonian Thistle |
| 4th Round | Heart of Midlothian | 2-2 | Motherwell |
| 4th Round | Celtic | 3-0 | Stirling Albion |
5th December 2007
| 3rd Round Replay | East Fife | 1-2 | Brechin City |
4th December 2007
| 3rd Round Replay | Queen's Park | 2-4 | Airdrie United |
24th November 2007
| 3rd Round | 1-3 |
| 3rd Round | Dumbarton | 2-0 |
| 3rd Round | 1-0 |
| 3rd Round | Livingston | 4-0 | Alloa Athletic |
| 3rd Round | Greenock Morton | 3-2 |
| 3rd Round | Partick Thistle | 2-1 | Ayr United |
| 3rd Round | Peterhead | 0-5 | Queen of the South |
| 3rd Round | Ross County | 4-0 |
| 3rd Round | Stranraer | 0-6 | Stirling Albion |
| 3rd Round | 0-5 | Raith Rovers |
| 3rd Round | Airdrie United | 1-1 | Queen's Park |
| 3rd Round | Albion Rovers | 1-5 |
| 3rd Round | Arbroath | 0-1 | Cowdenbeath |
| 3rd Round | Brechin City | 1-1 | East Fife |
| 3rd Round | Clyde | 2-0 | Montrose |
| 3rd Round | Cove Rangers | 1-0 |
6th November 2007
| 2nd Round Replay | Dumbarton | 3-0 | Forfar Athletic |
3rd November 2007
| 2nd Round Replay | 0-1 | Montrose |
27th October 2007
| 2nd Round | 0-2 | East Fife |
| 2nd Round | 1-2 | Stranraer |
| 2nd Round | Forfar Athletic | 1-1 | Dumbarton |
| 2nd Round | 3-1 |
| 2nd Round | Edinburgh City | 1-2 |
| 2nd Round | 4-1 |
| 2nd Round | Cove Rangers | 3-0 |
| 2nd Round | 4-1 |
| 2nd Round | Arbroath | 5-0 | Elgin City |
| 2nd Round | Annan Athletic | 2-5 |
| 2nd Round | Albion Rovers | 8-0 |
| 2nd Round | 2-1 |
| 2nd Round | 6-1 |
| 2nd Round | 1-0 | Stenhousemuir |
| 2nd Round | 0-2 |
| 2nd Round | Montrose | 2-2 |
6th October 2007
| 1st Round Replay | 2-0 |
| 1st Round Replay | Edinburgh City | 1-0 |
29th September 2007
| 1st Round | 3-5 |
| 1st Round | 2-0 |
| 1st Round | 2-6 |
| 1st Round | 7-0 |
| 1st Round | 0-5 | Cove Rangers |
| 1st Round | 3-1 |
| 1st Round | 0-6 |
| 1st Round | 1-2 |
| 1st Round | 1-2 |
| 1st Round | 0-4 |
| 1st Round | 2-2 | Edinburgh City |
| 1st Round | 0-6 |
| 1st Round | 1-3 |
| 1st Round | 1-1 |
| 1st Round | 1-4 |
| 1st Round | 0-5 |
| 1st Round | 3-1 |