22nd May 2004
| Final | Dunfermline Athletic | 1-3 | Celtic |
20th April 2004
| Semi Final Replay | Inverness Caledonian Thistle | 2-3 | Dunfermline Athletic |
11th April 2004
| Semi Final | Livingston | 1-3 | Celtic |
10th April 2004
| Semi Final | Dunfermline Athletic | 1-1 | Inverness Caledonian Thistle |
18th March 2004
| 5th Round Replay | Livingston | 1-0 | Aberdeen |
7th March 2004
| Quarter Final | Celtic | 1-0 | Rangers |
6th March 2004
| Quarter Final | Motherwell | 0-1 | Inverness Caledonian Thistle |
| Quarter Final | Partick Thistle | 0-3 | Dunfermline Athletic |
| Quarter Final | Aberdeen | 1-1 | Livingston |
24th February 2004
| 4th Round | Clyde | 0-3 | Dunfermline Athletic |
8th February 2004
| 4th Round | 0-4 | Livingston |
| 4th Round | Kilmarnock | 0-2 | Rangers |
7th February 2004
| 4th Round | Motherwell | 3-2 | Queen of the South |
| 4th Round | Heart of Midlothian | 0-3 | Celtic |
| 4th Round | Falkirk | 0-2 | Aberdeen |
| 4th Round | Partick Thistle | 5-1 |
| 4th Round | St. Mirren | 0-1 | Inverness Caledonian Thistle |
21st January 2004
| 3rd Round Replay | Dundee | 2-3 | Aberdeen |
10th January 2004
| 3rd Round | 2-0 | Cowdenbeath |
| 3rd Round | Livingston | 1-0 | Montrose |
| 3rd Round | Greenock Morton | 0-3 | Partick Thistle |
| 3rd Round | Dunfermline Athletic | 3-1 | Dundee United |
| 3rd Round | Raith Rovers | 1-3 | Kilmarnock |
| 3rd Round | Celtic | 2-0 | Ross County |
| 3rd Round | East Fife | 0-1 | Queen of the South |
| 3rd Round | Heart of Midlothian | 2-0 |
| 3rd Round | St. Johnstone | 0-3 | Motherwell |
| 3rd Round | Clyde | 3-0 |
| 3rd Round | Aberdeen | 0-0 | Dundee |
| 3rd Round | Inverness Caledonian Thistle | 5-1 | Brechin City |
| 3rd Round | Ayr United | 1-2 | Falkirk |
| 3rd Round | St. Mirren | 2-0 | Airdrie United |
| 3rd Round | Hibernian | 0-2 | Rangers |
| 3rd Round | Arbroath | 1-4 |
27th December 2003
| 2nd Round Replay | 5-3 | Alloa Athletic |
| 2nd Round | Montrose | 1-0 |
| 2nd Round | Stranraer | 0-1 |
| 2nd Round | Greenock Morton | 4-0 |
20th December 2003
| 2nd Round | 0-5 | Cowdenbeath |
| 2nd Round | Peterhead | 0-2 | East Fife |
| 2nd Round | Stirling Albion | 1-2 | Arbroath |
| 2nd Round | 5-1 | Stenhousemuir |
| 2nd Round | Alloa Athletic | 3-3 |
| 2nd Round | 4-2 |
| 2nd Round | 1-5 | Airdrie United |
29th November 2003
| 1st Round Replay | Albion Rovers | 1-3 | Montrose |
| 1st Round Replay | East Fife | 3-3 | Forfar Athletic |
22nd November 2003
| 1st Round | Cowdenbeath | 5-0 | Edinburgh City |
| 1st Round | Elgin City | 1-2 | Peterhead |
| 1st Round | 6-1 |
| 1st Round | 0-2 | Stranraer |
| 1st Round | Stirling Albion | 3-1 | Queen's Park |
| 1st Round | Montrose | 1-1 | Albion Rovers |
| 1st Round | 4-0 | Dumbarton |
| 1st Round | Forfar Athletic | 1-1 | East Fife |