21st May 1994
| Final | Dundee United | 1-0 | Rangers |
13th April 1994
| Semi Final Replay | Rangers | 2-1 | Kilmarnock |
12th April 1994
| Semi Final Replay | Dundee United | 1-0 | Aberdeen |
10th April 1994
| Semi Final | Rangers | 0-0 | Kilmarnock |
9th April 1994
| Semi Final | Dundee United | 1-1 | Aberdeen |
15th March 1994
| 5th Round Replay | Dundee United | 2-0 | Airdrie United |
| 5th Round Replay | Aberdeen | 2-0 | St. Johnstone |
12th March 1994
| 5th Round | St. Johnstone | 1-1 | Aberdeen |
| 5th Round | Rangers | 2-0 | Heart of Midlothian |
| 5th Round | Kilmarnock | 1-0 | Dundee |
| 5th Round | Airdrie United | 0-0 | Dundee United |
2nd March 1994
| 4th Round Replay | Stirling Albion | 0-2 | St. Johnstone |
1st March 1994
| 4th Round Replay | Motherwell | 0-1 | Dundee United |
28th February 1994
| 4th Round | St. Johnstone | 3-3 | Stirling Albion |
20th February 1994
| 4th Round | Hibernian | 1-2 | Heart of Midlothian |
| 4th Round | Dundee | 3-1 | St. Mirren |
19th February 1994
| 4th Round | Rangers | 6-0 | Alloa Athletic |
| 4th Round | Greenock Morton | 0-1 | Kilmarnock |
| 4th Round | Dundee United | 2-2 | Motherwell |
| 4th Round | Airdrie United | 1-0 | Stranraer |
| 4th Round | Aberdeen | 1-0 | Raith Rovers |
9th February 1994
| 3rd Round Replay | Dundee | 2-1 |
8th February 1994
| 3rd Round | 1-3 | Aberdeen |
| 3rd Round Replay | Dunfermline Athletic | 1-3 | Airdrie United |
| 3rd Round Replay | Cowdenbeath | 1-2 | Greenock Morton |
| 3rd Round | Alloa Athletic | 2-0 | Ross County |
29th January 1994
| 3rd Round | Stranraer | 2-1 | Falkirk |
| 3rd Round | Stirling Albion | 1-0 |
| 3rd Round | St. Mirren | 2-0 | Montrose |
| 3rd Round | St. Johnstone | 2-0 |
| 3rd Round | Rangers | 4-1 | Dumbarton |
| 3rd Round | Raith Rovers | 2-0 | Brechin City |
| 3rd Round | Partick Thistle | 0-1 | Heart of Midlothian |
| 3rd Round | Motherwell | 1-0 | Celtic |
| 3rd Round | Greenock Morton | 2-2 | Cowdenbeath |
| 3rd Round | Kilmarnock | 2-1 | Ayr United |
| 3rd Round | Hibernian | 2-1 | Clyde |
| 3rd Round | 1-1 | Dundee |
| 3rd Round | Arbroath | 2-3 | Dundee United |
| 3rd Round | Airdrie United | 1-1 | Dunfermline Athletic |
22nd January 1994
| 2nd Round | 1-2 | Stranraer |
16th January 1994
| 2nd Round | 0-3 | Arbroath |
| 2nd Round | Cowdenbeath | 1-0 | Stenhousemuir |
| 2nd Round | Alloa Athletic | 4-0 |
15th January 1994
| 1st Round Replay | 5-3 | Albion Rovers |
8th January 1994
| 2nd Round | 1-2 | Montrose |
| 2nd Round | Forfar Athletic | 0-4 | Ross County |
| 2nd Round | 4-1 | Cove Rangers |
| 2nd Round | 1-0 | East Fife |
18th December 1993
| 1st Round Replay | 0-4 | Stranraer |
14th December 1993
| 1st Round Replay | Queen's Park | 2-3 | Cowdenbeath |
11th December 1993
| 1st Round | Stranraer | 3-3 |
| 1st Round | Ross County | 11-0 |
| 1st Round | Forfar Athletic | 8-3 | Queen of the South |
| 1st Round | East Fife | 5-0 |
| 1st Round | Cowdenbeath | 1-1 | Queen's Park |
| 1st Round | Albion Rovers | 0-0 |