9th May 1992
| Final | Rangers | 2-1 | Airdrie United |
14th April 1992
| Semi Final Replay | Airdrie United | 1-1 | Heart of Midlothian |
4th April 1992
| Semi Final | Airdrie United | 0-0 | Heart of Midlothian |
31st March 1992
| Semi Final | Rangers | 1-0 | Celtic |
8th March 1992
| 5th Round | Heart of Midlothian | 3-1 | Falkirk |
7th March 1992
| 5th Round | Celtic | 3-0 | Greenock Morton |
| 5th Round | Hibernian | 0-2 | Airdrie United |
3rd March 1992
| 5th Round | St. Johnstone | 0-3 | Rangers |
26th February 1992
| 4th Round Replay | St. Johnstone | 3-0 |
| 4th Round Replay | Livingston | 2-3 | Greenock Morton |
24th February 1992
| 4th Round Replay | Dundee | 0-1 | Falkirk |
15th February 1992
| 4th Round | Rangers | 2-1 | Motherwell |
| 4th Round | Greenock Morton | 2-2 | Livingston |
| 4th Round | 2-2 | St. Johnstone |
| 4th Round | 1-3 | Airdrie United |
| 4th Round | Falkirk | 0-0 | Dundee |
| 4th Round | Dunfermline Athletic | 1-2 | Heart of Midlothian |
| 4th Round | 1-5 | Hibernian |
11th February 1992
| 4th Round | Celtic | 2-1 | Dundee United |
5th February 1992
| 3rd Round Replay | Stirling Albion | 0-1 | Dundee |
| 3rd Round Replay | Heart of Midlothian | 3-0 | St. Mirren |
| 3rd Round Replay | Dunfermline Athletic | 3-1 | Forfar Athletic |
4th February 1992
| 3rd Round Replay | Motherwell | 4-1 | Ayr United |
| 3rd Round Replay | Kilmarnock | 1-1 | Livingston |
3rd February 1992
| 3rd Round | Dundee | 1-1 | Stirling Albion |
26th January 1992
| 3rd Round | Dundee United | 6-0 |
25th January 1992
| 3rd Round | Greenock Morton | 4-2 | East Fife |
| 3rd Round | Airdrie United | 2-1 | Stranraer |
| 3rd Round | Ayr United | 1-1 | Motherwell |
| 3rd Round | Celtic | 6-0 | Montrose |
| 3rd Round | 3-1 | Cowdenbeath |
| 3rd Round | St. Mirren | 0-0 | Heart of Midlothian |
| 3rd Round | Raith Rovers | 0-2 | St. Johnstone |
| 3rd Round | Livingston | 1-1 | Kilmarnock |
| 3rd Round | 3-1 | Clyde |
| 3rd Round | Hibernian | 2-0 | Partick Thistle |
| 3rd Round | Hamilton Academical | 0-1 | Falkirk |
| 3rd Round | Forfar Athletic | 0-0 | Dunfermline Athletic |
| 3rd Round | Dumbarton | 0-2 |
22nd January 1992
| 3rd Round | Aberdeen | 0-1 | Rangers |
14th January 1992
| 2nd Round | Clyde | 2-0 | Arbroath |
| 2nd Round Replay | East Fife | 3-1 | Brechin City |
11th January 1992
| 2nd Round Replay | Cowdenbeath | 6-1 | Peterhead |
4th January 1992
| 2nd Round | 7-4 |
| 2nd Round | Alloa Athletic | 0-2 | Dumbarton |
| 2nd Round | Stranraer | 4-1 | Queen of the South |
| 2nd Round | Stenhousemuir | 1-4 |
| 2nd Round | Peterhead | 1-1 | Cowdenbeath |
| 2nd Round | 4-2 |
| 2nd Round | Brechin City | 0-0 | East Fife |
16th December 1991
| 1st Round Replay | 3-0 |
14th December 1991
| 1st Round | 2-2 |
7th December 1991
| 1st Round | Albion Rovers | 0-2 | Arbroath |
| 1st Round | East Fife | 6-0 | Queen's Park |
| 1st Round | 0-2 | Dumbarton |
| 1st Round | 1-2 | Stranraer |
| 1st Round | Alloa Athletic | 7-1 |