24th May 1997
| Final | Kilmarnock | 1-0 | Falkirk |
23rd April 1997
| Semi Final Replay | Falkirk | 1-0 | Celtic |
22nd April 1997
| Semi Final Replay | Kilmarnock | 1-0 | Dundee United |
14th April 1997
| Semi Final | Kilmarnock | 0-0 | Dundee United |
12th April 1997
| Semi Final | Falkirk | 1-1 | Celtic |
8th March 1997
| 5th Round | Greenock Morton | 2-5 | Kilmarnock |
| 5th Round | Falkirk | 2-0 | Raith Rovers |
| 5th Round | Dundee United | 4-1 | Motherwell |
6th March 1997
| 5th Round | Celtic | 2-0 | Rangers |
26th February 1997
| 4th Round Replay | 0-2 | Motherwell |
| 4th Round Replay | Celtic | 2-0 | Hibernian |
25th February 1997
| 4th Round Replay | Dundee United | 1-0 | Heart of Midlothian |
18th February 1997
| 4th Round Replay | Dundee | 0-1 | Greenock Morton |
17th February 1997
| 4th Round | Hibernian | 1-1 | Celtic |
16th February 1997
| 4th Round | Heart of Midlothian | 1-1 | Dundee United |
15th February 1997
| 4th Round | Rangers | 3-0 | East Fife |
| 4th Round | Motherwell | 1-1 |
| 4th Round | Greenock Morton | 2-2 | Dundee |
| 4th Round | Falkirk | 2-1 | Dunfermline Athletic |
| 4th Round | Clyde | 0-1 | Kilmarnock |
| 4th Round | Brechin City | 1-2 | Raith Rovers |
4th February 1997
| 3rd Round | Brechin City | 3-0 | Alloa Athletic |
| 3rd Round Replay | 1-2 | Falkirk |
28th January 1997
| 3rd Round Replay | Greenock Morton | 4-0 | Arbroath |
| 3rd Round Replay | Aberdeen | 0-0 | Hibernian |
27th January 1997
| 3rd Round | Airdrie United | 1-4 | Raith Rovers |
26th January 1997
| 3rd Round | 0-5 | Celtic |
25th January 1997
| 3rd Round | Stirling Albion | 0-2 | Dundee United |
| 3rd Round | Rangers | 2-0 | St. Johnstone |
| 3rd Round | Queen's Park | 1-3 | East Fife |
| 3rd Round | Partick Thistle | 0-2 | Motherwell |
| 3rd Round | Kilmarnock | 2-0 |
| 3rd Round | Inverness Caledonian Thistle | 1-3 |
| 3rd Round | Heart of Midlothian | 5-0 | Cowdenbeath |
| 3rd Round | Falkirk | 1-1 |
| 3rd Round | Dunfermline Athletic | 4-0 | Ross County |
| 3rd Round | Dundee | 3-1 | Queen of the South |
| 3rd Round | Clyde | 3-1 | St. Mirren |
| 3rd Round | Arbroath | 2-2 | Greenock Morton |
23rd January 1997
| 3rd Round | Hibernian | 2-2 | Aberdeen |
15th January 1997
| 2nd Round Replay | Inverness Caledonian Thistle | 0-0 | Stranraer |
13th January 1997
| 2nd Round | Stranraer | 1-1 | Inverness Caledonian Thistle |
| 2nd Round | Stenhousemuir | 1-2 |
| 2nd Round | Ross County | 3-0 | Montrose |
| 2nd Round | Forfar Athletic | 0-1 | Alloa Athletic |
| 2nd Round | Cowdenbeath | 1-0 | Dumbarton |
| 2nd Round | Brechin City | 2-1 | Livingston |
| 2nd Round Replay | Arbroath | 3-0 |
11th January 1997
| 2nd Round | 2-3 | Queen of the South |
| 2nd Round | 0-0 | Arbroath |
| 2nd Round | 4-3 |
7th January 1997
| 2nd Round | Ayr United | 0-2 | Clyde |
4th January 1997
| 2nd Round | Queen's Park | 2-1 |
| 2nd Round | 2-1 | Peterhead |
16th December 1996
| 1st Round Replay | Forfar Athletic | 4-0 | Albion Rovers |
| 1st Round Replay | Clyde | 3-2 |
14th December 1996
| 1st Round | 1-1 | Clyde |
| 1st Round | Albion Rovers | 0-0 | Forfar Athletic |
7th December 1996
| 1st Round | Elgin City | 0-3 |
| 1st Round | Alloa Athletic | 3-1 |