24th November 1996
| Final | Rangers | 4-3 | Heart of Midlothian |
23rd October 1996
| Semi Final | Heart of Midlothian | 3-1 | Dundee |
22nd October 1996
| Semi Final | Rangers | 6-1 | Dunfermline Athletic |
18th September 1996
| Quarter Final | Rangers | 4-0 | Hibernian |
17th September 1996
| Quarter Final | Heart of Midlothian | 1-0 | Celtic |
| Quarter Final | Dunfermline Athletic | 2-0 | Partick Thistle |
| Quarter Final | Dundee | 2-1 | Aberdeen |
4th September 1996
| 3rd Round | Rangers | 3-1 | Ayr United |
| 3rd Round | Dunfermline Athletic | 3-1 | St. Mirren |
| 3rd Round | Alloa Athletic | 1-5 | Celtic |
3rd September 1996
| 3rd Round | St. Johnstone | 1-3 | Heart of Midlothian |
| 3rd Round | Partick Thistle | 1-0 | Airdrie United |
| 3rd Round | Greenock Morton | 3-7 | Aberdeen |
| 3rd Round | Dundee United | 2-2 | Dundee |
| 3rd Round | Albion Rovers | 0-2 | Hibernian |
14th August 1996
| 2nd Round | Stranraer | 1-2 | Dunfermline Athletic |
| 2nd Round | Heart of Midlothian | 1-1 | Stenhousemuir |
| 2nd Round | 0-3 | Rangers |
| 2nd Round | Clyde | 1-3 | Celtic |
13th August 1996
| 2nd Round | Stirling Albion | 1-2 | Dundee United |
| 2nd Round | St. Mirren | 4-0 |
| 2nd Round | Queen's Park | 0-2 | Aberdeen |
| 2nd Round | Partick Thistle | 3-0 | Forfar Athletic |
| 2nd Round | Motherwell | 0-0 | Alloa Athletic |
| 2nd Round | Greenock Morton | 1-1 |
| 2nd Round | Kilmarnock | 0-1 | Ayr United |
| 2nd Round | Falkirk | 2-3 | Albion Rovers |
| 2nd Round | East Fife | 1-5 | St. Johnstone |
| 2nd Round | Dundee | 2-1 | Dumbarton |
| 2nd Round | Brechin City | 0-2 | Hibernian |
| 2nd Round | Airdrie United | 3-2 | Raith Rovers |
3rd August 1996
| 1st Round | Stranraer | 2-0 | Queen of the South |
| 1st Round | Queen's Park | 3-1 | Ross County |
| 1st Round | 1-3 | Alloa Athletic |
| 1st Round | Cowdenbeath | 1-2 | Forfar Athletic |
| 1st Round | Clyde | 1-0 | Inverness Caledonian Thistle |
| 1st Round | Brechin City | 3-0 | Montrose |
| 1st Round | Ayr United | 5-2 |
| 1st Round | Albion Rovers | 4-0 | Arbroath |