18th May 1996
| Final | Rangers | 5-1 | Heart of Midlothian |
7th April 1996
| Semi Final | Rangers | 2-1 | Celtic |
6th April 1996
| Semi Final | Heart of Midlothian | 2-1 | Aberdeen |
10th March 1996
| 5th Round | Celtic | 2-1 | Dundee United |
9th March 1996
| 5th Round | Inverness Caledonian Thistle | 0-3 | Rangers |
| 5th Round | Aberdeen | 2-1 | Airdrie United |
7th March 1996
| 5th Round | St. Johnstone | 1-2 | Heart of Midlothian |
27th February 1996
| 4th Round Replay | Forfar Athletic | 0-0 | Airdrie United |
17th February 1996
| 4th Round | Stirling Albion | 0-2 | Aberdeen |
| 4th Round | Stenhousemuir | 0-1 | Inverness Caledonian Thistle |
| 4th Round | St. Johnstone | 3-0 | Montrose |
| 4th Round | Kilmarnock | 1-2 | Heart of Midlothian |
| 4th Round | Dundee United | 1-0 | Dunfermline Athletic |
| 4th Round | Celtic | 2-0 | Raith Rovers |
| 4th Round | Airdrie United | 2-2 | Forfar Athletic |
15th February 1996
| 4th Round | Clyde | 1-4 | Rangers |
14th February 1996
| 3rd Round Replay | Montrose | 3-2 | Greenock Morton |
| 3rd Round | 1-2 | Dundee United |
13th February 1996
| 3rd Round | Greenock Morton | 1-1 | Montrose |
12th February 1996
| 3rd Round Replay | East Fife | 1-1 | Inverness Caledonian Thistle |
| 3rd Round | Dunfermline Athletic | 3-0 | St. Mirren |
31st January 1996
| 3rd Round | Heart of Midlothian | 1-0 | Partick Thistle |
| 3rd Round | 0-1 | St. Johnstone |
| 3rd Round | Clyde | 3-1 | Dundee |
30th January 1996
| 3rd Round | Motherwell | 0-2 | Aberdeen |
| 3rd Round | Falkirk | 0-2 | Stenhousemuir |
| 3rd Round | Dumbarton | 1-3 | Airdrie United |
| 3rd Round | 0-1 | Stirling Albion |
28th January 1996
| 3rd Round | 0-3 | Celtic |
27th January 1996
| 3rd Round | Ross County | 0-3 | Forfar Athletic |
| 3rd Round | Raith Rovers | 3-0 | Queen's Park |
| 3rd Round | 1-10 | Rangers |
| 3rd Round | Hibernian | 0-2 | Kilmarnock |
| 3rd Round | Inverness Caledonian Thistle | 1-1 | East Fife |
15th January 1996
| 2nd Round 2nd Replay | Brechin City | 1-3 | Clyde |
13th January 1996
| 2nd Round Replay | 2-0 |
| 2nd Round Replay | 1-2 |
| 2nd Round Replay | East Fife | 2-1 |
| 2nd Round Replay | Annan Athletic | 1-2 |
9th January 1996
| 2nd Round Replay | Brechin City | 0-0 | Clyde |
7th January 1996
| 2nd Round | 0-1 | Stenhousemuir |
6th January 1996
| 2nd Round | 2-2 |
| 2nd Round | Stirling Albion | 3-1 | Alloa Athletic |
| 2nd Round | 0-0 | East Fife |
| 2nd Round | Queen of the South | 2-4 | Queen's Park |
| 2nd Round | Montrose | 2-1 | Cowdenbeath |
| 2nd Round | Forfar Athletic | 3-1 |
| 2nd Round | 0-0 |
| 2nd Round | Clyde | 2-2 | Brechin City |
| 2nd Round | Inverness Caledonian Thistle | 3-2 |
| 2nd Round | 3-3 | Annan Athletic |
| 2nd Round | Ayr United | 0-2 | Ross County |
18th December 1995
| 1st Round Replay | Arbroath | 0-1 | Stenhousemuir |
16th December 1995
| 1st Round | 0-1 |
| 1st Round | Albion Rovers | 0-2 |
12th December 1995
| 1st Round | Stenhousemuir | 2-2 | Arbroath |
9th December 1995
| 1st Round | Stranraer | 0-3 |