17th March 2002
| Final | Rangers | 4-0 | Ayr United |
6th February 2002
| Semi Final | Hibernian | 0-1 | Ayr United |
5th February 2002
| Semi Final | Rangers | 2-1 | Celtic |
19th December 2001
| Quarter Final | Livingston | 0-2 | Celtic |
28th November 2001
| Quarter Final | Ayr United | 5-1 | Inverness Caledonian Thistle |
| Quarter Final | Ross County | 1-2 | Rangers |
27th November 2001
| Quarter Final | Hibernian | 2-0 | Dundee United |
6th November 2001
| 3rd Round | Celtic | 8-0 | Stirling Albion |
9th October 2001
| 3rd Round | Dunfermline Athletic | 1-1 | Inverness Caledonian Thistle |
| 3rd Round | Rangers | 3-0 | Airdrie United |
| 3rd Round | Aberdeen | 1-6 | Livingston |
| 3rd Round | Ayr United | 0-0 | Kilmarnock |
| 3rd Round | Raith Rovers | 0-2 | Hibernian |
| 3rd Round | Ross County | 2-1 | Dundee |
| 3rd Round | Dundee United | 3-2 | St. Johnstone |
26th September 2001
| 2nd Round | Dunfermline Athletic | 3-0 | Alloa Athletic |
| 2nd Round | Clyde | 1-2 | St. Johnstone |
| 2nd Round | Inverness Caledonian Thistle | 3-3 | Partick Thistle |
| 2nd Round | 0-2 | Dundee |
| 2nd Round | Livingston | 3-0 | East Fife |
| 2nd Round | Stirling Albion | 2-1 | St. Mirren |
25th September 2001
| 2nd Round | Airdrie United | 2-1 | Motherwell |
| 2nd Round | Falkirk | 0-2 | Raith Rovers |
| 2nd Round | Queen of the South | 1-2 | Aberdeen |
| 2nd Round | Dundee United | 3-0 | Dumbarton |
| 2nd Round | Ross County | 0-0 | Heart of Midlothian |
| 2nd Round | Ayr United | 4-0 | Stranraer |
12th September 2001
| 1st Round | Queen's Park | 0-1 |
| 1st Round | Stirling Albion | 3-2 | Cowdenbeath |
11th September 2001
| 1st Round | Raith Rovers | 1-0 | Montrose |
| 1st Round | 0-3 | Partick Thistle |
| 1st Round | Ross County | 3-0 | Brechin City |
| 1st Round | Alloa Athletic | 4-0 | Peterhead |
| 1st Round | 0-3 | Queen of the South |
| 1st Round | Albion Rovers | 0-2 | Inverness Caledonian Thistle |
| 1st Round | East Fife | 1-0 | Arbroath |
| 1st Round | Airdrie United | 3-0 | Greenock Morton |
| 1st Round | Forfar Athletic | 1-2 | Falkirk |
| 1st Round | Clyde | 2-2 | Stenhousemuir |
| 1st Round | Dumbarton | 2-0 |
2nd September 2001
| 1st Round | Elgin City | 2-3 | Stranraer |