26th May 2001

Final Celtic 3-0 Hibernian

15th April 2001

Semi Final Celtic 3-1 Dundee United

14th April 2001

Semi Final Hibernian 3-0 Livingston

11th March 2001

5th Round Dundee United 1-0 Rangers
5th Round Celtic 1-0 Heart of Midlothian

10th March 2001

5th Round Livingston 3-1 Peterhead
5th Round Kilmarnock 0-1 Hibernian

7th March 2001

4th Round Replay Dundee 0-1 Heart of Midlothian
4th Round Replay Celtic 4-1 Dunfermline Athletic

6th March 2001

4th Round Replay Kilmarnock 2-1 Inverness Caledonian Thistle
4th Round Replay Aberdeen 0-1 Livingston

18th February 2001

4th Round Ross County 2-3 Rangers

17th February 2001

4th Round Stirling Albion 2-3 Hibernian
4th Round Peterhead 0-0 Airdrie United
4th Round Motherwell 0-2 Dundee United
4th Round Livingston 0-0 Aberdeen
4th Round Inverness Caledonian Thistle 1-1 Kilmarnock
4th Round Heart of Midlothian 1-1 Dundee
4th Round Dunfermline Athletic 2-2 Celtic

13th February 2001

3rd Round Replay Dunfermline Athletic 3-2 St. Johnstone

12th February 2001

3rd Round Queen of the South 1-3 Airdrie United
3rd Round Replay Falkirk 0-2 Dundee

7th February 2001

3rd Round Replay Heart of Midlothian 2-1

28th January 2001

3rd Round Stranraer 1-4 Celtic

27th January 2001

3rd Round Stirling Albion 2-0 Raith Rovers
3rd Round St. Mirren 1-2 Motherwell
3rd Round St. Johnstone 0-0 Dunfermline Athletic
3rd Round Ross County 2-1
3rd Round Rangers 2-0 Brechin City
3rd Round Peterhead 4-1 Greenock Morton
3rd Round Montrose 0-2 Dundee United
3rd Round Kilmarnock 1-0 Partick Thistle
3rd Round Inverness Caledonian Thistle 4-3 Ayr United
3rd Round Hibernian 6-1 Clyde
3rd Round East Fife 1-4 Livingston
3rd Round Dundee 0-0 Falkirk
3rd Round 0-0 Heart of Midlothian
3rd Round Alloa Athletic 0-3 Aberdeen
2nd Round Elgin City 0-1 Queen of the South

24th January 2001

2nd Round Replay 0-1 Montrose
2nd Round Replay Cowdenbeath 0-1

13th January 2001

2nd Round Montrose 1-1

9th January 2001

1st Round Replay Arbroath 1-2 Montrose

6th January 2001

2nd Round Stranraer 2-0 Dumbarton
2nd Round 1-3 Stirling Albion
2nd Round Peterhead 3-0 Cove Rangers
2nd Round Partick Thistle 3-0
2nd Round East Fife 1-0 Queen's Park
2nd Round 2-6 Brechin City
2nd Round 2-0
2nd Round 3-3 Cowdenbeath
1st Round Montrose 0-0 Arbroath

20th December 2000

1st Round Edinburgh City 0-1

18th December 2000

1st Round Queen of the South 2-0
1st Round Replay Peterhead 3-0

16th December 2000

1st Round 0-0 Peterhead

12th December 2000

1st Round Replay 0-1 Dumbarton
1st Round Replay East Fife 2-0 Albion Rovers
1st Round Brechin City 3-0 Forfar Athletic

9th December 2000

1st Round Stenhousemuir 1-4
1st Round Dumbarton 1-1
1st Round Albion Rovers 1-1 East Fife