18th May 1991

Final Motherwell 4-3 Dundee United

9th April 1991

Semi Final Replay Motherwell 4-2 Celtic

6th April 1991

Semi Final Dundee United 2-1 St. Johnstone

3rd April 1991

Semi Final Motherwell 0-0 Celtic

19th March 1991

5th Round Replay Greenock Morton 1-1 Motherwell

17th March 1991

5th Round Celtic 2-0 Rangers

16th March 1991

5th Round St. Johnstone 5-2 Ayr United
5th Round Motherwell 0-0 Greenock Morton

13th March 1991

5th Round Dundee United 3-1 Dundee

2nd March 1991

4th Round Greenock Morton 3-0 Livingston

27th February 1991

4th Round Replay Hamilton Academical 2-3 Ayr United

26th February 1991

4th Round Celtic 3-0 St. Mirren

23rd February 1991

3rd Round 1-6 Livingston
4th Round St. Johnstone 2-1 Hibernian
4th Round Rangers 5-0 Cowdenbeath
4th Round Motherwell 4-2 Falkirk
4th Round Dundee United 2-0 Airdrie United
4th Round Dundee 2-0 Kilmarnock
4th Round Ayr United 0-0 Hamilton Academical

30th January 1991

3rd Round Replay Falkirk 4-3 Partick Thistle
3rd Round Replay 3-4 St. Johnstone

29th January 1991

3rd Round Replay Dundee United 2-1 East Fife
3rd Round Rangers 2-0 Dunfermline Athletic

28th January 1991

3rd Round Clyde 0-2 Hibernian
2nd Round Replay Queen of the South 2-6

26th January 1991

3rd Round St. Johnstone 0-0
3rd Round Stranraer 1-5 St. Mirren
3rd Round Forfar Athletic 0-2 Celtic
3rd Round Aberdeen 0-1 Motherwell
3rd Round Airdrie United 2-1 Heart of Midlothian
3rd Round 0-1 Ayr United
3rd Round Cove Rangers 1-2 Cowdenbeath
3rd Round Dundee 1-0 Brechin City
3rd Round East Fife 1-1 Dundee United
3rd Round Stirling Albion 0-1 Greenock Morton
3rd Round Kilmarnock 3-2 Arbroath
3rd Round Partick Thistle 0-0 Falkirk
3rd Round Raith Rovers 0-1 Hamilton Academical

23rd January 1991

2nd Round 2-2 Queen of the South

21st January 1991

2nd Round Replay Cowdenbeath 2-0

9th January 1991

2nd Round 0-0 Cowdenbeath

7th January 1991

2nd Round Replay East Fife 1-0

5th January 1991

2nd Round 1-1 East Fife

29th December 1990

2nd Round Stirling Albion 2-0 Stenhousemuir
2nd Round Queen's Park 1-2 Stranraer
2nd Round 1-4 Cove Rangers
2nd Round 1-0 Albion Rovers
2nd Round Montrose 0-2 Arbroath

17th December 1990

1st Round Replay Dumbarton 1-4 Montrose

15th December 1990

1st Round 0-4 East Fife
1st Round Replay Alloa Athletic 1-3
1st Round 1-2

11th December 1990

1st Round Montrose 0-0 Dumbarton

8th December 1990

1st Round 3-1
1st Round 1-1 Alloa Athletic
1st Round 1-3 Queen of the South

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