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

3rd April 1991

Semi Final Motherwell 0-0 Celtic

19th March 1991

5th Round Replay 1-1 Motherwell

17th March 1991

5th Round Celtic 2-0 Rangers

16th March 1991

5th Round Motherwell 0-0
5th Round 5-2

13th March 1991

5th Round Dundee United 3-1

2nd March 1991

4th Round 3-0 Livingston

27th February 1991

4th Round Replay 2-3

26th February 1991

4th Round Celtic 3-0 St. Mirren

23rd February 1991

4th Round 0-0
4th Round 2-0 Kilmarnock
4th Round Motherwell 4-2
4th Round Rangers 5-0
4th Round 2-1 Hibernian
3rd Round 1-6 Livingston
4th Round Dundee United 2-0

30th January 1991

3rd Round Replay 3-4
3rd Round Replay 4-3

29th January 1991

3rd Round Rangers 2-0
3rd Round Replay Dundee United 2-1

28th January 1991

3rd Round 0-2 Hibernian
2nd Round Replay 2-6

26th January 1991

3rd Round 0-2 Celtic
3rd Round 1-1 Dundee United
3rd Round 1-0
3rd Round 0-0
3rd Round 0-1
3rd Round 2-1 Heart of Midlothian
3rd Round Aberdeen 0-1 Motherwell
3rd Round 1-2
3rd Round 1-5 St. Mirren
3rd Round 0-1
3rd Round 0-1
3rd Round 0-0
3rd Round Kilmarnock 3-2

23rd January 1991

2nd Round 2-2

21st January 1991

2nd Round Replay 2-0

9th January 1991

2nd Round 0-0

7th January 1991

2nd Round Replay 1-0

5th January 1991

2nd Round 1-1

29th December 1990

2nd Round 1-0
2nd Round 1-4
2nd Round 0-2
2nd Round 1-2
2nd Round 2-0

17th December 1990

1st Round Replay 1-4

15th December 1990

1st Round Replay 1-3
1st Round 1-2
1st Round 0-4

11th December 1990

1st Round 0-0

8th December 1990

1st Round 1-3
1st Round 3-1
1st Round 1-1