14th May 1988
| Final | Celtic | 2-1 | Dundee United |
20th April 1988
| Semi Final 2nd Replay | Aberdeen | 0-1 | Dundee United |
13th April 1988
| Semi Final Replay | Aberdeen | 1-1 | Dundee United |
9th April 1988
| Semi Final | Celtic | 2-1 | Heart of Midlothian |
| Semi Final | Aberdeen | 0-0 | Dundee United |
28th March 1988
| 5th Round 2nd Replay | 0-3 | Dundee United |
15th March 1988
| 5th Round Replay | Dundee United | 2-2 |
12th March 1988
| 5th Round | 0-3 | Celtic |
| 5th Round | Heart of Midlothian | 3-0 |
| 5th Round | 0-0 | Dundee United |
| 5th Round | Aberdeen | 5-0 |
23rd February 1988
| 4th Round Replay | 4-1 |
| 4th Round Replay | Hibernian | 0-1 | Celtic |
21st February 1988
| 4th Round | Celtic | 0-0 | Hibernian |
20th February 1988
| 4th Round | Heart of Midlothian | 2-0 |
| 4th Round | 0-2 | Aberdeen |
| 4th Round | 2-3 |
| 4th Round | 2-0 | Rangers |
| 4th Round | 2-0 | Motherwell |
| 4th Round | 2-2 |
| 4th Round | 0-2 | Dundee United |
10th February 1988
| 3rd Round Replay | Rangers | 4-1 |
| 3rd Round Replay | 3-0 |
8th February 1988
| 3rd Round | 0-0 | Rangers |
3rd February 1988
| 3rd Round Replay | Kilmarnock | 1-3 | Motherwell |
| 3rd Round | 1-1 |
| 3rd Round Replay | 0-1 |
| 3rd Round Replay | 0-3 |
| 3rd Round Replay | 0-2 |
2nd February 1988
| 3rd Round Replay | Hibernian | 3-0 |
31st January 1988
| 3rd Round | 2-0 | Livingston |
30th January 1988
| 3rd Round | St. Mirren | 0-3 |
| 3rd Round | 0-1 | Aberdeen |
| 3rd Round | 1-2 |
| 3rd Round | Motherwell | 0-0 | Kilmarnock |
| 3rd Round | 3-5 |
| 3rd Round | 1-3 | Heart of Midlothian |
| 3rd Round | 1-2 |
| 3rd Round | 1-1 |
| 3rd Round | 0-0 |
| 3rd Round | 0-0 | Hibernian |
| 3rd Round | 0-0 |
| 3rd Round | Celtic | 1-0 |
| 3rd Round | 0-7 | Dundee United |
18th January 1988
| 2nd Round 2nd Replay | 0-1 |
12th January 1988
| 2nd Round Replay | 1-1 |
10th January 1988
| 2nd Round | 0-1 |
9th January 1988
| 2nd Round | 6-2 |
| 2nd Round | 1-1 |
| 2nd Round | 2-3 |
| 2nd Round | 3-0 |
| 2nd Round | 2-5 |
| 2nd Round | 2-3 |
| 2nd Round | 0-1 |
21st December 1987
| 1st Round Replay | 2-1 |
12th December 1987
| 1st Round | 1-1 |
8th December 1987
| 1st Round Replay | 2-0 |
5th December 1987
| 1st Round | 2-3 |
| 1st Round | 0-6 |
| 1st Round | 1-2 |
| 1st Round | 0-2 |
| 1st Round | 1-1 |