1986-87 Scottish Cup
| Final | ||||||
| St Mirren | 1 | 0 | Dundee United | Sat 16 May 1987 | Details | |
| Semi Final | ||||||
| Hearts | 1 | 2 | St Mirren | Sat 11 Apr 1987 | Details | |
| Dundee | 2 | 3 | Dundee United | Sat 11 Apr 1987 | Details | |
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| 5th Round | ||||||
| Clydebank | 0 | 4 | Dundee | Sat 14 Mar 1987 | Details | |
| Hearts | 1 | 1 | Motherwell | Sat 14 Mar 1987 | Details | |
| Dundee United | 2 | 2 | Forfar Athletic | Sat 14 Mar 1987 | Details | |
| Raith Rovers | 0 | 2 | St Mirren | Sat 14 Mar 1987 | Details | |
| Motherwell | 0 | 1 | Hearts | Tue 17 Mar 1987 | 1st Replay | Details |
| Forfar Athletic | 0 | 2 | Dundee United | Tue 24 Mar 1987 | 1st Replay | Details |
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| 4th Round | ||||||
| Hamilton | 1 | 2 | Motherwell | Sat 21 Feb 1987 | Details | |
| Brechin City | 0 | 1 | Dundee United | Sat 21 Feb 1987 | Details | |
| Hearts | 1 | 0 | Celtic | Sat 21 Feb 1987 | Details | |
| Raith Rovers | 2 | 2 | Peterhead | Sat 21 Feb 1987 | Details | |
| St Johnstone | 1 | 2 | Forfar Athletic | Sat 21 Feb 1987 | Details | |
| Dundee | 1 | 1 | Meadowbank Thistle | Sat 21 Feb 1987 | Details | |
| Greenock Morton | 2 | 3 | St Mirren | Sat 21 Feb 1987 | Details | |
| Clydebank | 1 | 0 | Hibernian | Sat 21 Feb 1987 | Details | |
| Peterhead | 3 | 3 | Raith Rovers | Wed 25 Feb 1987 | 1st Replay | Details |
| Meadowbank Thistle | 1 | 1 | Dundee | Wed 25 Feb 1987 | 1st Replay | Details |
| Raith Rovers | 3 | 0 | Peterhead | Mon 02 Mar 1987 | 2nd Replay | Details |
| Dundee | 2 | 0 | Meadowbank Thistle | Mon 02 Mar 1987 | 2nd Replay | Details |
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| 3rd Round | ||||||
| St Mirren | 3 | 0 | Caledonian | Sat 31 Jan 1987 | Details | |
| Queen Of The South | 0 | 1 | Raith Rovers | Sat 31 Jan 1987 | Details | |
| Peterhead | 2 | 0 | Clyde | Sat 31 Jan 1987 | Details | |
| Hibernian | 2 | 0 | Dunfermline Athletic | Sat 31 Jan 1987 | Details | |
| Montrose | 1 | 2 | Forfar Athletic | Sat 31 Jan 1987 | Details | |
| Rangers | 0 | 1 | Hamilton | Sat 31 Jan 1987 | Details | |
| Berwick Rangers | 0 | 2 | Greenock Morton | Sat 31 Jan 1987 | Details | |
| Hearts | 0 | 0 | Kilmarnock | Sat 31 Jan 1987 | Details | |
| Dundee United | 1 | 1 | Airdrieonians | Sat 31 Jan 1987 | Details | |
| Brechin City | 2 | 2 | Dumbarton | Sat 31 Jan 1987 | Details | |
| Aberdeen | 2 | 2 | Celtic | Sun 01 Feb 1987 | Details | |
| Dundee | 2 | 2 | East Fife | Tue 03 Feb 1987 | Details | |
| Meadowbank Thistle | 2 | 0 | Ayr United | Tue 03 Feb 1987 | Details | |
| Falkirk | 0 | 0 | Clydebank | Tue 03 Feb 1987 | Details | |
| Motherwell | 3 | 1 | Partick Thistle | Tue 03 Feb 1987 | Details | |
| Celtic | 0 | 0 | Aberdeen | Wed 04 Feb 1987 | 1st Replay | Details |
| Kilmarnock | 1 | 1 | Hearts | Wed 04 Feb 1987 | 1st Replay | Details |
| Dumbarton | 2 | 3 | Brechin City | Wed 04 Feb 1987 | 1st Replay | Details |
| St Johnstone | 4 | 0 | Whitehill | Sat 07 Feb 1987 | Details | |
| Aberdeen | 0 | 1 | Celtic | Mon 09 Feb 1987 | 2nd Replay | Details |
| Clydebank | 3 | 1 | Falkirk | Mon 09 Feb 1987 | Details | |
| Kilmarnock | 1 | 3 | Hearts | Mon 09 Feb 1987 | 2nd Replay | Details |
| Airdrieonians | 1 | 2 | Dundee United | Mon 09 Feb 1987 | 1st Replay | Details |
| East Fife | 1 | 4 | Dundee | Mon 09 Feb 1987 | 1st Replay | Details |
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| 2nd Round | ||||||
| Rothes | 1 | 3 | Peterhead | Sat 10 Jan 1987 | Details | |
| Stranraer | 1 | 1 | Ayr United | Sat 10 Jan 1987 | Details | |
| Caledonian | 5 | 0 | Spartans | Mon 19 Jan 1987 | Details | |
| Stirling Albion | 0 | 1 | Meadowbank Thistle | Wed 21 Jan 1987 | Details | |
| Ayr United | 2 | 0 | Stranraer | Wed 21 Jan 1987 | 1st Replay | Details |
| Raith Rovers | 4 | 0 | Vale Of Leithen | Mon 26 Jan 1987 | Details | |
| Stenhousemuir | 0 | 0 | Berwick Rangers | Mon 26 Jan 1987 | Details | |
| St Johnstone | 4 | 1 | Queen's Park | Mon 26 Jan 1987 | Details | |
| Berwick Rangers | 2 | 0 | Stenhousemuir | Wed 28 Jan 1987 | 1st Replay | Details |
| Albion Rovers | 1 | 2 | Whitehill | Wed 04 Feb 1987 | Details | |
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| 1st Round | ||||||
| Peterhead | 1 | 0 | East Stirlingshire | Sat 06 Dec 1986 | Details | |
| Albion Rovers | 2 | 1 | Arbroath | Sat 06 Dec 1986 | Details | |
| Stirling Albion | 3 | 0 | Cowdenbeath | Sat 06 Dec 1986 | Details | |
| Caledonian | 2 | 2 | Alloa Athletic | Sat 06 Dec 1986 | Details | |
| Ayr United | 3 | 1 | Annan Athletic | Sat 06 Dec 1986 | Details | |
| Alloa Athletic | 0 | 1 | Caledonian | Sat 13 Dec 1986 | 1st Replay | Details |
| Forres Mechanics | 0 | 1 | Berwick Rangers | Sat 13 Dec 1986 | Details | |
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