| First round |
| 3 September 1887 | 1st Renfrew Rifle Volunteers | 1 | - | 8 | Renfrew | |
| 3 September 1887 | 3rd Lanark Rifle Volunteers | 1 | - | 2 | Cowlairs | Match declared void |
| 3 September 1887 | 5th Kirkcudbrightshire Rifle Volunteers | 5 | - | 0 | Thornhill | |
| 3 September 1887 | Abercorn | 9 | - | 0 | Johnstone Harp | |
| 3 September 1887 | Aberdeen | 4 | - | 9 | Dundee Our Boys | |
| 3 September 1887 | Airdrieonians | 8 | - | 0 | Dykehead | |
| 3 September 1887 | Albion Rovers | 12 | - | 0 | Airdriehill | |
| 3 September 1887 | Alloa Athletic | 6 | - | 2 | Cowdenbeath | |
| 3 September 1887 | Arbroath | 18 | - | 0 | Orion | |
| Walkover | Ayr | | | | Monkcastle | Scratched |
| 3 September 1887 | Bo'ness | 4 | - | 1 | Leith Athletic | |
| 3 September 1887 | Bonhill | 1 | - | 6 | Dumbarton Athletic | |
| 3 September 1887 | Broughty | 5 | - | 7 | Montrose | |
| 3 September 1887 | Broxburn Shamrock | 0 | - | 4 | Mossend Swifts | Mossend Swifts disqualified, Broxburn Shamrock reinstated |
| 3 September 1887 | Burntisland Thistle | 4 | - | 2 | Dunfermline Athletic | Burntisland Thistle disqualfied, Dunfermline Athletic reinstated |
| 3 September 1887 | Caledonian Rangers | 1 | - | 7 | Crieff | |
| Walkover | Cambuslang | | | | Hamilton Academical | |
| 3 September 1887 | Cambuslang Hibernian | 5 | - | 4 | Hamilton Hibernian | |
| 3 September 1887 | Carfin Shamrock | 4 | - | 0 | Shettleston | |
| 3 September 1887 | Carrick | 0 | - | 10 | Thistle | |
| 3 September 1887 | Clyde | 0 | - | 7 | Queen's Park | |
| 3 September 1887 | Clydesdale | 1 | - | 4 | Rutherglen | |
| 3 September 1887 | Coupar Angus | 9 | - | 2 | Blairgowrie Our Boys | |
| 3 September 1887 | Drumpelier | 2 | - | 3 | Motherwell | Match declared void |
| 1 September 1887 | Dumbarton | 10 | - | 0 | Dunbritton | |
| 3 September 1887 | Dumbarton Union | 0 | - | 6 | Renton | |
| 3 September 1887 | Dunblane | 2 | - | 3 | Fair City Athletic | |
| 3 September 1887 | Dunfermline | 3 | - | 2 | Lassodie | Dunfermline were disqualified, Lassodie were reinstated |
| 3 September 1887 | Dykebar | 5 | - | 2 | Morton | |
| 3 September 1887 | Erin Rovers (Bathgate) | 5 | - | 0 | Bellstane Birds | |
| 3 September 1887 | Erin Rovers (Perth) | 3 | - | 9 | St Johnstone | |
| 3 September 1887 | Falkirk | 4 | - | 1 | Kilsyth Wanderers | |
| 3 September 1887 | Grahamston | 4 | - | 3 | Redding Athletic | Grahamston were disqualified, Redding Athletic were reinstated |
| 3 September 1887 | Grangemouth | 2 | - | 5 | East Stirlingshire | |
| 3 September 1887 | Heart of Midlothian | 4 | - | 1 | Norton Park | |
| 3 September 1887 | Hibernian | 5 | - | 0 | Broxburn Thistle | |
| Walkover | Hurlford | | | | Annbank | Scratched |
| 3 September 1887 | Jamestown | 3 | - | 2 | Vale of Leven Hibernians | Match declared void |
| 3 September 1887 | Kelvinside Athletic | 6 | - | 3 | St Andrew's | |
| 3 September 1887 | Kilbarchan | 0 | - | 4 | Arthurlie | |
| Walkover | Kilbirnie | | | | Lanemark | Scratched |
| 3 September 1887 | Kilmarnock | 8 | - | 2 | Ayr Thistle | |
| 3 September 1887 | King's Park | 1 | - | 5 | Camelon | |
| 3 September 1887 | Kirkintilloch Athletic | 5 | - | 1 | Kirkintilloch Central | |
| 3 September 1887 | Lindertis | 1 | - | 2 | Dundee Harp | Dundee Harp were disqualified, Lindertis were reinstated |
| 3 September 1887 | Linthouse | 3 | - | 3 | Whitefield | |
| 3 September 1887 | Lochgilphead | 1 | - | 9 | Oban | |
| 3 September 1887 | Lochwinnoch | 5 | - | 1 | Pollokshaws | |
| 3 September 1887 | Lugar Boswell | 9 | - | 0 | Dairy | |
| 3 September 1887 | Maybole | 3 | - | 3 | 2nd Ayrshire Rifle Volunteers | |
| 3 September 1887 | Moffat | 7 | - | 1 | Newcastleton | |
| Walkover | Neilston | | | | Paisley Athletic | |
| 3 September 1887 | Northern | 5 | - | 1 | Govan Athletic | |
| 3 September 1887 | Partick Thistle | 10 | - | 0 | Westbourne | |
| Walkover | Plains | | | | Tollcross | |
| 3 September 1887 | Pollokshields Athletic | 4 | - | 1 | United Abstainers Athletic | |
| 27 August 1887 | Port Glasgow Athletic | 11 | - | 0 | Greenock Rangers | |
| 3 September 1887 | Queen of the South Wanderers | 6 | - | 0 | Vale of Nith | |
| 3 September 1887 | Rangers | 4 | - | 1 | Battlefield | |
| 3 September 1887 | Slamannan | 5 | - | 4 | Laurieston | |
| 3 September 1887 | St Bernard's | 3 | - | 2 | Armadale | |
| 3 September 1887 | Strathmore (Arbroath) | 1 | - | 13 | Dundee East End | |
| 3 September 1887 | Strathmore (Dundee) | 6 | - | 3 | Forfar Athletic | |
| 3 September 1887 | Thornliebank | 1 | - | 2 | St Mirren | |
| 3 September 1887 | Uddingston | 2 | - | 5 | Royal Albert | |
| 3 September 1887 | Vale of Bannock | 3 | - | 4 | Campsie | |
| Walkover | Vale of Leven | | | | Kirkintilloch Harp | |
| 3 September 1887 | Vale of Leven Wanderers | 7 | - | 2 | Methlan Park | |
| 3 September 1887 | Wanderers | 7 | - | 0 | Lochee | |
| 3 September 1887 | West Calder | 9 | - | 0 | Athenian | |
| Bye | Aberdeen Rovers | | | | | |
| Bye | Glasgow University | | | | | |
| Bye | Mauchline | | | | | |
| Bye | Nithsdale | | | | | |
| Bye | Southern Athletic | | | | | |
| Replays |
| 10 September 1887 | 2nd Ayrshire Rifle Volunteers | 4 | - | 6 | Maybole | |
| 10 September 1887 | 3rd Lanark Rifle Volunteers | 1 | - | 4 | Cowlairs | |
| 10 September 1887 | Motherwell | 2 | - | 0 | Drumpelier | |
| 10 September 1887 | Vale of Leven Hibernians | 2 | - | 2 | Jamestown | |
| 10 September 1887 | Whitefield | 2 | - | 1 | Linthouse | |
| 2nd Replay |
| 17 September 1887 | Jamestown | 3 | - | 1 | Vale of Leven Hibernians | |
| Second round |
| 24 September 1887 | Abercorn | 6 | - | 0 | Neilston | |
| 24 September 1887 | Airdrieonians | 3 | - | 0 | Cambuslang Hibernian | |
| 24 September 1887 | Alloa Athletic | 0 | - | 1 | Dunfermline Athletic | |
| 24 September 1887 | Arbroath | 3 | - | 1 | Strathmore (Dundee) | |
| 24 September 1887 | Arthurlie | 3 | - | 3 | St Mirren | |
| 24 September 1887 | Bo'ness | 5 | - | 1 | West Calder | |
| 24 September 1887 | Cambuslang | 2 | - | 0 | Royal Albert | |
| 24 September 1887 | Carfin Shamrock | 3 | - | 1 | Motherwell | |
| Walkover | Coupar Angus | | | | Crieff | Scratched |
| 24 September 1887 | Cowlairs | 9 | - | 1 | Southern Athletic | |
| 24 September 1887 | Dumbarton | 1 | - | 5 | Vale of Leven | |
| 24 September 1887 | Dundee Our Boys | 5 | - | 3 | Montrose | |
| 24 September 1887 | Erin Rangers (Bathgate) | 0 | - | 6 | Hibernian | |
| 24 September 1887 | Fair City Athletic | 3 | - | 0 | St Johnstone | |
| 24 September 1887 | Falkirk | 2 | - | 2 | Campsie | |
| 24 September 1887 | Hurlford | 9 | - | 1 | Lugar Boswell | |
| 24 September 1887 | Jamestown | 7 | - | 1 | Kirkintilloch Athletic | |
| 24 September 1887 | Kilbirnie | 3 | - | 0 | Mauchline | |
| 24 September 1887 | Lindertis | 3 | - | 2 | Dundee East End | |
| 24 September 1887 | Lochwinnoch | 2 | - | 5 | Dykebar | |
| 24 September 1887 | Maybole | 0 | - | 13 | Ayr | |
| 24 September 1887 | Moffat | 4 | - | 4 | Queen of the South Wanderers | |
| 24 September 1887 | Nithsdale | 2 | - | 9 | 5th Kirkcudbrightshire Rifle Volunteers | |
| 24 September 1887 | Northern | 6 | - | 3 | Shettleston | |
| 24 September 1887 | Partick Thistle | 2 | - | 1 | Rangers | |
| 24 September 1887 | Queen's Park | 9 | - | 0 | Kelvinside Athletic | |
| 24 September 1887 | Redding Athletic | 0 | - | 17 | Camelon | |
| 24 September 1887 | Renfrew | 3 | - | 3 | Port Glasgow Athletic | |
| 24 September 1887 | Renton | 4 | - | 2 | Dumbarton Athletic | |
| 24 September 1887 | Rutherglen | 3 | - | 6 | Albion Rovers | |
| 24 September 1887 | Slamannan | 1 | - | 6 | East Stirlingshire | |
| 24 September 1887 | St Bernard's | 1 | - | 1 | Broxburn Shamrock | |
| 24 September 1887 | Thistle | 6 | - | 0 | Glasgow University | |
| 24 September 1887 | Wanderers | 10 | - | 0 | Aberdeen Rovers | |
| 24 September 1887 | Whitefield | 2 | - | 0 | Pollokshields Athletic | |
| Bye | Heart of Midlothian | | | | | |
| Bye | Kilmarnock | | | | | |
| Bye | Lassodie | | | | | |
| Bye | Oban | | | | | |
| Bye | Plains | | | | | |
| Bye | Vale of Leven Wanderers | | | | | |
| Replays |
| 1 October 1887 | Campsie | 2 | - | 2 | Falkirk | Both teams advanced to next round |
| 1 October 1887 | Port Glasgow Athletic | 5 | - | 3 | Renfrew | |
| 1 October 1887 | Queen of the South Wanderers | 7 | - | 4 | Moffat | |
| 1 October 1887 | St Bernard's | 4 | - | 1 | Broxburn Shamrock | |
| 1 October 1887 | St Mirren | 4 | - | 1 | Arthurlie | |
| Third round |
| 15 October 1887 | 5th Kirkcudbrightshire Rifle Volunteers | 2 | - | 6 | Queen of the South Wanderers | |
| 15 October 1887 | Ayr | 4 | - | 0 | Port Glasgow Athletic | |
| 15 October 1887 | Camelon | 0 | - | 8 | Renton | |
| 15 October 1887 | Cowlairs | 9 | - | 1 | Campsie | |
| 15 October 1887 | Dykebar | 2 | - | 2 | Kilmarnock | |
| 15 October 1887 | East Stirlingshire | 0 | - | 0 | Cambuslang | |
| 15 October 1887 | Fair City Athletic | 0 | - | 5 | Dundee Our Boys | |
| 15 October 1887 | Falkirk | 2 | - | 2 | Carfin Shamrock | |
| 15 October 1887 | Heart of Midlothian | 1 | - | 1 | Hibernian | |
| 15 October 1887 | Hurlford | 2 | - | 4 | St Mirren | |
| 15 October 1887 | Kilbirnie | 1 | - | 3 | Abercorn | |
| 15 October 1887 | Lassodie | 1 | - | 3 | Bo'ness | |
| 15 October 1887 | Northern | 3 | - | 4 | Albion Rovers | |
| 15 October 1887 | Oban | 1 | - | 5 | Arbroath | |
| 15 October 1887 | Queen's Park | 3 | - | 0 | Jamestown | |
| Walkover | St Bernard's | | | | Dunfermline Athletic | Scratched |
| 15 October 1887 | Thistle | 2 | - | 0 | Whitefield | |
| 15 October 1887 | Vale of Leven | 3 | - | 0 | Airdrieonians | |
| 15 October 1887 | Vale of Leven Wanderers | 9 | - | 0 | Plains | |
| 15 October 1887 | Wanderers | 8 | - | 0 | Coupar Angus | |
| Bye | Lindertis | | | | | |
| Bye | Partick Thistle | | | | | |
| Replays |
| 22 October 1887 | Cambuslang | 4 | - | 2 | East Stirlingshire | |
| 22 October 1887 | Carfin Shamrock | 3 | - | 0 | Falkirk | |
| 22 October 1887 | Hibernian | 1 | - | 3 | Heart of Midlothian | |
| 22 October 1887 | Kilmarnock | 9 | - | 1 | Dykebar | |
| Fourth round |
| 5 November 1887 | Ayr | 3 | - | 2 | Vale of Leven | |
| 5 November 1887 | Heart of Midlothian | 1 | - | 1 | St Mirren | |
| 5 November 1887 | Lindertis | 1 | - | 13 | Renton | |
| 5 November 1887 | Partick Thistle | 2 | - | 2 | Kilmarnock | |
| 5 November 1887 | Vale of Leven Wanderers | 2 | - | 0 | Bo'ness | |
| 5 November 1887 | Wanderers | 4 | - | 3 | Queen of the South Wanderers | |
| Bye | Abercorn | | | | | |
| Bye | Albion Rovers | | | | | |
| Bye | Arbroath | | | | | |
| Bye | Cambuslang | | | | | |
| Bye | Carfin Shamrock | | | | | |
| Bye | Cowlairs | | | | | |
| Bye | Dundee Our Boys | | | | | |
| Bye | Queen's Park | | | | | |
| Bye | St Bernard's | | | | | |
| Bye | Thistle | | | | | |
| Replays |
| 12 November 1887 | Kilmarnock | 1 | - | 4 | Partick Thistle | |
| 12 November 1887 | St Mirren | 2 | - | 2 | Heart of Midlothian | |
| 2nd Replay |
| 19 November 1887 | Heart of Midlothian | 2 | - | 2 | St Mirren | |
| 3rd Replay |
| 26 November 1887 | Heart of Midlothian | 2 | - | 4 | St Mirren | |
| Fifth round |
| 26 November 1887 | Abercorn | 9 | - | 0 | St Bernard's | |
| 26 November 1887 | Arbroath | 5 | - | 1 | Cowlairs | |
| 26 November 1887 | Cambuslang | 10 | - | 0 | Ayr | |
| 26 November 1887 | Dundee Our Boys | 4 | - | 1 | Albion Rovers | |
| 26 November 1887 | Partick Thistle | 0 | - | 2 | Queen's Park | |
| 3 December 1887 | St Mirren | 2 | - | 3 | Renton | |
| 26 November 1887 | Thistle | 2 | - | 9 | Vale of Leven Wanderers | |
| 26 November 1887 | Wanderers | 5 | - | 2 | Carfin Shamrock | |
| Quarter-finals |
| 17 December 1887 | Arbroath | 1 | - | 1 | Abercorn | |
| 17 December 1887 | Cambuslang | 6 | - | 0 | Dundee Our Boys | |
| 17 December 1887 | Queen's Park | 7 | - | 1 | Vale of Leven Wanderers | |
| 17 December 1887 | Renton | 5 | - | 1 | Wanderers | |
| Replay |
| 24 December 1887 | Abercorn | 3 | - | 1 | Arbroath | |
| Semi-final |
| 14 January 1888 | Abercorn | 1 | - | 1 | Cambuslang | |
| 14 January 1888 | Renton | 3 | - | 1 | Queen's Park | |
| Replay |
| 21 January 1888 | Cambuslang | 10 | - | 1 | Abercorn | |
| Final |
4 February 1888 | Renton | 6 | - | 1 | Cambuslang | Played at Hampden Park, Glasgow |
10,000 | | | | | | |
