| First round |
| 12 September 1885 | 3rd Lanark Rifle Volunteers | 9 | - | 1 | Shawlands | |
| 12 September 1885 | 5th Kirkcudbrightshire Rifle Volunteers | 4 | - | 0 | Vale of Nith | |
| 19 September 1885 | Abercorn | 2 | - | 0 | St Mirren | |
| 26 September 1885 | Airdrieonians | 4 | - | 2 | Royal Albert | |
| 12 September 1885 | Albion | 4 | - | 4 | Jamestown | |
| 12 September 1885 | Albion Rovers | 6 | - | 2 | Drumpelier | |
| 12 September 1885 | Alpha | 6 | - | 8 | Cambuslang Hibernian | |
| 12 September 1885 | Arbroath | 36 | - | 0 | Bon Accord | |
| Scratched | Arthurlie | | | | Olympic | Walkover |
| 12 September 1885 | Ayr | 7 | - | 0 | Maybole | |
| 12 September 1885 | Ayr Rovers | 0 | - | 8 | Dalry | |
| 12 September 1885 | Battlefield | 0 | - | 2 | Cowlairs | |
| 12 September 1885 | Broxburn Shamrock | 1 | - | 1 | Bo'ness | |
| 12 September 1885 | Cambridge | 2 | - | 1 | Southern Athletic | Match declared void |
| 12 September 1885 | Camelon | 1 | - | 3 | Falkirk | |
| 12 September 1885 | Cartvale | 2 | - | 1 | Morton | |
| 12 September 1885 | Clyde | 1 | - | 0 | Rangers | |
| 12 September 1885 | Clydesdale | 2 | - | 4 | Tollcross | |
| 12 September 1885 | Coupar Angus | 2 | - | 8 | Dundee Our Boys | |
| Walkover | Cowdenbeath | | | | Breadalbane | Scratched |
| 12 September 1885 | Crieff | 0 | - | 7 | Dunfermline Athletic | |
| 19 September 1885 | Dumbarton | 3 | - | 1 | Vale of Leven Wanderers | |
| Walkover | Dumbarton Rock | | | | Leverndale | Scratched |
| Walkover | Dunblane | | | | Dunfermline | Scratched |
| 12 September 1885 | Dundee East End | 3 | - | 3 | Strathmore (Dundee) | |
| 12 September 1885 | Dundee Harp | 35 | - | 0 | Aberdeen Rovers | |
| 12 September 1885 | Dundee West End | 3 | - | 3 | Broughty | |
| 12 September 1885 | Dunipace | 4 | - | 2 | Campsie Central | |
| 12 September 1885 | East Stirlingshire | 6 | - | 1 | Campsie | |
| 12 September 1885 | Forfar Athletic | 3 | - | 1 | Angus | |
| Walkover | Glasgow University YMCA | | | | Eastern Athletic | Scratched |
| 12 September 1885 | Granton | 0 | - | 11 | Partick Thistle | |
| 12 September 1885 | Grasshoppers | 2 | - | 2 | Grahamston | |
| 12 September 1885 | Greenock Southern | 1 | - | 10 | Neilston | |
| Walkover | Hamilton Academical | | | | West Benhar | Scratched |
| 12 September 1885 | Heart of Midlothian | 5 | - | 2 | St Bernard's | Match declared void |
| 5 September 1885 | Hibernian | 9 | - | 0 | Edina | |
| 26 September 1885 | Helensburgh | 2 | - | 3 | Dumbarton Athletic | |
| 12 September 1885 | Hurlford | 5 | - | 1 | Cumnock | |
| 12 September 1885 | Johnstone | 5 | - | 1 | Greenock Rangers | |
| 12 September 1885 | Kilmarnock | 7 | - | 1 | Annbank | |
| 12 September 1885 | King's Park | 3 | - | 1 | Armadale | |
| 12 September 1885 | Kirkintilloch Athletic | 0 | - | 15 | Renton | |
| 19 September 1885 | Lanemark | 0 | - | 2 | Monkcastle | Match declared void |
| 12 September 1885 | Lenzie | 1 | - | 1 | Bonhill | |
| 12 September 1885 | Mauchline | 2 | - | 3 | Lugar Boswell | |
| 12 September 1885 | Northern | 4 | - | 1 | Linthouse | |
| 12 September 1885 | Norton Park | 6 | - | 2 | Glencairn | |
| 12 September 1885 | Paisley Hibernian | 2 | - | 2 | Thornliebank | |
| Walkover | Pollokshields Athletic | | | | Partick | Scratched |
| 12 September 1885 | Port Glasgow Athletic | 4 | - | 1 | 1st Renfrew Rifle Volunteers | |
| 12 September 1885 | Queen's Park | 16 | - | 0 | St Peter's | |
| 12 September 1885 | Renfrew | 1 | - | 0 | Greenock Northern | |
| 12 September 1885 | Shettleston | 1 | - | 7 | Cambuslang | |
| Walkover | St Andrew's | | | | 10th Lanark Rifle Volunteers | Scratched |
| 12 September 1885 | Strathmore (Arbroath) | 7 | - | 0 | Aberdeen | |
| 12 September 1885 | Thistle | 11 | - | 1 | Westbourne | |
| Walkover | Thornhill | | | | Moffat | Scratched |
| Walkover | Vale of Leven | | | | Dunbritton | Scratched |
| 12 September 1885 | Vale of Teith | 9 | - | 1 | Oban | |
| Walkover | West Calder | | | | Newcastleton | Scratched |
| 12 September 1885 | Whitefield | 3 | - | 1 | Denistoun Athletic | |
| 12 September 1885 | Wishaw Swifts | 2 | - | 0 | Rutherglen | |
| 12 September 1885 | Woodvale | 3 | - | 2 | Mearns Athletic | |
| 12 September 1885 | Yoker | 5 | - | 1 | Dumbarton Union | Match declared void |
| Bye | Alloa Athletic | | | | | |
| Bye | Dykehead | | | | | |
| Bye | Pilgrims | | | | | |
| Bye | Queen of the South Wanderers | | | | | |
| Replays |
| 19 September 1885 | Bo'ness | 5 | - | 1 | Broxburn Shamrock | |
| 19 September 1885 | Bonhill | 6 | - | 0 | Lenzie | |
| 19 September 1885 | Broughty | 3 | - | 3 | Dundee West End | Both teams qualified for next round |
| 26 September 1885 | Dumbarton Union | 0 | - | 1 | Yoker | |
| 19 September 1885 | Grahamston | 2 | - | 4 | Grasshoppers | |
| 26 September 1885 | Heart of Midlothian | 1 | - | 0 | St Bernard's | |
| 19 September 1885 | Jamestown | 0 | - | 1 | Albion | |
| 26 September 1885 | Monkcastle | 2 | - | 0 | Lanemark | |
| 26 September 1885 | Southern Athletic | 1 | - | 2 | Cambridge | |
| 19 September 1885 | Strathmore (Dundee) | 1 | - | 4 | Dundee East End | |
| 19 September 1885 | Thornliebank | 2 | - | 0 | Paisley Hibernian | |
| Second round |
| 3 October 1885 | 5th Kirkcudbrightshire Rifle Volunteers | 3 | - | 1 | Queen of the South Wanderers | Match declared void |
| 3 October 1885 | Airdrienonians | 15 | - | 2 | Cambuslang Hibernian | |
| Walkover | Albion | | | | Dumbarton Rock | Scratched |
| 3 October 1885 | Albion Rovers | 2 | - | 2 | Wishaw Swifts | |
| 3 October 1885 | Arbroath | 9 | - | 1 | Forfar Athletic | |
| 3 October 1885 | Arthurlie | 2 | - | 0 | Woodvale | |
| 3 October 1885 | Bo'ness | 8 | - | 1 | Norton Park | |
| Walkover | Cambuslang | | | | Hamilton Academical | Scratched |
| 3 October 1885 | Clyde | 2 | - | 3 | Thistle | |
| 3 October 1885 | Cowlairs | 3 | - | 2 | Pollokshields Athletic | |
| 3 October 1885 | Dairy | 6 | - | 2 | Lugar Boswell | |
| 3 October 1885 | Dumbarton | 7 | - | 0 | Dumbarton Union | |
| 3 October 1885 | Dumbarton Athletic | 2 | - | 7 | Renton | |
| 3 October 1885 | Dunblane | 10 | - | 0 | Dunfermline Athletic | |
| 3 October 1885 | Dundee East End | 2 | - | 2 | Broughty | |
| 3 October 1885 | Dundee Harp | 4 | - | 1 | Dundee Our Boys | |
| 3 October 1885 | Dundee West End | 4 | - | 5 | Strathmore (Arbroath) | |
| 3 October 1885 | Dykehead | 3 | - | 1 | Tollcross | Dykehead disqualified, Tollcross reinstated |
| 3 October 1885 | Falkirk | 0 | - | 4 | Alloa Athletic | |
| 3 October 1885 | Glasgow University YMCA | 1 | - | 8 | 3rd Lanark Rifle Volunteers | |
| 3 October 1885 | Grasshoppers | 1 | - | 6 | East Stirlingshire | |
| 3 October 1885 | Hibernian | 2 | - | 1 | Heart of Midlothian | |
| 3 October 1885 | Johnstone | 1 | - | 2 | Thornliebank | |
| 3 October 1885 | Kilmarnock | 3 | - | 4 | Hurlford | Match declared void |
| 3 October 1885 | King's Park | 7 | - | 1 | Dunipace | |
| 3 October 1885 | Monkcastle | 2 | - | 4 | Ayr | |
| 3 October 1885 | Neilston | 1 | - | 1 | Port Glasgow Athletic | |
| 3 October 1885 | Northern | 7 | - | 2 | Whitefield | |
| 3 October 1885 | Queen's Park | 1 | - | 0 | Pilgrims | |
| 3 October 1885 | Renfrew | 0 | - | 3 | Abercorn | |
| 3 October 1885 | St Andrew's | 6 | - | 0 | Cambridge | |
| 3 Octoebr 1885 | Vale of Leven | 10 | - | 0 | Bonhill | |
| Walkover | Vale of Teith | | | | Cowdenbeath | Scratched |
| Bye | Cartvale | | | | | |
| Bye | Partick Thistle | | | | | |
| Bye | Thornhill | | | | | |
| Bye | West Calder | | | | | |
| Replays |
| 10 October 1885 | Broughty | 3 | - | 8 | Dundee East End | Match declared void |
| 17 October 1885 | Kilmarnock | 1 | - | 1 | Hurlford | |
| 10 October 1885 | Port Glasgow Athletic | 2 | - | 0 | Neilston | |
| 17 October 1885 | Queen of the South Wanderers | 4 | - | 3 | 5th Kirkcudbrightshire Rifle Volunteers | |
| 10 October 1885 | Wishaw Swifts | 5 | - | 0 | Albion Rovers | |
| 2nd replays |
| 17 October 1885 | Dundee East End | 2 | - | 1 | Broughty | |
| 31 October 1885 | Kilmarnock | 1 | - | 1 | Hurlford | |
| 3rd replay |
| 7 November 1885 | Hurlford | 2 | - | 2 | Kilmarnock | |
| 4th replay |
| 14 November 1885 | Kilmarnock | 1 | - | 5 | Hurlford | |
| Third round |
| 31 October 1885 | 3rd Lanark Rifle Volunteers | 11 | - | 0 | St Andrew's | |
| 24 October 1885 | Airdrieonians | 8 | - | 2 | Tollcross | |
| 24 October 1885 | Albion | 0 | - | 1 | Renton | |
| 24 October 1885 | Alloa Athletic | 0 | - | 12 | Partick Thistle | |
| 24 October 1885 | Arbroath | 7 | - | 1 | Dundee East End | |
| 21 November 1885 | Arthurlie | 5 | - | 0 | Hurlford | |
| 24 October 1885 | Cartvale | 1 | - | 1 | Port Glasgow Athletic | |
| 24 October 1885 | Cowlairs | 2 | - | 1 | Northern | |
| 24 October 1885 | Dairy | 1 | - | 6 | Ayr | |
| 24 October 1885 | Dumbarton | 3 | - | 0 | Thistle | |
| 24 October 1885 | Dundee Harp | 8 | - | 1 | Vale of Teith | |
| 24 October 1885 | East Stirlingshire | 0 | - | 3 | Queen's Park | |
| 24 October 1885 | Hibernian | 6 | - | 0 | Bo'ness | |
| 24 October 1885 | Strathmore (Arbroath) | 3 | - | 1 | Dunblane | |
| 24 October 1885 | Thornhill | 0 | - | 8 | Queen of the South Wanderers | |
| 24 October 1885 | Thornliebank | 1 | - | 5 | Abercorn | |
| Walkover | Vale of Leven | | | | King's Park | Scratched |
| 24 October 1885 | Wishaw Swifts | 3 | - | 0 | West Calder | |
| Bye | Cambuslang | | | | | |
| Replays |
| 31 October 1885 | Port Glasgow Athletic | 4 | - | 2 | Cartvale | |
| Fourth round |
| 14 November 1885 | 3rd Lanark Rifle Volunteers | 3 | - | 2 | Ayr | Match declared void |
| 14 November 1885 | Abercorn | 7 | - | 2 | Strathmore (Arbroath) | |
| 14 November 1885 | Cambuslang | 9 | - | 0 | Wishaw Swifts | |
| 14 November 1885 | Dumbarton | 3 | - | 0 | Partick Thistle | |
| 14 November 1885 | Hibernian | 5 | - | 3 | Arbroath | |
| 28 November 1885 | Queen of the South Wanderers | 1 | - | 3 | Arthurlie | |
| 14 November 1885 | Queen's Park | 1 | - | 0 | Airdrieonians | |
| 14 November 1885 | Renton | 4 | - | 0 | Cowlairs | |
| 14 November 1885 | Vale of Leven | 6 | - | 0 | Dundee Harp | |
| Bye | Port Glasgow Athletic | | | | | |
| Replay |
| 28 November 1885 | Ayr | 3 | - | 3 | 3rd Lanark Rifle Volunteers | |
| 2nd Replay |
| 5 December 1885 | 3rd Lanark Rifle Volunteers | 5 | - | 1 | Ayr | |
| Fifth round |
| 12 December 1885 | 3rd Lanark Rifle Volunteers | 1 | - | 1 | Port Glasgow Athetic | |
| 5 December 1885 | Abercorn | 0 | - | 1 | Cambuslang | |
| 5 December 1885 | Arthurlie | 1 | - | 2 | Queen's Park | |
| 5 December 1885 | Dumbarton | 2 | - | 2 | Hibernian | |
| 5 December 1885 | Renton | 2 | - | 2 | Vale of Leven | |
| Replays |
| 19 December 1885 | 3rd Lanark Rifle Volunteers | 1 | - | 1 | Port Glasgow Athletic | |
| 12 December 1885 | Hibernian | 4 | - | 3 | Dumbarton | |
| 12 December 1885 | Renton | 3 | - | 0 | Vale of Leven | |
| 2nd replay |
| 26 December 1885 | 3rd Lanark Rifle Volunteers | 4 | - | 1 | Port Glasgow Athletic | |
| Quarter-final |
| 16 January 1886 | Hibernian | 3 | - | 2 | Cambuslang | |
| Bye | 3rd Lanark Rifle Volunteers | | | | | |
| Bye | Queen's Park | | | | | |
| Bye | Renton | | | | | |
| Semi-final |
| 16 January 1886 | 3rd Lanark Rifle Volunteers | 0 | - | 3 | Queen's Park | |
| 23 January 1886 | Hibernian | 0 | - | 2 | Renton | |
| Final |
13 February 1886 | Queen's Park | 3 | - | 1 | Renton | Played at Cathkin Park, Glasgow |
7,000 | Lambie, Harrower, Christie | | | | Kelso | Referee: J E McKillop |
