Season 1985-86Aberdeen
 Qualifying Cup North First Round
Sep07  0-5  Aberdeen University v Deveronvale
Sep07  3-0  Inverness Caledonian v Ross County
Sep07  1-1  Fort William v Wick Academy
Sep14  3-5  Wick Academy v Fort William a.e.t. 3-3
Sep07  4-3  Inverness Thistle v Forres Mechanics
 Qualifying Cup North Second Round
Sep21  1-0  Inverness Caledonian v Deveronvale
Sep21  5-4  Fort William v Lossiemouth
Sep21  0-0  Inverness Thistle v Fraserburgh
Sep28  0-1  Fraserburgh v Inverness Thistle
Sep21  1-0  Nairn County v Rothes
Sep21  5-0  Keith v Golspie Sutherland
Sep21  3-2  Huntly v Brora Rangers
Sep21  2-3  Elgin City v Buckie Thistle
Sep21  3-0  Peterhead v Clachnacuddin
 Qualifying Cup North Third Round
Oct05  2-1  Buckie Thistle v Keith
Oct05  1-0  Fort William v Inverness Thistle
Oct05  1-0  Nairn County v Huntly
Oct05  2-1  Peterhead v Inverness Caledonian
 Qualifying Cup North Semi-finals – teams qualified for the cup proper
Oct19  2-0  Buckie Thistle v Fort William
Oct19  1-1  Peterhead v Nairn County
Oct26  0-1  Nairn County v Peterhead a.e.t. 0-0
 Qualifying Cup North Final
Nov16  1-5  Buckie Thistle v Peterhead  at Kynoch Park
 First Round
Dec07  3-0  Queen’s Park v Buckie Thistle
Dec07  0-0  Berwick Rangers v Cowdenbeath
Dec11  0-2  Cowdenbeath v Berwick Rangers
Dec07  8-1  Albion Rovers v Gala Fairydean
Dec07  1-0  St Johnstone v Queen of the South
Dec07  2-0  Dunfermline Athletic v Raith Rovers
Dec07  3-2  Meadowbank Thistle v East Stirlingshire
 Second Round
Jan04  2-1  Queen’s Park v Albion Rovers
Jan04  0-0  Fort William v Stirling Albion
Jan11  6-0  Stirling Albion v Fort William
Jan04  1-2  Stranraer v Berwick Rangers
Jan11  1-2  Peterhead v Arbroath
Jan04  0-0  Stenhousemuir v Whitehill Welfare
Jan11  2-3  Whitehill Welfare v Stenhousemuir
Jan04  0-5  Threave Rovers v Dunfermline Athletic
Jan11  1-1  Nairn County v Meadowbank Thistle
Jan13  1-2  Meadowbank Thistle v Nairn County
Jan11  1-2  Hawick Royal Albert v St Johnstone
 Third Round
Feb03  2-1  Hamilton Academical v Forfar Athletic
Jan25  1-0  Ayr United v Stenhousemuir
Jan25  0-0  Airdrieonians v Partick Thistle
Feb03  1-2  Partick Thistle v Airdrieonians
Jan25  1-0  Queen’s Park v Dumbarton
Jan25  3-2  Heart of Midlothian v Rangers
Jan25  4-0  Dundee United v Greenock Morton
Jan25  0-0  Arbroath v Clyde
Feb03  1-2  Clyde v Arbroath
Jan25  1-1  Motherwell v Brechin City
Feb11  1-1  Brechin City v Motherwell a.e.t. 1-1
Feb12  2-0  Motherwell v Brechin City  at Tannadice Park
Jan25  2-3  Berwick Rangers v Alloa Athletic
Feb05  4-1  Aberdeen v Montrose
Jan25  0-0  Clydebank v Falkirk
Feb03  1-0  Falkirk v Clydebank
Jan25  1-0  Kilmarnock v Stirling Albion
Jan26  2-0  Hibernian v Dunfermline Athletic
Jan25  1-1  East Fife v St Mirren
Feb04  3-1  St Mirren v East Fife
Jan25  0-7  Nairn County v Dundee
Jan25  2-0  Celtic v St Johnstone
 Fourth Round
Feb16  1-0  Hibernian v Ayr United
Feb15  0-1  Arbroath v Aberdeen
Feb15  1-1  Dundee United v Kilmarnock
Feb19  0-1  Kilmarnock v Dundee United
Mar05  1-2  Alloa Athletic v Motherwell
Mar04  1-1  St Mirren v Falkirk
Mar05  0-3  Falkirk v St Mirren
Feb19  2-0  Dundee v Airdrieonians
Mar03  1-2  Hamilton Academical v Heart of Midlothian
Feb15  2-1  Celtic v Queen’s Park
 Fifth Round
Mar08  0-1  Motherwell v Dundee United
Mar08  4-3  Hibernian v Celtic
Mar09  4-1  Heart of Midlothian v St Mirren
Mar08  2-2  Dundee v Aberdeen
Mar12  2-1  Aberdeen v Dundee a.e.t. 1-1
Apr05  0-1  Dundee United v Heart of Midlothian  at Hampden Park
Apr05  0-3  Hibernian v Aberdeen  at Dens Park
May10  0-3  Heart of Midlothian v Aberdeen  at Hampden Park