Season 2019-20TBD
 First Preliminary Round
Aug17  5-0  Lothian Thistle Hutchison Vale v Wigtown & Bladnoch  at Albyn Park
Aug10  2-1  Linlithgow Rose v Preston Athletic
Aug10  1-7  St Cuthbert Wanderers v Girvan
Aug10  2-0  Broxburn Athletic v Tynecastle
Aug10  5-0  Banks O’Dee v Glasgow University
Aug10  2-0  Hill of Beath Hawthorn v Blackburn United
Aug10  1-6  EastHouses Lily Miners Welfare v Penicuik Athletic
Aug18  0-4  Colville Park v Whitehill Welfare  at New Tinto Park
Aug10  2-2  Dundonald Bluebell v Auchinleck Talbot
Aug17  6-1  Auchinleck Talbot v Dundonald Bluebell
Aug10  1-0  Camelon Juniors v Newton Stewart
Aug10  1-9  Coldstream v Jeanfield Swifts
Aug10  1-6  Hawick Royal Albert United v Threave Rovers
Aug10  7-0  Lochee United v Burntisland Shipyard
       bye  Golspie Sutherland
 Second Preliminary Round
Sep07  2-5  Jeanfield Swifts v Linlithgow Rose
Aug31  0-1  Girvan v Broxburn Athletic
Aug31  2-0  Banks O’Dee v Golspie Sutherland
Aug31  0-2  Threave Rovers v Hill of Beath Hawthorn
Aug31  5-2  Lochee United v Lothian Thistle Hutchison Vale
Aug31  0-1  Whitehill Welfare v Penicuik Athletic
Aug31  0-2  Camelon Juniors v Auchinleck Talbot
 First Round
Sep21  3-2  Inverurie Loco Works v Wick Academy
Sep21  3-2  Broxburn Athletic v East Stirlingshire
Sep21  5-0  Fort William v Vale of Leithen
Sep21  1-4  Forres Mechanics v Banks O’Dee
Sep21  2-1  Strathspey Thistle v Lossiemouth
Sep20  0-3  Kelty Hearts v Auchinleck Talbot
Sep21  4-1  Buckie Thistle v Civil Service Strollers
Sep21  0-1  Fraserburgh v Bonnyrigg Rose Athletic
Sep21  0-0  Nairn County v Clachnacuddin
Sep28  2-1  Clachnacuddin v Nairn County
Sep21  1-0  Linlithgow Rose v Huntly
Sep21  1-3  Edinburgh University v Lochee United
Sep21  1-5  Cumbernauld Colts v Penicuik Athletic
Sep21  1-0  Gretna 2008 v Hill of Beath Hawthorn
Sep21  1-3  Dalbeattie Star v Gala Fairydean Rovers
Sep21  1-1  Spartans v Deveronvale
Sep30  1-2  Deveronvale v Spartans
Sep21  1-5  Turriff United v Formartine United
Sep21  2-3  Keith v University of Stirling
Sep21  3-4  Caledonian Braves v Rothes  at Bothwellhaugh
 Second Round
Oct20  0-2  University of Stirling v Linlithgow Rose
Oct19  1-1  Albion Rovers v Fort William
Oct26  0-5  Fort William v Albion Rovers
Oct19  3-1  East Kilbride v Gretna 2008
Oct18  3-1  Edinburgh City v Banks O’Dee
Oct19  1-1  Cowdenbeath v Broxburn Athletic
Oct26  3-0  Broxburn Athletic v Cowdenbeath
Oct19  0-7  Clachnacuddin v Brora Rangers
Oct19  1-3  Rothes v Inverurie Loco Works
Oct19  0-2  Spartans v Queen’s Park
Oct19  3-1  Elgin City v Berwick Rangers
Oct19  2-2  Formartine United v Gala Fairydean Rovers
Oct26  1-2  Gala Fairydean Rovers v Formartine United
Oct26  3-0  Penicuik Athletic v Stenhousemuir
Oct19  2-2  Annan Athletic v Brechin City
Oct26  0-2  Brechin City v Annan Athletic
Oct19  1-1  Lochee United v BSC Glasgow
Oct27  2-1  BSC Glasgow v Lochee United
Oct19  1-0  Auchinleck Talbot v Cove Rangers
Oct18  2-0  Bonnyrigg Rose Athletic v Buckie Thistle
Oct19  2-0  Stirling Albion v Strathspey Thistle
 Third Round
Nov23  1-1  Auchinleck Talbot v Arbroath
Nov27  3-0  Arbroath v Auchinleck Talbot
Nov23  1-0  Stranraer v Dunfermline Athletic
Nov23  3-1  Dumbarton v Forfar Athletic
Nov23  1-0  Raith Rovers v Peterhead
Nov23  1-3  Elgin City v Alloa Athletic
Nov23  1-1  Greenock Morton v Brora Rangers
Dec03  1-3  Brora Rangers v Greenock Morton
Nov23  0-4  Formartine United v East Kilbride
Nov23  1-0  Partick Thistle v Penicuik Athletic
Nov23  1-4  Albion Rovers v Airdrieonians
Nov23  1-2  Queen of the South v Queen’s Park
Nov23  4-3  Edinburgh City v Annan Athletic
Nov23  0-2  Stirling Albion v Clyde
Nov23  3-4  East Fife v BSC Glasgow
Nov22  1-4  Linlithgow Rose v Falkirk
Nov23  0-1  Inverurie Loco Works v Broxburn Athletic
Nov23  2-1  Bonnyrigg Rose Athletic v Montrose
 Fourth Round
Jan18  3-0  St Mirren v Broxburn Athletic
Jan18  6-0  Kilmarnock v Queen’s Park
Jan18  5-0  Heart of Midlothian v Airdrieonians
Jan18  2-3  Alloa Athletic v Inverness Caledonian Thistle
Jan18  3-1  Livingston v Raith Rovers
Jan18  0-0  Arbroath v Falkirk
Jan28  2-0  Falkirk v Arbroath
Jan19  2-2  Dundee United v Hibernian
Jan28  4-2  Hibernian v Dundee United
Jan18  1-0  Ayr United v Ross County
Jan18  1-0  Aberdeen v Dumbarton
Jan18  0-1  Bonnyrigg Rose Athletic v Clyde
Jan18  3-0  St Johnstone v Greenock Morton
Jan18  5-0  Hamilton Academical v Edinburgh City
Jan18  1-2  Partick Thistle v Celtic
Jan18  1-3  East Kilbride v BSC Glasgow
Jan18  0-3  Dundee v Motherwell
Jan17  2-0  Rangers v Stranraer
 Fifth Round
Feb08  1-0  Inverness Caledonian Thistle v Livingston
Feb09  0-3  Clyde v Celtic
Feb09  1-4  BSC Glasgow v Hibernian
Feb08  1-1  St Mirren v Motherwell
Feb18  4-4  Motherwell v St Mirren a.e.t. 4-4 pens 2-3
Feb08  1-2  Ayr United v St Johnstone
Feb08  0-0  Aberdeen v Kilmarnock
Feb19  3-4  Kilmarnock v Aberdeen a.e.t. 1-1
Feb08  1-4  Hamilton Academical v Rangers
Feb08  0-1  Falkirk v Heart of Midlothian
 Sixth Round
Feb28  5-2  Hibernian v Inverness Caledonian Thistle
Feb29  0-2  St Mirren v Aberdeen
Mar01  0-1  St Johnstone v Celtic
Feb29  1-0  Heart of Midlothian v Rangers
 Semi-finals
Apr1x   –   Celtic v Aberdeen
Apr1x   –   Heart of Midlothian v Hibernian