1er tour
21.09.2018 21:00 Inverurie Loco Works - Fraserburgh FC 3:4 (1:4)
22.09.2018 16:00 Brora Rangers FC - Turriff United 4:3
16:00 Gala Fairydean Rovers - Lossiemouth FC 6:0
16:00 Edusport Academy - Buckie Thistle 3:1
16:00 Nairn County FC - Beith Juniors FC 1:3
16:00 Forres Mechanics FC - Civil Service Strollers 2:2
16:00 Burntisland Shipyard - Cumbernauld Colts 1:4
16:00 Linlithgow Rose - Fort William FC 3:0
16:00 Gretna FC 2008 - Vale of Leithen FC 3:2
16:00 Dalbeattie Star - Kelty Hearts 0:0
16:00 Rothes FC - Clachnacuddin FC 4:0
16:00 Whitehill Welfare - Edinburgh University AFC 1:0
16:00 Wick Academy FC - Auchinleck Talbot 1:2
16:00 Strathspey Thistle FC - Coldstream FC 0:2
16:00 Deveronvale FC - Bonnyrigg Rose Athletic 2:1
16:00 Huntly FC - East Stirlingshire FC 1:4
23.09.2018 16:00 University of Stirling FC - Keith FC 2:1
29.09.2018 16:00 Kelty Hearts - Dalbeattie Star 3:1
16:00 Civil Service Strollers - Forres Mechanics FC 2:1
2e tour
20.10.2018 16:00 Albion Rovers - Formartine United 0:2
16:00 Beith Juniors FC - Linlithgow Rose 4:0
16:00 Berwick Rangers - Gretna FC 3:1
16:00 Brora Rangers FC - Coldstream FC 6:0
16:00 Cove Rangers - Auchinleck Talbot 1:1
16:00 Cowdenbeath FC - Clyde FC 2:1
16:00 Cumbernauld Colts - BSC Glasgow 1:4
16:00 Deveronvale FC - University of Stirling FC 1:2
16:00 East Kilbride FC - The Spartans FC 3:1
16:00 Edinburgh City FC - Civil Service Strollers 1:0
16:00 Edusport Academy - Fraserburgh FC 1:2
16:00 Elgin City - Whitehill Welfare 2:0
16:00 Gala Fairydean Rovers - East Stirlingshire FC 2:0
16:00 Peterhead FC - Kelty Hearts 3:2
16:00 Rothes FC - Annan Athletic 0:1
16:00 Stirling Albion FC - Queen's Park FC 1:2
27.10.2018 15:30 Auchinleck Talbot - Cove Rangers 2:1
3e tour
24.11.2018 14:30 Beith Juniors FC - Ayr United 0:3 (0:0)
16:00 Airdrieonians FC - Dumbarton FC 3:0 (2:0)
16:00 Alloa Athletic - Brechin City FC 3:0 (1:0)
16:00 Arbroath FC - Stranraer FC 0:1 (0:0)
16:00 Berwick Rangers - East Fife FC 1:2 (0:2)
16:00 Cowdenbeath FC - Brora Rangers FC 1:0 (1:0)
16:00 East Kilbride FC - Gala Fairydean Rovers 1:0 (0:0)
16:00 Forfar Athletic - BSC Glasgow 2:0 (0:0)
16:00 Fraserburgh FC - Auchinleck Talbot 0:1 (0:0)
16:00 Greenock Morton FC - Peterhead FC 1:1 (1:1)
16:00 Montrose FC - Annan Athletic 0:0 (0:0)
16:00 Queen Of The South - Formartine United 4:1 (3:1)
16:00 Queen's Park FC - Raith Rovers 0:3 (0:2)
16:00 Stenhousemuir FC - Falkirk FC 4:2 (2:2)
16:00 University of Stirling FC - Elgin City 0:4 (0:2)
25.11.2018 16:00 Edinburgh City FC - Inverness CT 1:1 (0:1)
27.11.2018 20:45 Annan Athletic - Montrose FC 3:4 (0:4)
20:45 Peterhead FC - Greenock Morton FC 0:3 (0:1)
04.12.2018 20:45 Inverness CT - Edinburgh City FC 6:1 (2:1)
4e tour
19.01.2019 13:15 Auchinleck Talbot - Ayr United 1:0 (0:0)
16:00 East Fife FC - Greenock Morton FC 2:1 (1:1)
16:00 St. Mirren FC - Alloa Athletic 3:2 (0:2)
16:00 Inverness CT - East Kilbride FC 4:0 (3:0)
16:00 Hibernian FC - Elgin City 4:0 (3:0)
16:00 Aberdeen FC - Stenhousemuir FC 1:1 (1:0)
16:00 St. Johnstone FC - Hamilton Academical 2:0 (2:0)
16:00 Dundee FC - Queen Of The South 1:1 (1:1)
16:00 Motherwell FC - Ross County FC 1:2 (0:0)
16:00 Raith Rovers - Dunfermline Athletic 3:0 (0:0)
16:00 Montrose FC - Dundee United 0:4 (0:2)
16:00 Kilmarnock FC - Forfar Athletic 2:0 (1:0)
16:00 Partick Thistle - Stranraer FC 4:1 (1:0)
18:15 Celtic FC - Airdrieonians FC 3:0 (1:0)
20.01.2019 15:30 Heart of Midlothian - Livingston FC 1:0 (0:0)
30.01.2019 20:45 Cowdenbeath FC - Rangers FC 1:3 (0:3)
29.01.2019 20:30 Stenhousemuir FC - Aberdeen FC 1:4 (0:3)
20:45 Queen Of The South - Dundee FC 3:0 (2:0)
tour des 16
09.02.2019 16:00 Hibernian FC - Raith Rovers 3:1 (2:0)
16:00 St. Mirren FC - Dundee United 1:2 (0:2)
16:00 East Fife FC - Partick Thistle 0:1 (0:0)
18:15 Kilmarnock FC - Rangers FC 0:0 (0:0)
10.02.2019 14:30 Celtic FC - St. Johnstone FC 5:0 (2:0)
16:00 Heart of Midlothian - Auchinleck Talbot 4:0 (3:0)
16:30 Aberdeen FC - Queen Of The South 4:1 (0:0)
11.02.2019 20:15 Ross County FC - Inverness CT 2:2 (0:1)
19.02.2019 20:45 Inverness CT - Ross County FC 5:4 (0:1, 2:2, 2:2) tab
20.02.2019 20:45 Rangers FC - Kilmarnock FC 5:0 (2:0)
Quarts de finale
02.03.2019 18:15 Hibernian FC - Celtic FC 0:2 (0:0)
03.03.2019 14:30 Aberdeen FC - Rangers FC 1:1 (1:0)
16:30 Dundee United - Inverness CT 1:2 (0:1)
04.03.2019 20:05 Partick Thistle - Heart of Midlothian 1:1 (0:1)
12.03.2019 20:45 Rangers FC - Aberdeen FC 0:2 (0:1)
20:45 Heart of Midlothian - Partick Thistle 2:1 (2:1)
Demi-finales
13.04.2019 13:15 Heart of Midlothian - Inverness CT 3:0 (0:0)
14.04.2019 15:00 Aberdeen FC - Celtic FC 0:3 (0:1)
Finale
25.05.2019 16:00 Heart of Midlothian - Celtic FC 1:2 (0:0)