1er tour
14.08.2018 20:00 Kilmarnock FC (R) - St. Mirren FC (R) 1:2 (0:1)
14.08.2018 20:30 Heart of Midlothian (R) - Ross County FC Ross County FC 1:2 (1:2)
14.08.2018 20:30 Stenhousemuir FC Stenhousemuir FC - Queen Of The South Queen Of The South 0:3 (0:0)
14.08.2018 20:30 Rangers FC (R) - Falkirk FC Falkirk FC 1:2 (0:2)
14.08.2018 20:45 Dundee FC (R) - Hibernian FC (R) Hibernian FC (R) 2:1 (1:1, 2:2) tab
14.08.2018 20:45 Peterhead FC Peterhead FC - Brechin City FC Brechin City FC 2:1 (0:1)
14.08.2018 20:45 Inverness CT Inverness CT - Dunfermline Athletic Dunfermline Athletic 1:2 (0:1)
14.08.2018 20:45 Raith Rovers Raith Rovers - Aberdeen FC (R) Aberdeen FC (R) 3:1 (3:0)
14.08.2018 20:45 Alloa Athletic Alloa Athletic - Stirling Albion FC Stirling Albion FC 3:1 (2:0)
14.08.2018 20:45 Cowdenbeath FC Cowdenbeath FC - East Fife FC East Fife FC 1:3 (1:0)
14.08.2018 20:45 Queen's Park FC Queen's Park FC - Ayr United Ayr United 4:2 (0:0, 0:0) tab
14.08.2018 20:45 Hamilton Academical (R) - Clyde FC Clyde FC 4:1 (1:1)
14.08.2018 20:45 East Stirlingshire FC East Stirlingshire FC - Motherwell FC (R) Motherwell FC (R) 0:3 (0:3)
14.08.2018 20:45 Annan Athletic Annan Athletic - Celtic FC (R) Celtic FC (R) 4:0 (1:0)
14.08.2018 20:45 Edinburgh City FC Edinburgh City FC - Albion Rovers Albion Rovers 3:1 (0:1)
14.08.2018 20:45 Stranraer FC Stranraer FC - Partick Thistle Partick Thistle 0:5 (0:3)
14.08.2018 20:45 Dumbarton FC Dumbarton FC - Greenock Morton FC Greenock Morton FC 2:1 (2:1)
14.08.2018 20:45 Berwick Rangers Berwick Rangers - Airdrieonians Airdrieonians 0:3 (0:3)
14.08.2018 21:00 Inverurie Loco Works Inverurie Loco Works - Formartine United Formartine United 0:1 (0:0)
15.08.2018 20:45 Elgin City Elgin City - Arbroath FC Arbroath FC 6:7 (0:0, 1:1) tab
15.08.2018 20:45 Dundee United Dundee United - St. Johnstone FC (R) 3:2 (0:1)
15.08.2018 20:45 Cove Rangers Cove Rangers - Montrose FC Montrose FC 3:4 (1:1, 2:2) tab
15.08.2018 20:45 East Kilbride FC - Spartans FC Spartans FC 5:4 (0:1, 1:1) tab
21.08.2018 20:45 Livingston FC (R) - Forfar Athletic Forfar Athletic
2e tour
06.09.2018 20:00 Dundee FC (R) - Motherwell FC (R) Motherwell FC (R) 1:2 (1:1)
08.09.2018 14:00 Boreham Wood Boreham Wood - Dunfermline Athletic Dunfermline Athletic 5:6 (0:0, 0:0) tab
08.09.2018 15:30 Queen Of The South Queen Of The South - Crusaders FC Crusaders FC 4:3 (4:0)
08.09.2018 16:00 Falkirk FC Falkirk FC - Nomads of Connah's Quay Nomads of Connah's Quay 0:1 (0:0)
08.09.2018 16:00 Airdrieonians Airdrieonians - Sutton United Sutton United 0:1 (0:1)
08.09.2018 16:00 Peterhead FC Peterhead FC - Bohemian FC Bohemian FC 0:1 (0:0)
08.09.2018 16:00 East Fife FC East Fife FC - Partick Thistle Partick Thistle 2:1 (0:1)
08.09.2018 16:00 Arbroath FC Arbroath FC - Annan Athletic Annan Athletic 3:0 (1:0)
08.09.2018 16:00 Dumbarton FC Dumbarton FC - Montrose FC Montrose FC 0:1 (0:1)
08.09.2018 16:00 Dundee United Dundee United - Alloa Athletic Alloa Athletic 4:5 (1:0, 1:1) tab
08.09.2018 16:00 East Kilbride FC - Edinburgh City FC Edinburgh City FC 2:3 (0:1)
08.09.2018 16:00 St. Mirren FC (R) - Hamilton Academical (R) 3:2 (2:1)
08.09.2018 16:00 Ross County FC Ross County FC - Raith Rovers Raith Rovers 5:0 (5:0)
08.09.2018 20:35 The New Saints The New Saints - Queen's Park FC Queen's Park FC 2:4 (1:0, 2:2) tab
08.09.2018 20:45 Coleraine FC Coleraine FC - Formartine United Formartine United 2:1 (1:1, 1:1) tab
08.09.2018 20:45 Sligo Rovers Sligo Rovers - Livingston FC (R) 4:1 (1:1)
tour des 16
12.10.2018 20:35 Arbroath FC Arbroath FC - Edinburgh City FC Edinburgh City FC -:-
13.10.2018 16:00 East Fife FC East Fife FC - Queen Of The South Queen Of The South -:-
13.10.2018 16:00 Bohemian FC Bohemian FC - Sutton United Sutton United -:-
13.10.2018 16:00 Dunfermline Athletic Dunfermline Athletic - Alloa Athletic Alloa Athletic -:-
13.10.2018 16:00 Ross County FC Ross County FC - Montrose FC Montrose FC -:-
13.10.2018 16:00 St. Mirren FC (R) - Queen's Park FC Queen's Park FC -:-
13.10.2018 16:00 Motherwell FC (R) Motherwell FC (R) - Sligo Rovers Sligo Rovers -:-
13.10.2018 20:30 Nomads of Connah's Quay Nomads of Connah's Quay - Coleraine FC Coleraine FC -:-