1. Round
27/07/2013 15:00 Formartine United - East Stirlingshire FC 2:0 (2:0)
15:00 Stenhousemuir FC - Arbroath FC 3:2 (1:2, 2:2, 4:4) pso
15:00 Forfar Athletic - East Fife FC 2:1 (2:1)
15:00 Elgin City - Montrose FC 2:0 (0:0)
15:00 Cowdenbeath FC - Dunfermline Athletic 1:3 (1:1)
15:00 Peterhead FC - Brechin City FC 2:1 (1:1)
15:00 Alloa Athletic - Dundee FC 0:1 (0:0)
15:00 Raith Rovers - Stirling Albion FC 2:1 (0:0)
15:00 Annan Athletic - Greenock Morton FC 1:0 (0:0)
15:00 Berwick Rangers - Livingston FC 3:2 (1:0, 1:1) aet
15:00 Queen's Park FC - Ayr United 1:2 (1:0)
15:00 Queen Of The South - The Spartans FC 4:0 (3:0)
15:00 Clyde FC - Falkirk FC 1:2 (0:0)
15:00 Stranraer FC - Dumbarton FC 4:2 (1:2)
15:00 Airdrieonians FC - Hamilton Academical 2:1
28/07/2013 16:05 Albion Rovers - Rangers FC 0:4 (0:2)
Round of 16
20/08/2013 19:45 Dundee FC - Forfar Athletic 3:1 (0:0, 1:1) aet
19:45 Peterhead FC - Stenhousemuir FC 1:3 (1:0, 1:1) aet
19:45 Dunfermline Athletic - Raith Rovers 0:2 (0:1)
19:45 Stranraer FC - Annan Athletic 2:3 (1:2)
19:45 Ayr United - Falkirk FC 1:2 (1:0, 1:1) aet
19:45 Airdrieonians FC - Queen Of The South 0:2 (0:1)
21/08/2013 19:30 Formartine United - Elgin City 5:1 (1:1)
27/08/2013 19:45 Rangers FC - Berwick Rangers 2:0 (0:0)
Quarter-finals
07/09/2013 15:00 Raith Rovers - Falkirk FC 1:0 (0:0)
15:00 Dundee FC - Stenhousemuir FC 4:5 (0:0, 1:1, 1:1) pso
15:00 Annan Athletic - Formartine United 4:0 (0:0)
17/09/2013 19:45 Queen Of The South - Rangers FC 0:3 (0:1)
Semi-finals
13/10/2013 16:05 Raith Rovers - Annan Athletic 3:0
29/10/2013 19:35 Stenhousemuir FC - Rangers FC 0:1
Final
06/04/2014 16:05 Raith Rovers - Rangers FC 1:0 (0:0, 0:0) aet