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| 27.07.2013 | 16:00 | Formartine United | - | East Stirlingshire FC | 2:0 (2:0) | |
| 16:00 | Stenhousemuir FC | - | Arbroath FC | 3:2 (1:2, 2:2, 4:4) i.E. | ||
| 16:00 | Forfar Athletic | - | East Fife FC | 2:1 (2:1) | ||
| 16:00 | Elgin City | - | Montrose FC | 2:0 (0:0) | ||
| 16:00 | Cowdenbeath FC | - | Dunfermline Athletic | 1:3 (1:1) | ||
| 16:00 | Peterhead FC | - | Brechin City FC | 2:1 (1:1) | ||
| 16:00 | Alloa Athletic | - | Dundee FC | 0:1 (0:0) | ||
| 16:00 | Raith Rovers | - | Stirling Albion FC | 2:1 (0:0) | ||
| 16:00 | Annan Athletic | - | Greenock Morton FC | 1:0 (0:0) | ||
| 16:00 | Berwick Rangers | - | Livingston FC | 3:2 (1:0, 1:1) n.V. | ||
| 16:00 | Queen's Park FC | - | Ayr United | 1:2 (1:0) | ||
| 16:00 | Queen Of The South | - | The Spartans FC | 4:0 (3:0) | ||
| 16:00 | Clyde FC | - | Falkirk FC | 1:2 (0:0) | ||
| 16:00 | Stranraer FC | - | Dumbarton FC | 4:2 (1:2) | ||
| 16:00 | Airdrieonians FC | - | Hamilton Academical | 2:1 | ||
| 28.07.2013 | 17:05 | Albion Rovers | - | Rangers FC | 0:4 (0:2) |
