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| 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) |
