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| 18.08.2014 | 20:35 | Rangers FC | - | Clyde FC | 8:1 (5:0) | |
| 19.08.2014 | 20:30 | Brora Rangers FC | - | East Fife FC | 2:3 (2:2) | |
| 20:45 | Greenock Morton FC | - | Berwick Rangers | 5:2 (2:1, 2:2) n.V. | ||
| 20:45 | Brechin City FC | - | Peterhead FC | 0:2 (0:1) | ||
| 20:45 | Stirling Albion FC | - | Alloa Athletic | 1:2 (0:0) | ||
| 20:45 | Stranraer FC | - | Albion Rovers | 2:1 (2:0) | ||
| 20:45 | Dunfermline Athletic | - | Falkirk FC | 1:2 (0:0) | ||
| 20.08.2014 | 20:45 | Livingston FC | - | Heart of Midlothian | 4:1 (1:0) |
