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| 23.07.2011 | 14:00 | Deveronvale FC | - | Stirling Albion FC | 1:3 (0:1) | |
| 16:00 | Raith Rovers | - | Cowdenbeath FC | 2:1 (0:0) | ||
| 16:00 | Airdrie United FC | - | Livingston FC | 0:5 (0:0) | ||
| 16:00 | Stranraer FC | - | Greenock Morton FC | 0:8 (0:2) | ||
| 16:00 | Arbroath FC | - | Dundee FC | 1:2 (0:0, 1:1) n.V. | ||
| 16:00 | Brechin City FC | - | Falkirk FC | 1:2 (1:2) | ||
| 16:00 | Clyde FC | - | Berwick Rangers | 3:4 (1:2, 2:2, 2:2) i.E. | ||
| 16:00 | Forfar Athletic | - | Buckie Thistle | 5:4 (1:1, 1:1, 1:1) i.E. | ||
| 16:00 | Montrose FC | - | East Fife FC | 1:6 (0:3) | ||
| 16:00 | Albion Rovers | - | Annan Athletic | 0:2 (0:1) | ||
| 16:00 | Queen's Park FC | - | Hamilton Academical | 0:2 (0:0) | ||
| 16:00 | Partick Thistle | - | Stenhousemuir FC | 2:1 (1:0) | ||
| 16:00 | Peterhead FC | - | Alloa Athletic | 5:4 (1:1, 2:2, 2:2) i.E. | ||
| 16:00 | Ross County FC | - | Elgin City | 1:2 (1:1) | ||
| 16:00 | Ayr United | - | Queen Of The South | 2:0 (0:0, 0:0) n.V. | ||
| 24.07.2011 | 16:00 | Dumbarton FC | - | East Stirlingshire FC | 3:2 (0:0) |
