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| 12/01/2008 | 15:00 | Celtic FC | - | Stirling Albion FC | 3:0 | |
| 15:00 | Falkirk FC | - | Aberdeen FC | 2:2 | ||
| 15:00 | Hamilton Academical | - | Brechin City FC | 0:0 | ||
| 15:00 | Heart of Midlothian | - | Motherwell FC | 2:2 | ||
| 15:00 | Hibernian FC | - | Inverness CT | 3:0 | ||
| 15:00 | Greenock Morton FC | - | Gretna FC | 2:2 | ||
| 15:00 | Queen Of The South | - | Linlithgow Rose | 4:0 | ||
| 15:00 | St. Mirren FC | - | Dumbarton FC | 3:0 | ||
| 15/01/2008 | 19:45 | Huntly FC | - | Dundee FC | 1:3 | |
| 19:45 | Livingston FC | - | Cowdenbeath FC | 2:0 | ||
| 19:45 | St. Johnstone FC | - | Raith Rovers | 3:1 | ||
| 16/01/2008 | 19:45 | Clyde FC | - | Dundee United | 0:1 | |
| 22/01/2008 | 19:45 | Partick Thistle | - | Dunfermline Athletic | 2:1 | |
| 23/01/2008 | 19:45 | Cove Rangers | - | Ross County FC | 2:4 | |
| 19:45 | Rangers FC | - | East Stirlingshire FC | 6:0 | ||
| 28/01/2008 | 19:45 | Airdrie United FC | - | Kilmarnock FC | 0:2 | |
| decisive matches | ||||||
|---|---|---|---|---|---|---|
| 22/01/2008 | 19:45 | Aberdeen FC | - | Falkirk FC | 2:1 | |
| 19:45 | Motherwell FC | - | Heart of Midlothian | 1:0 | ||
| 28/01/2008 | 19:45 | Brechin City FC | - | Hamilton Academical | 2:1 aet | |
| 19:45 | Gretna FC | - | Greenock Morton FC | 0:3 | ||
