| 04/10/2008 14:00 | Clyde | Dunfermline | (0-2) 0-2 | |
| 04/10/2008 14:00 | Partick Thistle | Dundee | (0-0) 0-0 | |
| 04/10/2008 14:00 | Queen of the South | Livingston | (3-1) 6-1 | |
| 04/10/2008 14:00 | Ross County | Morton | (0-0) 3-0 | |
| 04/10/2008 14:00 | Saint Johnstone | Airdrie United | (1-0) 3-1 | |
| 18/10/2008 14:00 | Airdrie United | Queen of the South | (2-0) 2-0 | |
| 18/10/2008 14:00 | Dundee | Ross County | (0-2) 1-2 | |
| 18/10/2008 14:00 | Dunfermline | Partick Thistle | (1-0) 1-0 | |
| 18/10/2008 14:00 | Livingston | Saint Johnstone | (0-1) 0-1 | |
| 18/10/2008 14:00 | Morton | Clyde | (1-0) 1-0 | |
| 25/10/2008 14:00 | Clyde | Livingston | (0-1) 2-1 | |
| 25/10/2008 14:00 | Morton | Dundee | (1-0) 2-0 | |
| 25/10/2008 14:00 | Ross County | Queen of the South | (0-1) 0-2 | |
| 25/10/2008 14:00 | Saint Johnstone | Partick Thistle | (1-0) 3-0 |


