| 03/09/2008 18:45 | Queen of the South | Ross County | (0-0) 1-0 | |
| 13/09/2008 14:00 | Clyde | Partick Thistle | (0-1) 1-1 | |
| 13/09/2008 14:00 | Dundee | Dunfermline | (0-0) 0-0 | |
| 13/09/2008 14:00 | Livingston | Airdrie United | (0-1) 1-2 | |
| 13/09/2008 14:00 | Morton | Queen of the South | (0-0) 0-0 | |
| 13/09/2008 14:00 | Ross County | Saint Johnstone | (0-1) 1-2 | |
| 20/09/2008 14:00 | Airdrie United | Clyde | (0-1) 0-2 | |
| 20/09/2008 14:00 | Dundee | Livingston | (0-1) 0-3 | |
| 20/09/2008 14:00 | Dunfermline | Ross County | (2-0) 3-1 | |
| 20/09/2008 14:00 | Partick Thistle | Morton | (1-1) 2-1 | |
| 20/09/2008 14:00 | Queen of the South | Saint Johnstone | (0-0) 2-2 | |
| 27/09/2008 14:00 | Clyde | Queen of the South | (0-0) 0-2 | |
| 27/09/2008 14:00 | Livingston | Partick Thistle | (2-1) 3-1 | |
| 27/09/2008 14:00 | Morton | Dunfermline | (0-0) 1-1 | |
| 27/09/2008 14:00 | Ross County | Airdrie United | (1-0) 2-0 | |
| 27/09/2008 14:00 | Saint Johnstone | Dundee | (0-0) 2-0 |


