| Dundee v Annan Athletic FC 04/10/2009 | View match | |
| Dundee v Partick Thistle FC 10/10/2009 | View match | |
| Ayr United FC v Dundee 14/10/2009 | View match | |
| Morton FC v Dundee 17/10/2009 | View match | |
| Dundee v Raith Rovers FC 24/10/2009 | View match | |
| Dundee v Rangers (Glasgow) FC 27/10/2009 | View match | |
| Dunfermline Athletic v Dundee 31/10/2009 | View match | |
| Dundee v Airdrieonians (Old) 07/11/2009 | View match | |
| Dundee v Queen Of The South FC 14/11/2009 | View match | |
| Dundee v Inverness Caledonian Thistle 22/11/2009 | View match | |
| Ross County FC v Dundee 01/12/2009 | View match | |
| Partick Thistle FC v Dundee 05/12/2009 | View match |