| Raith Rovers FC v Dundee 13/10/1990 | View match | |
| Alloa Athletic FC v Dundee 16/10/1990 | View match | |
| Dundee v Falkirk FC 20/10/1990 | View match | |
| Raith Rovers FC v Dundee 23/10/1990 | View match | |
| Brechin City FC v Dundee 27/10/1990 | View match | |
| Kilmarnock FC v Dundee 30/10/1990 | View match | |
| Dundee v Meadowbank Thistle 03/11/1990 | View match | |
| Ayr United FC v Dundee 11/11/1990 | View match | |
| Partick Thistle FC v Dundee 17/11/1990 | View match | |
| Dundee v Morton FC 20/11/1990 | View match | |
| Airdrieonians (Old) v Dundee 24/11/1990 | View match | |
| Dundee v Ayr United FC 01/12/1990 | View match |