| Dundee v Dundee United FC 02/01/1999 | View match | |
| Greenock Morton v Dundee 23/01/1999 | View match | |
| Dundee v Rangers (Glasgow) FC 27/01/1999 | View match | |
| Kilmarnock FC v Dundee 30/01/1999 | View match | |
| Dundee v Motherwell FC 06/02/1999 | View match | |
| Rangers (Glasgow) FC v Dundee 20/02/1999 | View match | |
| Dundee v St Johnstone FC 27/02/1999 | View match | |
| Dunfermline Athletic v Dundee 13/03/1999 | View match | |
| Dundee v Heart Of Midlothian (Hearts) 20/03/1999 | View match | |
| Celtic (Glasgow) FC v Dundee 03/04/1999 | View match | |
| Motherwell FC v Dundee 10/04/1999 | View match | |
| Dundee v Rangers (Glasgow) FC 18/04/1999 | View match |