| Kilmarnock FC v Dundee 25/09/1999 | View match | |
| Dundee v Rangers (Glasgow) FC 02/10/1999 | View match | |
| Dundee v Dundee United FC 17/10/1999 | View match | |
| Hibernian FC v Dundee 23/10/1999 | View match | |
| Dundee v Heart Of Midlothian (Hearts) 30/10/1999 | View match | |
| St Johnstone FC v Dundee 06/11/1999 | View match | |
| Dundee v Motherwell FC 20/11/1999 | View match | |
| Rangers (Glasgow) FC v Dundee 28/11/1999 | View match | |
| Dundee United FC v Dundee 12/12/1999 | View match | |
| Dundee v St Johnstone FC 27/12/1999 | View match | |
| Heart Of Midlothian (Hearts) v Dundee 22/01/2000 | View match | |
| Dundee v Kilmarnock FC 26/01/2000 | View match |