| Aberdeen FC v Dundee 14/08/1999 | View match | |
| Aberdeen FC v Livingston FC 17/08/1999 | View match | |
| Heart Of Midlothian (Hearts) v Aberdeen FC 22/08/1999 | View match | |
| Aberdeen FC v St Johnstone FC 29/08/1999 | View match | |
| Rangers (Glasgow) FC v Aberdeen FC 11/09/1999 | View match | |
| Aberdeen FC v Dundee United FC 18/09/1999 | View match | |
| Aberdeen FC v Hibernian FC 02/10/1999 | View match | |
| Aberdeen FC v Falkirk FC 12/10/1999 | View match | |
| Celtic (Glasgow) FC v Aberdeen FC 16/10/1999 | View match | |
| Motherwell FC v Aberdeen FC 20/10/1999 | View match | |
| Aberdeen FC v Kilmarnock FC 23/10/1999 | View match | |
| Aberdeen FC v Rangers (Glasgow) FC 30/10/1999 | View match |