| Aberdeen FC v Dundee 01/01/1959 | View match | |
| Dundee v Raith Rovers FC 03/01/1959 | View match | |
| Kilmarnock FC v Dundee 10/01/1959 | View match | |
| Motherwell FC v Dundee 24/01/1959 | View match | |
| Dundee v Rangers (Glasgow) FC 28/01/1959 | View match | |
| Fraserburgh v Dundee 31/01/1959 | View match | |
| Heart Of Midlothian (Hearts) v Dundee 07/02/1959 | View match | |
| Dundee v St Mirren FC 21/02/1959 | View match | |
| Dundee v Clyde 28/02/1959 | View match | |
| Celtic (Glasgow) FC v Dundee 04/03/1959 | View match | |
| Stirling Albion FC v Dundee 07/03/1959 | View match | |
| Dundee v Queen Of The South FC 14/03/1959 | View match |