| Airdrieonians (Old) v Dundee 22/08/1908 | View match | |
| Dundee v Celtic (Glasgow) FC 29/08/1908 | View match | |
| Partick Thistle FC v Dundee 05/09/1908 | View match | |
| Dundee v Falkirk FC 12/09/1908 | View match | |
| Morton FC v Dundee 19/09/1908 | View match | |
| Dundee v Queens Park FC 26/09/1908 | View match | |
| Rangers (Glasgow) FC v Dundee 28/09/1908 | View match | |
| Hamilton Academicals v Dundee 03/10/1908 | View match | |
| Celtic (Glasgow) FC v Dundee 10/10/1908 | View match | |
| Dundee v Hibernian FC 17/10/1908 | View match | |
| Aberdeen FC v Dundee 24/10/1908 | View match | |
| Dundee v Motherwell FC 31/10/1908 | View match |