| Dundee v East Stirlingshire FC 08/10/1938 | View match | |
| Dundee v East Fife FC 15/10/1938 | View match | |
| Cowdenbeath FC v Dundee 22/10/1938 | View match | |
| Dumbarton v Dundee 29/10/1938 | View match | |
| Dundee v Airdrieonians (Old) 05/11/1938 | View match | |
| Kings Park v Dundee 12/11/1938 | View match | |
| Alloa Athletic FC v Dundee 19/11/1938 | View match | |
| Dundee v Montrose FC 26/11/1938 | View match | |
| Dundee v St Bernard`s 03/12/1938 | View match | |
| Forfar Athletic FC v Dundee 10/12/1938 | View match | |
| Dundee v Alloa Athletic FC 17/12/1938 | View match | |
| Stenhousemuir FC v Dundee 24/12/1938 | View match |