| Dundee v Heart Of Midlothian (Hearts) 20/09/1919 | View match | |
| Aberdeen FC v Dundee 22/09/1919 | View match | |
| Dundee v Airdrieonians (Old) 04/10/1919 | View match | |
| Dundee v Motherwell FC 06/10/1919 | View match | |
| Dumbarton v Dundee 11/10/1919 | View match | |
| Hamilton Academicals v Dundee 18/10/1919 | View match | |
| Dundee v Rangers (Glasgow) FC 25/10/1919 | View match | |
| Clydebank FC (Old) v Dundee 01/11/1919 | View match | |
| Dundee v Clyde 08/11/1919 | View match | |
| Raith Rovers FC v Dundee 15/11/1919 | View match | |
| Dundee v Albion Rovers FC 22/11/1919 | View match | |
| Dundee v Ayr United FC 29/11/1919 | View match |