| Dumbarton v St Johnstone FC 17/12/1949 | View match | |
| Dumbarton v Arbroath FC 24/12/1949 | View match | |
| Stenhousemuir FC v Dumbarton 31/12/1949 | View match | |
| Dumbarton v Queens Park FC 02/01/1950 | View match | |
| Cowdenbeath FC v Dumbarton 03/01/1950 | View match | |
| Dumbarton v Dundee United FC 07/01/1950 | View match | |
| Ayr United FC v Dumbarton 14/01/1950 | View match | |
| Hamilton Academicals v Dumbarton 21/01/1950 | View match | |
| Dumbarton v Queens Park FC 28/01/1950 | View match | |
| Dumbarton v Alloa Athletic FC 04/02/1950 | View match | |
| Stirling Albion FC v Dumbarton 11/02/1950 | View match | |
| Dumbarton v Stirling Albion FC 15/02/1950 | View match |