| Dumbarton v Montrose FC 10/12/1955 | View match | |
| Stenhousemuir FC v Dumbarton 17/12/1955 | View match | |
| Forfar Athletic FC v Dumbarton 24/12/1955 | View match | |
| Dumbarton v Dundee United FC 31/12/1955 | View match | |
| East Stirlingshire FC v Dumbarton 02/01/1956 | View match | |
| Dumbarton v Hamilton Academicals 03/01/1956 | View match | |
| Dumbarton v St Johnstone FC 07/01/1956 | View match | |
| Cowdenbeath FC v Dumbarton 14/01/1956 | View match | |
| Brechin City FC v Dumbarton 28/01/1956 | View match | |
| Queens Park FC v Dumbarton 11/02/1956 | View match | |
| Dumbarton v Forfar Athletic FC 18/02/1956 | View match | |
| Berwick Rangers FC v Dumbarton 25/02/1956 | View match |