| Dumbarton v Forfar Athletic FC 28/08/1968 | View match | |
| Queens Park FC v Dumbarton 31/08/1968 | View match | |
| Montrose FC v Dumbarton 04/09/1968 | View match | |
| Clydebank FC (Old) v Dumbarton 07/09/1968 | View match | |
| Dumbarton v Stirling Albion FC 14/09/1968 | View match | |
| East Fife FC v Dumbarton 18/09/1968 | View match | |
| East Stirlingshire FC v Dumbarton 21/09/1968 | View match | |
| Dumbarton v Stranraer 28/09/1968 | View match | |
| Stenhousemuir FC v Dumbarton 05/10/1968 | View match | |
| Dumbarton v Albion Rovers FC 12/10/1968 | View match | |
| Berwick Rangers FC v Dumbarton 19/10/1968 | View match | |
| Dumbarton v Brechin City FC 26/10/1968 | View match |