| Partick Thistle FC v Dumbarton 09/08/1986 | View match | |
| Dumbarton v Dunfermline Athletic 13/08/1986 | View match | |
| Airdrieonians (Old) v Dumbarton 16/08/1986 | View match | |
| Dumbarton v Stirling Albion FC 20/08/1986 | View match | |
| Dumbarton v Forfar Athletic FC 23/08/1986 | View match | |
| Celtic (Glasgow) FC v Dumbarton 27/08/1986 | View match | |
| Morton FC v Dumbarton 30/08/1986 | View match | |
| Dumbarton v Brechin City FC 06/09/1986 | View match | |
| Dumbarton v Montrose FC 13/09/1986 | View match | |
| Kilmarnock FC v Dumbarton 16/09/1986 | View match | |
| Clyde v Dumbarton 20/09/1986 | View match | |
| Dumbarton v East Fife FC 27/09/1986 | View match |