| Dumbarton v Arbroath FC 02/12/1989 | View match | |
| Queens Park FC v Dumbarton 16/12/1989 | View match | |
| Dumbarton v Brechin City FC 23/12/1989 | View match | |
| Dumbarton v Cowdenbeath FC 30/12/1989 | View match | |
| Montrose FC v Dumbarton 06/01/1990 | View match | |
| Queen Of The South FC v Dumbarton 10/01/1990 | View match | |
| Stranraer v Dumbarton 13/01/1990 | View match | |
| Stenhousemuir FC v Dumbarton 27/01/1990 | View match | |
| Queen Of The South FC v Dumbarton 10/02/1990 | View match | |
| East Fife FC v Dumbarton 14/03/1990 | View match | |
| Brechin City FC v Dumbarton 17/03/1990 | View match | |
| Dumbarton v East Stirlingshire FC 20/03/1990 | View match |