| Dumbarton v Stranraer 30/08/1969 | View match | |
| Stranraer v Falkirk FC 03/09/1969 | View match | |
| Stranraer v Montrose FC 06/09/1969 | View match | |
| Queens Park FC v Stranraer 10/09/1969 | View match | |
| Arbroath FC v Stranraer 13/09/1969 | View match | |
| Stranraer v Albion Rovers FC 17/09/1969 | View match | |
| Cowdenbeath FC v Stranraer 24/09/1969 | View match | |
| Queen Of The South FC v Stranraer 27/09/1969 | View match | |
| Stranraer v Alloa Athletic FC 01/10/1969 | View match | |
| Stirling Albion FC v Stranraer 04/10/1969 | View match | |
| Stranraer v East Stirlingshire FC 11/10/1969 | View match | |
| East Fife FC v Stranraer 18/10/1969 | View match |