| Stranraer v Berwick Rangers FC 26/10/1968 | View match | |
| Clydebank FC (Old) v Stranraer 02/11/1968 | View match | |
| Stranraer v Hamilton Academicals 09/11/1968 | View match | |
| East Fife FC v Stranraer 16/11/1968 | View match | |
| Stranraer v Ayr United FC 23/11/1968 | View match | |
| Queens Park FC v Stranraer 30/11/1968 | View match | |
| Forfar Athletic FC v Stranraer 07/12/1968 | View match | |
| Stranraer v Motherwell FC 14/12/1968 | View match | |
| Stenhousemuir FC v Stranraer 21/12/1968 | View match | |
| Stranraer v Montrose FC 28/12/1968 | View match | |
| Queen Of The South FC v Stranraer 01/01/1969 | View match | |
| Stranraer v Alloa Athletic FC 02/01/1969 | View match |