| Stranraer v Hamilton Academicals 11/03/2000 | View match | |
| Queen Of The South FC v Stranraer 18/03/2000 | View match | |
| Stranraer v Alloa Athletic FC 21/03/2000 | View match | |
| Stranraer v Stenhousemuir FC 25/03/2000 | View match | |
| Clyde v Stranraer 28/03/2000 | View match | |
| Partick Thistle FC v Stranraer 01/04/2000 | View match | |
| Stranraer v Arbroath FC 08/04/2000 | View match | |
| Alloa Athletic FC v Stranraer 15/04/2000 | View match | |
| Stranraer v Stirling Albion FC 22/04/2000 | View match | |
| Ross County FC v Stranraer 29/04/2000 | View match | |
| Stranraer v Clyde 06/05/2000 | View match | |
| Stranraer v Forfar Athletic FC 05/08/2000 | View match |