| Dumbarton v Stranraer 24/08/2019 | View match | |
| Stranraer v Peterhead 31/08/2019 | View match | |
| Clyde v Stranraer 14/09/2019 | View match | |
| Stranraer v Falkirk FC 21/09/2019 | View match | |
| Airdrieonians (Old) v Stranraer 28/09/2019 | View match | |
| East Fife FC v Stranraer 05/10/2019 | View match | |
| Stranraer v Dumbarton 19/10/2019 | View match | |
| Montrose FC v Stranraer 26/10/2019 | View match | |
| Stranraer v Clyde 02/11/2019 | View match | |
| Raith Rovers FC v Stranraer 09/11/2019 | View match | |
| Stranraer v Airdrieonians (Old) 16/11/2019 | View match | |
| Stranraer v Dunfermline Athletic 23/11/2019 | View match |