| Playoffs | 11/05/16 | Stranraer FC | - | Ayr United | 1:1 | ||||
| Playoffs | 15/05/16 | Ayr United | - | Stranraer FC | 3:1 pso | ||||
| League Two | 07/08/21 | Stranraer FC | - | Annan Athletic | 0:3 | ||||
| League Two | 06/11/21 | Annan Athletic | - | Stranraer FC | 2:2 | ||||
| League Two | 02/01/22 | Stranraer FC | - | Annan Athletic | 1:1 | ||||
| League Two | 05/03/22 | Annan Athletic | - | Stranraer FC | 4:1 | ||||
| League Two | 30/07/22 | Stranraer FC | - | Annan Athletic | 1:0 | ||||
| League Two | 15/10/22 | Annan Athletic | - | Stranraer FC | 1:1 | ||||
| League Two | 26/11/22 | Stranraer FC | - | Annan Athletic | 1:1 | ||||
| League Two | 25/03/23 | Annan Athletic | - | Stranraer FC | 0:0 |
Scotland