League Cup | 10/07/21 | Airdrieonians FC | - | Annan Athletic | 4:5 pso | ||||
League Two | 15/10/22 | Annan Athletic | - | Stranraer FC | 1:1 | ||||
League Two | 26/11/22 | Stranraer FC | - | Annan Athletic | 1:1 |
League Cup | 10/07/21 | Airdrieonians FC | - | Annan Athletic | 4:5 pso | ||||
League Two | 15/10/22 | Annan Athletic | - | Stranraer FC | 1:1 | ||||
League Two | 26/11/22 | Stranraer FC | - | Annan Athletic | 1:1 |