| League Cup | 16.07.16 | Annan Athletic | - | Stranraer FC | 1:2 |  |
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| League Cup | 24.07.18 | Airdrieonians FC | - | Annan Athletic | 4:1 | ||||
| League Cup | 10.10.20 | Annan Athletic | - | Stranraer FC | 4:5 tab | ||||
| 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 | |
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| 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 |
Écosse