| League Two | 14.08.21 | Annan Athletic | - | Stirling Albion FC | 3:1 | ||||
| League Two | 18.12.21 | Stirling Albion FC | - | Annan Athletic | 2:3 | ||||
| League Two | 29.01.22 | Annan Athletic | - | Stirling Albion FC | 0:0 | ||||
| League Two | 19.03.22 | Stirling Albion FC | - | Annan Athletic | 0:3 | ||||
| League One | 16.09.23 | Annan Athletic | - | Stirling Albion FC | 3:0 | ||||
| League One | 16.12.23 | Stirling Albion FC | - | Annan Athletic | 1:1 | ||||
| League One | 17.02.24 | Annan Athletic | - | Stirling Albion FC | 2:1 |  |
 |
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| League One | 04.05.24 | Stirling Albion FC | - | Annan Athletic | 1:1 |
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