| League Two | 02.03.22 | Albion Rovers | - | Annan Athletic | 1:4 |  |
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| League Two | 19.03.22 | Stirling Albion FC | - | Annan Athletic | 0:3 | |
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| League One | 17.08.24 | Queen Of The South | - | Annan Athletic | 2:0 |  |
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| League One | 08.03.25 | Annan Athletic | - | Stenhousemuir FC | 0:2 |
Escocia