Saturday 30th July
League Two
- Stranraer 1 , Annan Athletic 0 at Full timeStranraerAnnan AthleticFull time
Tuesday 19th July
League Cup - Group F
- Annan Athletic 1 , Ayr United 1 at Full time , Annan Athletic win 5 - 4 on penaltiesAnnan AthleticAyr UnitedFull timeAnnan Athletic win 5 - 4 on penalties
Saturday 16th July
League Cup - Group F
- Annan Athletic 4 , Elgin City 0 at Full timeAnnan AthleticElgin CityFull time
Tuesday 12th July
League Cup - Group F
- St. Johnstone 0 , Annan Athletic 0 at Full time , Annan Athletic win 5 - 4 on penaltiesSt. JohnstoneAnnan AthleticFull timeAnnan Athletic win 5 - 4 on penalties
Saturday 9th July
League Cup - Group F
- Queen of the South 2 , Annan Athletic 3 at Full timeQueen of the SouthAnnan AthleticFull time
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