FA Cup | 09/01/2016 | Annan Athletic | - | Hamilton Academical | 4:1 | 817 |
FA Cup | 06/02/2016 | Annan Athletic | - | Greenock Morton FC | 1:4 | 756 |
League Cup | 16/07/2016 | Annan Athletic | - | Stranraer FC | 1:2 | 418 |
League Cup | 23/07/2016 | Annan Athletic | - | Motherwell FC | 1:3 | 956 |