Away History
| Scotland League Cup | 2016/07/30 14:00 | East Stirlingshire v Annan Athletic | W | 0-2 |
| Scotland League Cup | 2016/07/23 14:00 | Annan Athletic v Motherwell | L | 1-3 |
| Scotland League Cup | 2016/07/19 18:45 | Rangers v Annan Athletic | L | 2-0 |
| Scotland League Cup | 2016/07/16 14:00 | Annan Athletic v Stranraer | L | 1-2 |
| Club Friendly List | 2016/07/12 18:45 | Annan Athletic v Queen of South | L | 0-4 |
| Club Friendly List | 2016/07/02 14:00 | Crusaders v Annan Athletic | D | 2-2 |
| Scotland League Two | 2016/04/30 14:00 | Annan Athletic v Queen's Park | W | 1-0 |
| Scotland League Two | 2016/04/23 14:00 | Stirling v Annan Athletic | L | 2-1 |