Head to Head
| Scotland League Challenge Cup | 2018/09/08 14:00 | Arbroath v Annan Athletic | W | 3-0 |
| Scotland League Two | 2017/04/01 14:00 | Annan Athletic v Arbroath | W | 2-5 |
| Scotland League Two | 2017/01/21 15:00 | Arbroath v Annan Athletic | L | 1-2 |
| Scotland League Two | 2016/11/05 15:00 | Annan Athletic v Arbroath | W | 1-2 |
| Scotland League Two | 2016/09/17 14:00 | Arbroath v Annan Athletic | D | 1-1 |
| Scotland League Two | 2016/04/09 14:00 | Annan Athletic v Arbroath | L | 4-1 |
| Scotland League Two | 2016/01/23 15:00 | Arbroath v Annan Athletic | W | 2-1 |
| Scotland League Two | 2015/11/21 15:00 | Annan Athletic v Arbroath | D | 2-2 |
| Scotland League Two | 2015/10/03 14:00 | Arbroath v Annan Athletic | L | 0-2 |
| Scotland League Two | 2015/04/04 14:00 | Arbroath v Annan Athletic | D | 1-1 |
| Scotland League Two | 2015/02/21 15:00 | Annan Athletic v Arbroath | L | 2-0 |
| Scotland League Two | 2014/12/06 15:00 | Arbroath v Annan Athletic | W | 3-2 |
| Scotland League Two | 2014/10/21 18:30 | Annan Athletic v Arbroath | W | 0-1 |