Head to Head
| Scotland League Two | 2016/08/27 14:00 | Montrose v Annan Athletic | D | 2-2 |
| Scotland League Two | 2016/03/26 15:00 | Montrose v Annan Athletic | W | 0-5 |
| Scotland League Two | 2016/02/13 15:00 | Annan Athletic v Montrose | D | 3-3 |
| Scotland League Two | 2015/12/15 19:45 | Montrose v Annan Athletic | D | 1-1 |
| Scotland League Two | 2015/08/29 14:00 | Annan Athletic v Montrose | W | 3-2 |
| Scotland League Two | 2015/05/02 14:00 | Annan Athletic v Montrose | W | 4-3 |
| Scotland League Two | 2015/01/31 15:00 | Montrose v Annan Athletic | L | 2-1 |
| Scotland League Two | 2014/11/15 15:00 | Annan Athletic v Montrose | D | 2-2 |
| Scotland League Two | 2014/08/23 14:00 | Montrose v Annan Athletic | L | 2-0 |