Head to Head
| Skót League One | 2023/08/12 14:00 | Annan Athletic v Montrose | W | 1-3 |
| Skót FA Kupa | 2018/11/27 19:45 | Annan Athletic v Montrose | W | 3-4 |
| Skót FA Kupa | 2018/11/24 15:00 | Montrose v Annan Athletic | D | 0-0 |
| Skót League Two | 2018/03/13 19:45 | Montrose v Annan Athletic | W | 2-1 |
| Skót League Two | 2018/01/06 15:00 | Annan Athletic v Montrose | W | 0-1 |
| Skót League Two | 2017/11/11 15:00 | Montrose v Annan Athletic | D | 1-1 |
| Skót League Two | 2017/08/26 14:00 | Annan Athletic v Montrose | W | 0-1 |
| Skót League Two | 2017/04/29 14:00 | Annan Athletic v Montrose | L | 5-1 |
Home History
| Skót League One | 2023/11/04 15:00 | FC Edinburgh v Montrose | W | 1-5 |
| Skót League One | 2023/10/28 16:30 | Montrose v Hamilton | L | 0-3 |
| Skót Leauge Challenge Cup | 2023/10/14 14:00 | Raith v Montrose | L | 3-1 |
| Skót League One | 2023/10/07 14:00 | Montrose v Alloa | W | 2-1 |
| Skót League One | 2023/09/30 14:00 | Falkirk v Montrose | L | 3-2 |
| Skót League One | 2023/09/23 14:00 | Montrose v Stirling | W | 1-0 |
| Skót League One | 2023/09/16 14:00 | Montrose v FC Edinburgh | W | 5-2 |
| Skót Leauge Challenge Cup | 2023/09/09 14:00 | Cove Rangers v Montrose | W | 0-2 |
Away History
| Skót League One | 2023/11/04 15:00 | Annan Athletic v Kelty Hearts | D | 2-2 |
| Skót League One | 2023/10/28 14:00 | FC Edinburgh v Annan Athletic | L | 3-2 |
| Skót League One | 2023/10/21 14:00 | Annan Athletic v Queen of South | L | 0-1 |
| Skót League One | 2023/10/07 14:00 | Cove Rangers v Annan Athletic | L | 3-2 |
| Skót League One | 2023/09/29 18:45 | Hamilton v Annan Athletic | L | 5-0 |
| Skót League One | 2023/09/23 14:00 | Annan Athletic v Alloa | D | 1-1 |
| Skót League One | 2023/09/16 14:00 | Annan Athletic v Stirling | W | 3-0 |
| Skót Leauge Challenge Cup | 2023/09/09 14:00 | Annan Athletic v Peterhead | L | 0-2 |