Head to Head
| Scotland League Two | 2019/11/02 15:00 | Elgin v Annan Athletic | L | 4-0 |
| Scotland League Two | 2019/08/10 14:00 | Annan Athletic v Elgin | D | 1-1 |
| Scotland League Two | 2019/03/30 15:00 | Elgin v Annan Athletic | W | 0-1 |
| Scotland League Two | 2019/01/05 15:00 | Annan Athletic v Elgin | W | 2-0 |
| Scotland League Two | 2018/10/27 14:00 | Elgin v Annan Athletic | W | 0-1 |
| Scotland League Two | 2018/08/04 14:00 | Annan Athletic v Elgin | D | 1-1 |
| Scotland League Two | 2018/04/07 14:00 | Annan Athletic v Elgin | W | 4-1 |
| Scotland League Two | 2018/02/10 15:00 | Elgin v Annan Athletic | L | 2-1 |
Home History
| Scotland League Two | 2020/01/04 15:00 | Cowdenbeath v Annan Athletic | L | 3-1 |
| Scotland League Two | 2019/12/28 15:00 | Annan Athletic v Queen's Park | W | 3-2 |
| Scotland League Two | 2019/12/21 15:00 | Albion v Annan Athletic | L | 4-2 |
| Scotland League Two | 2019/12/14 15:00 | Annan Athletic v FC Edinburgh | L | 0-2 |
| Scotland League Two | 2019/12/07 15:00 | Stenhousemuir v Annan Athletic | W | 1-2 |
| Scotland League Two | 2019/11/30 15:00 | Annan Athletic v Cove Rangers | W | 6-1 |
| Scotland FA Cup | 2019/11/23 15:00 | FC Edinburgh v Annan Athletic | L | 4-3 |
| Scotland League Two | 2019/11/16 15:00 | Stirling v Annan Athletic | L | 2-0 |
Away History
| Scotland League Two | 2020/01/04 15:00 | Elgin v FC Edinburgh | L | 0-1 |
| Scotland League Two | 2019/12/28 15:00 | Cove Rangers v Elgin | L | 2-0 |
| Scotland League Two | 2019/12/21 15:00 | Elgin v Brechin | W | 3-1 |
| Scotland League Two | 2019/12/14 15:00 | Elgin v Albion | D | 2-2 |
| Scotland League Two | 2019/12/07 15:00 | Cowdenbeath v Elgin | D | 0-0 |
| Scotland League Two | 2019/12/03 19:45 | Stenhousemuir v Elgin | D | 2-2 |
| Scotland League Two | 2019/11/30 15:00 | Elgin v Stirling | L | 1-2 |
| Scotland FA Cup | 2019/11/23 15:00 | Elgin v Alloa | L | 1-3 |