[10] Edinburgh City 3-2 Annan Athletic [9] 2023-10-28 14:00
Estádio: Estádio de Meadowbank Round: 11
Head to Head
| Escócia - League One | 2023/08/26 14:00 | Annan Athletic v FC Edinburgh | L | 3-2 |
| Escócia - League One - Play-offs | 2022/05/13 18:30 | Annan Athletic v FC Edinburgh | L | 2-1 |
| Escócia - League One - Play-offs | 2022/05/10 18:30 | FC Edinburgh v Annan Athletic | W | 2-0 |
| Escócia - League Two | 2022/04/22 18:45 | FC Edinburgh v Annan Athletic | W | 2-1 |
| Escócia - League Two | 2022/02/19 15:00 | Annan Athletic v FC Edinburgh | L | 2-1 |
| Escócia - League Two | 2021/12/03 19:45 | FC Edinburgh v Annan Athletic | L | 0-1 |
| Escócia - League Two | 2021/09/25 14:00 | Annan Athletic v FC Edinburgh | W | 1-3 |
| Escócia - League Two | 2021/04/06 18:00 | FC Edinburgh v Annan Athletic | D | 1-1 |
| Escócia - League Two | 2020/11/28 15:00 | Annan Athletic v FC Edinburgh | W | 0-4 |
| Escócia - League Two | 2020/02/08 15:00 | FC Edinburgh v Annan Athletic | W | 3-0 |
| Escócia - League Two | 2019/12/14 15:00 | Annan Athletic v FC Edinburgh | W | 0-2 |
| Escócia - Taça FA | 2019/11/23 15:00 | FC Edinburgh v Annan Athletic | W | 4-3 |
| Escócia - League Two | 2019/09/14 14:00 | FC Edinburgh v Annan Athletic | W | 4-0 |
| Escócia - League Two | 2019/03/16 15:00 | Annan Athletic v FC Edinburgh | L | 3-1 |
| Escócia - League Two | 2019/01/19 15:00 | FC Edinburgh v Annan Athletic | L | 1-2 |
| Escócia - League Two | 2018/12/08 15:00 | Annan Athletic v FC Edinburgh | W | 1-2 |
| Escócia - League Two | 2018/09/15 14:00 | FC Edinburgh v Annan Athletic | W | 2-1 |
| Escócia - League Two | 2018/03/10 15:00 | Annan Athletic v FC Edinburgh | W | 2-3 |
| Escócia - League Two | 2018/01/27 15:00 | FC Edinburgh v Annan Athletic | W | 3-2 |
| Escócia - League Two | 2017/12/23 15:00 | Annan Athletic v FC Edinburgh | L | 2-1 |
| Escócia - League Two | 2017/10/21 14:00 | FC Edinburgh v Annan Athletic | L | 0-1 |
| Escócia - League Two | 2017/04/22 14:00 | FC Edinburgh v Annan Athletic | W | 2-0 |
| Escócia - League Two | 2017/02/11 15:00 | Annan Athletic v FC Edinburgh | L | 1-0 |
| Escócia - League Two | 2016/11/12 15:00 | FC Edinburgh v Annan Athletic | W | 1-0 |
| Escócia - League Two | 2016/09/24 14:00 | Annan Athletic v FC Edinburgh | D | 1-1 |