Head to Head
| Scotland League One | 2023/09/02 14:00 | Kelty Hearts v Annan Athletic | D | 1-1 |
| Scotland League Challenge Cup | 2022/09/23 18:45 | Annan Athletic v Kelty Hearts | L | 1-2 |
| Scotland League Two | 2022/04/30 14:00 | Annan Athletic v Kelty Hearts | L | 1-2 |
| Scotland League Two | 2022/02/26 15:00 | Kelty Hearts v Annan Athletic | L | 3-1 |
| Scotland League Two | 2021/12/26 13:00 | Annan Athletic v Kelty Hearts | W | 5-1 |
| Scotland League Two | 2021/10/02 14:00 | Kelty Hearts v Annan Athletic | L | 2-1 |
| Scotland League Challenge Cup | 2019/08/13 18:45 | Annan Athletic v Kelty Hearts | L | 6-7 |
Home History
| Scotland League One | 2023/10/28 14:00 | FC Edinburgh v Annan Athletic | L | 3-2 |
| Scotland League One | 2023/10/21 14:00 | Annan Athletic v Queen of South | L | 0-1 |
| Scotland League One | 2023/10/07 14:00 | Cove Rangers v Annan Athletic | L | 3-2 |
| Scotland League One | 2023/09/29 18:45 | Hamilton v Annan Athletic | L | 5-0 |
| Scotland League One | 2023/09/23 14:00 | Annan Athletic v Alloa | D | 1-1 |
| Scotland League One | 2023/09/16 14:00 | Annan Athletic v Stirling | W | 3-0 |
| Scotland League Challenge Cup | 2023/09/09 14:00 | Annan Athletic v Peterhead | L | 0-2 |
| Scotland League One | 2023/09/02 14:00 | Kelty Hearts v Annan Athletic | D | 1-1 |
Away History
| Scotland League One | 2023/10/28 14:00 | Kelty Hearts v Stirling | W | 1-0 |
| Scotland League One | 2023/10/21 14:00 | Alloa v Kelty Hearts | L | 3-1 |
| Scotland League Challenge Cup | 2023/10/14 14:00 | Morton v Kelty Hearts | L | 4-1 |
| Scotland League One | 2023/10/07 14:00 | FC Edinburgh v Kelty Hearts | W | 1-4 |
| Scotland League One | 2023/09/30 14:00 | Kelty Hearts v Queen of South | W | 3-1 |
| Scotland League One | 2023/09/23 16:30 | Kelty Hearts v Falkirk | L | 1-5 |
| Scotland League One | 2023/09/16 14:00 | Cove Rangers v Kelty Hearts | D | 2-2 |
| Scotland League Challenge Cup | 2023/09/09 14:00 | Dumbarton v Kelty Hearts | W | 1-3 |