Home History
| Escócia - League Two | 2019/08/10 14:00 | Annan Athletic v Elgin | D | 1-1 |
| Escócia - League Two | 2019/08/03 14:00 | Brechin v Annan Athletic | W | 0-1 |
| Escócia - Taça da Liga | 2019/07/27 14:00 | Motherwell v Annan Athletic | L | 4-0 |
| Escócia - Taça da Liga | 2019/07/23 18:45 | Annan Athletic v Morton | L | 0-5 |
| Escócia - Taça da Liga | 2019/07/16 18:45 | Queen of South v Annan Athletic | L | 8-7 |
| Escócia - Taça da Liga | 2019/07/13 14:00 | Annan Athletic v Dumbarton | L | 0-1 |
| Europa - Amigáveis | 2019/06/27 18:30 | Annan Athletic v Stranraer | W | 1-0 |
| Escócia - League One - Play-offs | 2019/05/18 14:00 | Clyde v Annan Athletic | L | 2-0 |
Away History
| Escócia - League Challenge Cup | 2019/08/06 18:45 | Kelty Hearts FC v Kilmarnock Sub21 | W | 4-0 |
| Escócia - Lowland League | 2019/07/27 14:00 | Kelty Hearts FC v Dalbeattie Star | W | 8-0 |
| Reino Unido - Amigáveis | 2019/07/10 18:46 | Kelty Hearts FC v Dunfermline | L | 0-3 |
| Escócia - Lowland League | 2019/03/08 19:46 | Spartans v Kelty Hearts FC | L | 2-1 |
| Escócia - Taça FA | 2018/10/20 14:00 | Peterhead v Kelty Hearts FC | L | 3-2 |
| Escócia - Lowland League | 2018/10/02 18:48 | Kelty Hearts FC v Civil Service Strollers FC | W | 4-0 |
| Escócia - Taça FA | 2018/09/29 14:00 | Kelty Hearts FC v Dalbeattie Star | W | 3-1 |
| Escócia - Taça FA | 2018/09/22 14:00 | Dalbeattie Star v Kelty Hearts FC | D | 0-0 |