Home History
| Scotland League Two | 2019/08/03 14:00 | Brechin v Annan Athletic | W | 0-1 |
| Scotland League Cup | 2019/07/27 14:00 | Motherwell v Annan Athletic | L | 4-0 |
| Scotland League Cup | 2019/07/23 18:45 | Annan Athletic v Morton | L | 0-5 |
| Scotland League Cup | 2019/07/16 18:45 | Queen of South v Annan Athletic | L | 8-7 |
| Scotland League Cup | 2019/07/13 14:00 | Annan Athletic v Dumbarton | L | 0-1 |
| Club Friendly List | 2019/06/27 18:30 | Annan Athletic v Stranraer | W | 1-0 |
| Scotland League One Play-Offs | 2019/05/18 14:00 | Clyde v Annan Athletic | L | 2-0 |
| Scotland League One Play-Offs | 2019/05/14 18:45 | Annan Athletic v Clyde | W | 1-0 |
Away History
| Scotland League Challenge Cup | 2019/08/06 18:45 | Kelty Hearts v Kilmarnock U21 | W | 4-0 |
| Scotland Lowland League | 2019/07/27 14:00 | Kelty Hearts v Dalbeattie Star | W | 8-0 |
| UK Friendlies | 2019/07/10 18:46 | Kelty Hearts v Dunfermline | L | 0-3 |
| Scotland Lowland League | 2019/03/08 19:46 | Spartans v Kelty Hearts | L | 2-1 |
| Scotland FA Cup | 2018/10/20 14:00 | Peterhead v Kelty Hearts | L | 3-2 |
| Scotland Lowland League | 2018/10/02 18:48 | Kelty Hearts v Civil Service Strollers | W | 4-0 |
| Scotland FA Cup | 2018/09/29 14:00 | Kelty Hearts v Dalbeattie Star | W | 3-1 |
| Scotland FA Cup | 2018/09/22 14:00 | Dalbeattie Star v Kelty Hearts | D | 0-0 |