Head to Head
| Scotland League Two | 2019/09/28 14:00 | Cove Rangers v Annan Athletic | L | 3-0 |
| Scotland FA Cup | 2014/10/04 14:00 | Cove Rangers v Annan Athletic | W | 1-2 |
Home History
| 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 |
| Scotland League Two | 2019/11/12 19:45 | Annan Athletic v Brechin | W | 5-2 |
| Scotland League Two | 2019/11/09 15:00 | Annan Athletic v Cowdenbeath | W | 1-0 |
| Scotland League Two | 2019/11/02 15:00 | Elgin v Annan Athletic | L | 4-0 |
| Scotland FA Cup | 2019/10/26 14:00 | Brechin v Annan Athletic | W | 0-2 |
| Scotland FA Cup | 2019/10/19 14:00 | Annan Athletic v Brechin | D | 2-2 |
| Scotland League Two | 2019/10/05 14:00 | Queen's Park v Annan Athletic | W | 1-2 |
Away History
| Scotland League Two | 2019/11/16 15:00 | Cove Rangers v Brechin | W | 3-0 |
| Scotland League Two | 2019/11/09 15:00 | Cove Rangers v Stirling | W | 1-0 |
| Scotland League Two | 2019/11/02 15:00 | Cowdenbeath v Cove Rangers | W | 1-3 |
| Scotland League Two | 2019/10/29 19:45 | Cove Rangers v Albion | W | 3-0 |
| Scotland FA Cup | 2019/10/19 13:30 | Auchinleck Talbot v Cove Rangers | L | 1-0 |
| Scotland League Two | 2019/10/05 14:00 | Stenhousemuir v Cove Rangers | L | 3-2 |
| Scotland League Two | 2019/09/28 14:00 | Cove Rangers v Annan Athletic | W | 3-0 |
| Scotland League Two | 2019/09/21 14:00 | Elgin v Cove Rangers | W | 0-2 |