[4] Annan Athletic 0-2 Cowdenbeath [7] 2018-11-10 15:00
Weather: Heavy Rain Stadium: Galabank Pitch: Artificial Turf Round: 12
Head to Head
| Scotland League Two | 2018/08/11 14:00 | Cowdenbeath v Annan Athletic | W | 1-2 |
| Scotland League Two | 2018/04/28 14:00 | Cowdenbeath v Annan Athletic | W | 0-2 |
| Scotland League Two | 2018/02/03 15:00 | Annan Athletic v Cowdenbeath | D | 1-1 |
| Scotland League Two | 2017/11/18 15:00 | Cowdenbeath v Annan Athletic | D | 1-1 |
| Scotland League Two | 2017/09/30 14:00 | Annan Athletic v Cowdenbeath | W | 1-0 |
| Scotland League Two | 2017/03/25 15:00 | Annan Athletic v Cowdenbeath | W | 1-0 |
| Scotland League Two | 2017/02/18 15:00 | Cowdenbeath v Annan Athletic | W | 0-1 |
| Scotland League Two | 2016/12/10 15:00 | Annan Athletic v Cowdenbeath | W | 2-0 |
Home History
| Scotland League Two | 2018/11/03 15:00 | Queen's Park v Annan Athletic | D | 0-0 |
| Scotland League Two | 2018/10/27 14:00 | Elgin v Annan Athletic | W | 0-1 |
| Scotland FA Cup | 2018/10/20 14:00 | Rothes v Annan Athletic | W | 0-1 |
| Scotland League Two | 2018/10/06 14:00 | Annan Athletic v Albion | W | 3-1 |
| Scotland League Two | 2018/09/29 14:00 | Annan Athletic v Peterhead | L | 1-3 |
| Scotland League Two | 2018/09/22 14:00 | Stirling v Annan Athletic | W | 1-2 |
| Scotland League Two | 2018/09/15 14:00 | FC Edinburgh v Annan Athletic | L | 2-1 |
| Scotland League Challenge Cup | 2018/09/08 14:00 | Arbroath v Annan Athletic | L | 3-0 |
Away History
| Scotland League Two | 2018/11/03 15:00 | Cowdenbeath v Elgin | L | 1-2 |
| Scotland League Two | 2018/10/27 14:00 | Berwick Rangers v Cowdenbeath | W | 0-3 |
| Scotland FA Cup | 2018/10/20 14:00 | Cowdenbeath v Clyde | W | 2-1 |
| Scotland League Two | 2018/10/13 14:00 | Elgin v Cowdenbeath | L | 3-1 |
| Scotland League Two | 2018/10/06 14:00 | Cowdenbeath v Stirling | W | 1-0 |
| Scotland League Two | 2018/09/29 14:00 | FC Edinburgh v Cowdenbeath | L | 1-0 |
| Scotland League Two | 2018/09/22 14:00 | Cowdenbeath v Albion | D | 1-1 |
| Scotland League Two | 2018/09/15 14:00 | Cowdenbeath v Peterhead | L | 2-4 |