[10] Cowdenbeath 1-1 Annan Athletic [7] 2017-07-01 15:00
Weather: Cold Stadium: Central Park Pitch: Good Round: 18
Head to Head
| Scotland League Two | 2017/03/25 15:00 | Annan Athletic v Cowdenbeath | L | 1-0 |
| Scotland League Two | 2017/02/18 15:00 | Cowdenbeath v Annan Athletic | L | 0-1 |
| Scotland League Two | 2016/12/10 15:00 | Annan Athletic v Cowdenbeath | L | 2-0 |
| Scotland League Two | 2016/10/15 14:00 | Cowdenbeath v Annan Athletic | D | 2-2 |
Home History
| UK Friendlies | 2017/07/01 13:01 | Cowdenbeath v Queen of South | W | 3-2 |
| Scotland League Two Play-Offs | 2017/05/20 13:00 | Cowdenbeath v East Kilbride | W | 6-4 |
| Scotland League Two Play-Offs | 2017/05/13 14:00 | East Kilbride v Cowdenbeath | D | 0-0 |
| Scotland League Two | 2017/05/06 14:00 | Elgin v Cowdenbeath | D | 0-0 |
| Scotland League Two | 2017/04/29 14:00 | Cowdenbeath v Forfar | D | 1-1 |
| Scotland League Two | 2017/04/22 14:00 | Cowdenbeath v Arbroath | L | 1-2 |
| Scotland League Two | 2017/04/15 14:00 | Stirling v Cowdenbeath | W | 0-3 |
| Scotland League Two | 2017/04/08 14:00 | FC Edinburgh v Cowdenbeath | D | 1-1 |
Away History
| Scotland League One Play-Offs | 2017/05/13 14:00 | Forfar v Annan Athletic | L | 4-2 |
| Scotland League One Play-Offs | 2017/05/10 18:45 | Annan Athletic v Forfar | D | 2-2 |
| Scotland League Two | 2017/05/06 14:00 | Forfar v Annan Athletic | W | 2-4 |
| Scotland League Two | 2017/04/29 14:00 | Annan Athletic v Montrose | W | 5-1 |
| Scotland League Two | 2017/04/22 14:00 | FC Edinburgh v Annan Athletic | L | 2-0 |
| Scotland League Two | 2017/04/15 14:00 | Annan Athletic v Berwick Rangers | W | 2-1 |
| Scotland League Two | 2017/04/08 14:00 | Clyde v Annan Athletic | L | 2-1 |
| Scotland League Two | 2017/04/01 14:00 | Annan Athletic v Arbroath | L | 2-5 |