Head to Head
| Scotland League Cup | 2018/07/24 18:45 | Hearts v Cowdenbeath | L | 5-0 |
| Club Friendly List | 2016/07/02 14:00 | Cowdenbeath v Hearts | D | 1-1 |
| Club Friendly List | 2015/07/15 18:30 | Cowdenbeath v Hearts | D | 1-1 |
| Scotland Championship | 2015/04/25 14:00 | Cowdenbeath v Hearts | L | 1-2 |
| Scotland Championship | 2015/02/28 15:00 | Hearts v Cowdenbeath | L | 10-0 |
| Scotland Championship | 2014/12/23 19:45 | Cowdenbeath v Hearts | L | 0-2 |
| Scotland Championship | 2014/09/20 14:00 | Hearts v Cowdenbeath | L | 5-1 |
Home History
| Scotland League Cup | 2019/07/13 14:00 | Cowdenbeath v East Fife | W | 2-0 |
| Club Friendly List | 2019/07/09 18:45 | Raith v Cowdenbeath | L | 2-1 |
| Club Friendly List | 2019/07/06 14:00 | Airdrieonians v Cowdenbeath | L | 3-0 |
| Scotland League Two | 2019/05/04 14:00 | Cowdenbeath v Clyde | W | 2-1 |
| Scotland League Two | 2019/04/27 14:00 | Annan Athletic v Cowdenbeath | L | 3-2 |
| Scotland League Two | 2019/04/20 14:00 | Stirling v Cowdenbeath | W | 0-1 |
| Scotland League Two | 2019/04/13 14:00 | Cowdenbeath v Elgin | W | 2-1 |
| Scotland League Two | 2019/04/06 14:00 | Cowdenbeath v FC Edinburgh | W | 4-1 |
Away History
| Scotland League Cup | 2019/07/12 18:45 | Hearts v Dundee Utd | W | 6-4 |
| Club Friendly List | 2019/07/08 18:30 | Hearts v Inverness CT | D | 1-1 |
| Club Friendly List | 2019/07/06 13:00 | Glenavon v Hearts | L | 2-1 |
| Europe Friendlies | 2019/07/01 18:30 | Shelbourne v Hearts | W | 0-7 |
| Club Friendly List | 2019/06/29 14:00 | Arbroath v Hearts | L | 2-0 |
| Scotland FA Cup | 2019/05/25 14:00 | Hearts v Celtic | L | 1-2 |
| Scotland Premiership | 2019/05/19 14:00 | Celtic v Hearts | L | 2-1 |
| Scotland Premiership | 2019/05/10 18:45 | Aberdeen v Hearts | L | 2-1 |