Head to Head
| Scotland League Challenge Cup | 2015/07/25 14:00 | Cowdenbeath v Raith | W | 0-1 |
| Scotland Championship | 2015/04/08 18:45 | Raith v Cowdenbeath | L | 1-3 |
| Scotland Championship | 2015/01/03 15:00 | Cowdenbeath v Raith | W | 0-1 |
| Scotland Championship | 2014/11/15 15:00 | Raith v Cowdenbeath | W | 2-1 |
| Scotland Championship | 2014/08/30 14:00 | Cowdenbeath v Raith | W | 1-3 |
Home History
| Scotland League Cup | 2017/07/25 19:00 | Buckie Thistle v Raith | W | 1-6 |
| Scotland League Cup | 2017/07/18 18:45 | Raith v Dundee | L | 1-2 |
| Scotland League Cup | 2017/07/15 14:00 | Dundee Utd v Raith | L | 2-0 |
| Club Friendly List | 2017/07/08 11:30 | Clyde v Raith | W | 1-2 |
| Club Friendly List | 2017/07/05 18:45 | FC Edinburgh v Raith | D | 1-1 |
| Scotland Championship Play-Offs | 2017/05/13 14:00 | Raith v Brechin | L | 6-7 |
| Scotland Championship Play-Offs | 2017/05/10 18:45 | Brechin v Raith | D | 1-1 |
| Scotland Championship | 2017/05/06 14:00 | Raith v Ayr | W | 2-1 |
Away History
| Scotland League Cup | 2017/07/26 18:45 | Cowdenbeath v Dundee | L | 0-3 |
| Scotland League Cup | 2017/07/23 14:00 | Dundee Utd v Cowdenbeath | L | 4-1 |
| Scotland League Cup | 2017/07/15 14:00 | Cowdenbeath v Buckie Thistle | W | 4-2 |
| 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 |