Home History
| Scotland Championship | 2014/08/16 14:00 | Livingston v Cowdenbeath | L | 2-1 |
| Scotland Championship | 2014/08/09 14:00 | Cowdenbeath v Falkirk | D | 2-2 |
| Scotland League Cup | 2014/08/02 14:00 | Clyde v Cowdenbeath | W | 1-2 |
| Scotland League Challenge Cup | 2014/07/26 14:00 | Cowdenbeath v Brechin | L | 1-3 |
| Club Friendly List | 2014/07/22 18:45 | Cowdenbeath v St Mirren | L | 1-4 |
| Club Friendly List | 2014/07/12 14:00 | Blyth Spartans v Cowdenbeath | W | 1-4 |
| Scotland Championship Play-Offs | 2014/05/18 15:05 | Dunfermline v Cowdenbeath | W | 0-3 |
| Scotland Championship Play-Offs | 2014/05/14 18:45 | Cowdenbeath v Dunfermline | D | 1-1 |
Away History
| Scotland Championship | 2014/08/16 14:00 | Alloa v Raith | W | 0-1 |
| Scotland Championship | 2014/08/09 14:00 | Raith v Dumbarton | W | 3-1 |
| Scotland League Challenge Cup | 2014/08/05 18:45 | Dunfermline v Raith | L | 1-0 |
| Scotland League Cup | 2014/08/02 14:00 | Raith v Forfar | W | 4-2 |
| Club Friendly List | 2014/07/19 14:00 | Raith v Inverness CT | L | 0-1 |
| Club Friendly List | 2014/07/15 18:45 | Raith v York | L | 0-4 |
| Club Friendly List | 2014/07/12 14:00 | Raith v St Johnstone | D | 1-1 |
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