Home 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 |
| Japan J-League | 2014/07/19 14:00 | Raith v Inverness CT | L | 0-1 |
| Japan J-League | 2014/07/15 18:45 | Raith v York | L | 0-4 |
| Japan J-League | 2014/07/12 14:00 | Raith v St Johnstone | D | 1-1 |
Away History
| Scotland League Challenge Cup | 2014/08/20 18:45 | Livingston v Hearts | L | 4-1 |
| Scotland Championship | 2014/08/17 11:30 | Hearts v Hibernian | W | 2-1 |
| Scotland Championship | 2014/08/10 12:30 | Rangers v Hearts | W | 1-2 |
| Scotland League Challenge Cup | 2014/07/26 14:00 | Hearts v Annan Athletic | W | 3-1 |
| Japan J-League | 2014/07/22 18:45 | Dundee v Hearts | L | 3-0 |
| Japan J-League | 2014/07/18 18:30 | Hearts v Man City | L | 1-2 |
| World Club Friendlies | 2014/07/12 14:00 | East Fife v Hearts | W | 0-3 |
| World Club Friendlies | 2014/07/09 18:45 | Hamilton v Hearts | L | 1-0 |