Head to Head
| Scotland Championship | 2021/04/24 14:00 | Dundee v Raith | L | 2-1 |
| Scotland Championship | 2021/01/30 15:00 | Raith v Dundee | W | 3-1 |
| Scotland Championship | 2020/10/31 15:00 | Dundee v Raith | D | 1-1 |
| Scotland League Cup | 2019/07/13 14:00 | Raith v Dundee | L | 0-3 |
| Scotland League Cup | 2017/07/18 18:45 | Raith v Dundee | L | 1-2 |
| Club Friendly List | 2015/07/15 18:45 | Raith v Dundee | L | 1-2 |
| Scotland League Cup | 2014/08/26 18:45 | Dundee v Raith | L | 4-0 |
Home History
| Scotland Premiership Play-Offs | 2021/05/08 14:00 | Raith v Dunfermline | W | 2-0 |
| Scotland Premiership Play-Offs | 2021/05/04 18:00 | Dunfermline v Raith | D | 0-0 |
| Scotland Championship | 2021/04/30 18:45 | Raith v Hearts | L | 0-4 |
| Scotland Championship | 2021/04/24 14:00 | Dundee v Raith | L | 2-1 |
| Scotland Championship | 2021/04/17 11:00 | Alloa v Raith | W | 1-2 |
| Scotland Championship | 2021/04/13 18:00 | Queen of South v Raith | W | 0-1 |
| Scotland Championship | 2021/04/10 14:00 | Raith v Arbroath | D | 2-2 |
| Scotland FA Cup | 2021/04/03 14:00 | Livingston v Raith | L | 2-1 |
Away History
| Scotland Championship | 2021/04/30 18:45 | Queen of South v Dundee | W | 0-2 |
| Scotland Championship | 2021/04/24 14:00 | Dundee v Raith | W | 2-1 |
| Scotland Championship | 2021/04/20 18:00 | Inverness CT v Dundee | D | 1-1 |
| Scotland Championship | 2021/04/13 17:00 | Dunfermline v Dundee | D | 0-0 |
| Scotland Championship | 2021/04/10 14:00 | Dundee v Morton | D | 1-1 |
| Scotland Championship | 2021/04/06 18:00 | Ayr v Dundee | W | 0-3 |
| Scotland FA Cup | 2021/04/03 14:00 | Dundee v St Johnstone | L | 0-1 |
| Scotland Championship | 2021/03/27 19:20 | Dundee v Dunfermline | W | 3-2 |