[4] Dunfermline 0-1 Raith [3] 2023-08-26 14:00
Stadium: East End Park Round: 3
Referee: Steven McLean Home Manager: James McPake Away Manager: Ian Murray
Head to Head
| Scotland League Cup | 2023/07/15 16:15 | Raith v Dunfermline | W | 3-5 |
| Scotland Championship | 2022/04/06 18:45 | Dunfermline v Raith | W | 2-0 |
| Scotland Championship | 2022/01/02 15:00 | Raith v Dunfermline | D | 0-0 |
| Scotland Championship | 2021/10/26 18:45 | Dunfermline v Raith | D | 1-1 |
| Scotland Championship | 2021/09/29 18:05 | Raith v Dunfermline | D | 1-1 |
| Scotland Premiership Play-Offs | 2021/05/08 14:00 | Raith v Dunfermline | L | 2-0 |
| Scotland Premiership Play-Offs | 2021/05/04 18:00 | Dunfermline v Raith | D | 0-0 |
| Scotland Championship | 2021/03/30 18:05 | Raith v Dunfermline | L | 5-1 |
Home History
| Scotland Championship | 2023/08/12 14:00 | Dundee Utd v Dunfermline | D | 1-1 |
| Scotland Championship | 2023/08/05 14:00 | Dunfermline v Airdrieonians | W | 2-1 |
| Scotland League Cup | 2023/07/25 18:45 | Albion v Dunfermline | W | 0-3 |
| Scotland League Cup | 2023/07/22 14:00 | Dunfermline v Kilmarnock | L | 0-2 |
| Scotland League Cup | 2023/07/18 18:45 | Dunfermline v Annan Athletic | W | 4-0 |
| Scotland League Cup | 2023/07/15 16:15 | Raith v Dunfermline | W | 3-5 |
| Club Friendly List | 2023/07/11 18:30 | Alloa v Dunfermline | W | 0-1 |
| Club Friendly List | 2023/07/09 14:00 | Dunfermline v Hearts | D | 1-1 |
Away History
| Scotland League Cup | 2023/08/20 13:00 | Hibernian v Raith | L | 2-1 |
| Scotland Championship | 2023/08/12 14:00 | Raith v Morton | W | 3-2 |
| Scotland Championship | 2023/08/05 14:00 | Partick v Raith | D | 2-2 |
| Scotland League Cup | 2023/07/29 14:00 | Annan Athletic v Raith | W | 2-3 |
| Scotland League Cup | 2023/07/26 18:45 | Kilmarnock v Raith | W | 6-7 |
| Scotland League Cup | 2023/07/18 18:45 | Raith v Albion | W | 2-0 |
| Scotland League Cup | 2023/07/15 16:15 | Raith v Dunfermline | L | 3-5 |
| Club Friendly List | 2023/07/08 13:00 | East Fife v Raith | W | 0-2 |