[10] Dunfermline 0-1 Inverness CT [4] 2019-09-14 14:00
Stadium: East End Park Round: 5
Referee: Nick Walsh Home Manager: Stevie Crawford Away Manager: John Robertson
Head to Head
| Scotland Championship | 2019/05/04 14:00 | Inverness CT v Dunfermline | L | 1-0 |
| Scotland Championship | 2019/02/16 15:00 | Dunfermline v Inverness CT | W | 1-0 |
| Scotland Championship | 2018/10/30 19:45 | Inverness CT v Dunfermline | D | 2-2 |
| Scotland Championship | 2018/09/01 14:00 | Dunfermline v Inverness CT | L | 0-3 |
| Scotland League Challenge Cup | 2018/08/14 18:45 | Inverness CT v Dunfermline | W | 1-2 |
| Scotland Championship | 2018/04/21 14:00 | Inverness CT v Dunfermline | D | 2-2 |
| Scotland Championship | 2018/03/13 19:45 | Dunfermline v Inverness CT | W | 1-0 |
| Scotland Championship | 2017/10/28 14:00 | Inverness CT v Dunfermline | L | 1-0 |
Home History
| Scotland League Challenge Cup | 2019/09/07 14:00 | Dunfermline v Alloa | L | 1-2 |
| Scotland Championship | 2019/08/31 14:00 | Arbroath v Dunfermline | L | 1-0 |
| Scotland Championship | 2019/08/24 14:00 | Dunfermline v Dundee Utd | L | 0-2 |
| Scotland League Cup | 2019/08/17 14:00 | Celtic v Dunfermline | L | 2-1 |
| Scotland Championship | 2019/08/10 14:00 | Queen of South v Dunfermline | D | 1-1 |
| Scotland Championship | 2019/08/02 18:05 | Dunfermline v Dundee | D | 2-2 |
| Scotland League Cup | 2019/07/27 14:00 | Dunfermline v East Kilbride | W | 4-0 |
| Scotland League Cup | 2019/07/20 14:00 | FC Edinburgh v Dunfermline | L | 1-0 |
Away History
| Scotland League Challenge Cup | 2019/09/07 14:00 | Inverness CT v Morton | W | 3-1 |
| Scotland Championship | 2019/08/30 18:05 | Inverness CT v Morton | W | 5-0 |
| Scotland Championship | 2019/08/24 14:00 | Dundee v Inverness CT | D | 0-0 |
| Scotland Championship | 2019/08/10 14:00 | Inverness CT v Arbroath | W | 2-1 |
| Scotland Championship | 2019/08/03 14:00 | Dundee Utd v Inverness CT | L | 4-1 |
| Scotland League Cup | 2019/07/28 14:00 | Dundee v Inverness CT | L | 1-0 |
| Scotland League Cup | 2019/07/23 18:45 | Inverness CT v Cove Rangers | W | 3-2 |
| Scotland League Cup | 2019/07/20 14:00 | Inverness CT v Raith | W | 4-1 |