[5] Dunfermline 3-1 Inverness CT [7] 2020-10-17 14:00
Stadium: East End Park Round: 1
Referee: William Collum Home Manager: Stevie Crawford Away Manager: John Robertson
Head to Head
| Scotia - Championship | 2020/02/25 19:45 | Dunfermline v Inverness CT | L | 1-2 |
| Scotia - Championship | 2019/12/21 15:00 | Inverness CT v Dunfermline | L | 2-0 |
| Scotia - Championship | 2019/09/14 14:00 | Dunfermline v Inverness CT | L | 0-1 |
| Scotia - Championship | 2019/05/04 14:00 | Inverness CT v Dunfermline | L | 1-0 |
| Scotia - Championship | 2019/02/16 15:00 | Dunfermline v Inverness CT | W | 1-0 |
| Scotia - Championship | 2018/10/30 19:45 | Inverness CT v Dunfermline | D | 2-2 |
| Scotia - Championship | 2018/09/01 14:00 | Dunfermline v Inverness CT | L | 0-3 |
| Scotia - League Challenge Cup | 2018/08/14 18:45 | Inverness CT v Dunfermline | W | 1-2 |
Home History
| Scotia - League Cup | 2020/10/13 18:45 | Kilmarnock v Dunfermline | W | 0-3 |
| Scotia - League Cup | 2020/10/09 18:45 | Dunfermline v Falkirk | W | 2-0 |
| Scotia - League Cup | 2020/10/06 18:45 | Dumbarton v Dunfermline | W | 0-1 |
| Scotia - Championship | 2020/03/10 19:45 | Partick v Dunfermline | D | 1-1 |
| Scotia - Championship | 2020/03/07 15:00 | Dunfermline v Queen of South | D | 1-1 |
| Scotia - Championship | 2020/03/04 19:45 | Arbroath v Dunfermline | D | 0-0 |
| Scotia - Championship | 2020/02/29 15:00 | Dunfermline v Dundee Utd | W | 2-0 |
| Scotia - Championship | 2020/02/25 19:45 | Dunfermline v Inverness CT | L | 1-2 |
Away History
| Scotia - League Cup | 2020/10/13 17:30 | Inverness CT v Cowdenbeath | W | 4-2 |
| Scotia - League Cup | 2020/10/06 18:45 | Hearts v Inverness CT | L | 1-0 |
| Scotia - Championship | 2020/03/10 19:45 | Inverness CT v Queen of South | W | 3-1 |
| Scotia - Championship | 2020/03/07 15:00 | Alloa v Inverness CT | L | 2-0 |
| Scotia - Championship | 2020/03/03 19:45 | Inverness CT v Morton | W | 3-2 |
| Scotia - FA Cup | 2020/02/28 19:45 | Hibernian v Inverness CT | L | 5-2 |
| Scotia - Championship | 2020/02/25 19:45 | Dunfermline v Inverness CT | W | 1-2 |
| Scotia - Championship | 2020/02/21 19:05 | Dundee Utd v Inverness CT | L | 2-1 |