[7] Inverness CT 2-0 Raith [2] 2020-11-21 15:00
Stadium: Caledonian Stadium Round: 5
Referee: Alan Newlands Home Manager: John Robertson Away Manager: John McGlynn
Head to Head
| Scotland League Cup | 2020/11/10 19:45 | Raith v Inverness CT | L | 6-5 |
| Scotland League Cup | 2019/07/20 14:00 | Inverness CT v Raith | W | 4-1 |
| Scotland League Cup | 2018/07/24 18:45 | Inverness CT v Raith | W | 2-1 |
| Scotland FA Cup | 2015/03/10 19:45 | Inverness CT v Raith | W | 1-0 |
| World Club Friendlies | 2014/07/19 14:00 | Raith v Inverness CT | W | 0-1 |
Home History
| Scotland League Cup | 2020/11/14 15:00 | Inverness CT v East Fife | W | 1-0 |
| Scotland League Cup | 2020/11/10 19:45 | Raith v Inverness CT | L | 6-5 |
| Scotland Championship | 2020/11/07 15:00 | Hearts v Inverness CT | L | 2-1 |
| Scotland Championship | 2020/10/31 15:00 | Inverness CT v Arbroath | W | 3-1 |
| Scotland Championship | 2020/10/24 14:00 | Inverness CT v Ayr | D | 1-1 |
| Scotland Championship | 2020/10/17 14:00 | Dunfermline v Inverness CT | L | 3-1 |
| Scotland League Cup | 2020/10/13 17:30 | Inverness CT v Cowdenbeath | W | 4-2 |
| Scotland League Cup | 2020/10/06 18:45 | Hearts v Inverness CT | L | 1-0 |
Away History
| Scotland League Cup | 2020/11/14 15:00 | Cowdenbeath v Raith | W | 0-1 |
| Scotland League Cup | 2020/11/10 19:45 | Raith v Inverness CT | W | 6-5 |
| Scotland Championship | 2020/11/07 15:00 | Raith v Morton | W | 5-0 |
| Scotland Championship | 2020/10/31 15:00 | Dundee v Raith | D | 1-1 |
| Scotland Championship | 2020/10/24 14:00 | Queen of South v Raith | W | 2-5 |
| Scotland Championship | 2020/10/17 14:00 | Raith v Arbroath | W | 3-0 |
| Scotland League Cup | 2020/10/13 18:45 | Hearts v Raith | L | 3-1 |
| Scotland League Cup | 2020/10/10 14:00 | Raith v East Fife | W | 2-1 |