[3] Dundee 0-0 Inverness CT [5] 2019-08-24 14:00
Stadium: Dens Park Round: 3
Referee: David Munro Home Manager: James McPake Away Manager: John Robertson
Head to Head
| Scotland League Cup | 2019/07/28 14:00 | Dundee v Inverness CT | W | 1-0 |
| Scotland FA Cup | 2018/01/30 19:45 | Inverness CT v Dundee | W | 0-1 |
| Scotland FA Cup | 2018/01/20 15:00 | Dundee v Inverness CT | D | 2-2 |
| Scotland Premiership | 2017/05/17 18:45 | Dundee v Inverness CT | L | 0-2 |
| Scotland Premiership | 2017/02/04 15:00 | Inverness CT v Dundee | D | 2-2 |
| Scotland Premiership | 2016/11/26 15:00 | Dundee v Inverness CT | W | 2-1 |
| Scotland Premiership | 2016/09/24 14:00 | Inverness CT v Dundee | L | 3-1 |
| Scotland Premiership | 2016/05/14 11:30 | Inverness CT v Dundee | L | 4-0 |
Home History
| Scotland League Cup | 2019/08/18 14:00 | Dundee v Aberdeen | L | 1-2 |
| Scotland Championship | 2019/08/10 14:00 | Dundee v Ayr | W | 1-0 |
| Scotland Championship | 2019/08/02 18:05 | Dunfermline v Dundee | D | 2-2 |
| Scotland League Cup | 2019/07/28 14:00 | Dundee v Inverness CT | W | 1-0 |
| Scotland League Cup | 2019/07/20 14:00 | Dundee v Peterhead | W | 4-2 |
| Scotland League Cup | 2019/07/17 18:45 | Cove Rangers v Dundee | W | 2-3 |
| Scotland League Cup | 2019/07/13 14:00 | Raith v Dundee | W | 0-3 |
| Club Friendly List | 2019/07/09 18:45 | Dundee v Blackpool | W | 1-0 |
Away History
| 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 |
| Scotland League Cup | 2019/07/16 18:45 | Peterhead v Inverness CT | L | 11-10 |
| Club Friendly List | 2019/07/12 18:30 | Inverness CT v St Johnstone | W | 3-1 |
| Club Friendly List | 2019/07/08 18:30 | Hearts v Inverness CT | D | 1-1 |