[5] Dundee Utd 4-1 Inverness CT [8] 2019-08-03 14:00
Stadium: Tannadice Park Round: 1
Referee: Steven McLean Home Manager: Robbie Neilson Away Manager: John Robertson
Head to Head
| Scotland Premiership Play-Offs | 2019/05/17 18:45 | Dundee Utd v Inverness CT | W | 3-0 |
| Scotland Premiership Play-Offs | 2019/05/14 18:45 | Inverness CT v Dundee Utd | W | 0-1 |
| Scotland Championship | 2019/04/20 14:00 | Inverness CT v Dundee Utd | W | 0-2 |
| Scotland FA Cup | 2019/03/03 15:30 | Dundee Utd v Inverness CT | L | 1-2 |
| Scotland Championship | 2019/02/26 19:45 | Dundee Utd v Inverness CT | W | 1-0 |
| Scotland Championship | 2018/12/15 15:00 | Inverness CT v Dundee Utd | D | 1-1 |
| Scotland Championship | 2018/10/20 14:00 | Dundee Utd v Inverness CT | D | 1-1 |
| Scotland Championship | 2018/03/27 18:45 | Inverness CT v Dundee Utd | L | 1-0 |
Home History
| Club Friendly List | 2019/07/27 14:00 | Shrewsbury v Dundee Utd | L | 2-1 |
| Scotland League Cup | 2019/07/23 18:45 | Dundee Utd v East Fife | L | 0-2 |
| Scotland League Cup | 2019/07/19 18:45 | Dundee Utd v Cowdenbeath | W | 3-0 |
| Scotland League Cup | 2019/07/16 18:30 | Stenhousemuir v Dundee Utd | W | 1-2 |
| Scotland League Cup | 2019/07/12 18:45 | Hearts v Dundee Utd | L | 6-4 |
| Club Friendly List | 2019/07/06 14:00 | Dumbarton v Dundee Utd | L | 3-2 |
| Club Friendly List | 2019/07/05 18:45 | Brechin v Dundee Utd | W | 0-6 |
| Club Friendly List | 2019/06/29 14:00 | East Fife v Dundee Utd | D | 1-1 |
Away History
| 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 |
| Club Friendly List | 2019/07/06 14:00 | Aberdeen v Inverness CT | D | 1-1 |
| Club Friendly List | 2019/06/29 12:00 | Strathspey Thistle v Inverness CT | W | 3-6 |