[10] Alloa 1-0 Dundee Utd [1] 2019-08-23 16:05
Stadium: Indodrill Stadium Round: 8
Referee: Greg Aitken Home Manager: Peter Grant Away Manager: Robbie Neilson
Head to Head
| Scotland Championship | 2019/03/23 15:00 | Dundee Utd v Alloa | L | 2-1 |
| Scotland Championship | 2018/12/29 15:00 | Alloa v Dundee Utd | W | 2-1 |
| Scotland Championship | 2018/11/20 19:45 | Dundee Utd v Alloa | L | 4-2 |
| Scotland League Challenge Cup | 2018/09/08 14:00 | Dundee Utd v Alloa | W | 5-6 |
| Scotland Championship | 2018/09/01 14:00 | Alloa v Dundee Utd | D | 1-1 |
| Scotland League Cup | 2018/07/21 14:00 | Dundee Utd v Alloa | W | 4-5 |
| Scotland FA Cup | 2018/01/20 15:00 | Alloa v Dundee Utd | L | 0-2 |
| Scotland League Challenge Cup | 2017/09/02 14:00 | Dundee Utd v Alloa | L | 3-1 |
Home History
| Scotland Championship | 2019/08/10 14:00 | Morton v Alloa | L | 4-1 |
| Scotland Championship | 2019/08/03 14:00 | Alloa v Partick | D | 1-1 |
| Scotland League Cup | 2019/07/27 14:00 | Arbroath v Alloa | W | 2-3 |
| Scotland League Cup | 2019/07/23 18:45 | Alloa v Stirling | W | 2-1 |
| Scotland League Cup | 2019/07/20 14:00 | Hibernian v Alloa | L | 2-0 |
| Scotland League Cup | 2019/07/16 18:45 | Alloa v Elgin | L | 8-9 |
| UK Friendlies | 2019/07/09 18:46 | Alloa v Livingston | L | 0-2 |
| Club Friendly List | 2019/07/02 18:45 | Alloa v Clyde | W | 3-2 |
Away History
| Scotland Championship | 2019/08/09 18:05 | Partick v Dundee Utd | W | 1-2 |
| Scotland Championship | 2019/08/03 14:00 | Dundee Utd v Inverness CT | W | 4-1 |
| 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 |