[10] Alloa 1-0 Dundee Utd [1] 2019-10-04 18:05
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 |