1. Round | 04/08/2018 | Dundee United | - | Dunfermline Athletic | 2:3 | ||||
2. Round | 11/08/2018 | Queen Of The South | - | Dundee United | 1:2 | ||||
3. Round | 25/08/2018 | Dundee United | - | Partick Thistle | 3:1 | ||||
4. Round | 01/09/2018 | Alloa Athletic | - | Dundee United | 1:1 | ||||
5. Round | 15/09/2018 | Dundee United | - | Greenock Morton FC | 1:1 | ||||
11. Round | 13/10/2018 | Partick Thistle | - | Dundee United | 1:2 | ||||
12. Round | 03/11/2018 | Dundee United | - | Queen Of The South | 2:0 |