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 | ||||
6. Round | 22/09/2018 | Falkirk FC | - | Dundee United | 0:2 | ||||
7. Round | 29/09/2018 | Dundee United | - | Ross County FC | 1:5 | ||||
8. Round | 06/10/2018 | Ayr United | - | Dundee United | 2:0 | ||||
9. Round | 20/10/2018 | Dundee United | - | Inverness CT | 1:1 |