20. Round | 05/01/2019 | Dundee United | - | Partick Thistle | 1:1 | ||||
21. Round | 12/01/2019 | Dundee United | - | Dunfermline Athletic | 1:0 | ||||
22. Round | 25/01/2019 | Ayr United | - | Dundee United | 1:0 | ||||
23. Round | 02/02/2019 | Dundee United | - | Greenock Morton FC | 2:1 | ||||
26. Round | 26/02/2019 | Dundee United | - | Inverness CT | 1:0 | ||||
28. Round | 09/03/2019 | Partick Thistle | - | Dundee United | 2:1 | ||||
34. Round | 20/04/2019 | Inverness CT | - | Dundee United | 0:2 |