| 1. Round | 10/08/2014 | Aberdeen FC | - | Dundee United | 0:3 | ||||
| 2. Round | 13/08/2014 | Dundee United | - | Motherwell FC | 1:0 | ||||
| 4. Round | 23/08/2014 | Dundee United | - | Ross County FC | 2:1 | ||||
| 12. Round | 01/11/2014 | Dundee United | - | St. Mirren FC | 3:0 |  |
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| 14. Round | 22/11/2014 | Dundee United | - | Kilmarnock FC | 3:1 |  |
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| 19. Round | 01/01/2015 | Dundee United | - | Dundee FC | 6:2 | |
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| 20. Round | 04/01/2015 | Partick Thistle | - | Dundee United | 2:2 | ||||
| 21. Round | 12/01/2015 | Hamilton Academical | - | Dundee United | 2:3 | ||||
| 23. Round | 21/01/2015 | St. Mirren FC | - | Dundee United | 1:1 | ||||
| 24. Round | 24/01/2015 | Dundee United | - | Motherwell FC | 3:1 | |
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| 26. Round | 14/02/2015 | Kilmarnock FC | - | Dundee United | 3:2 | ||||
| 27. Round | 21/02/2015 | Dundee United | - | St. Johnstone FC | 0:2 | ||||
| 28. Round | 28/02/2015 | Dundee United | - | Partick Thistle | 0:2 | ||||
| 30. Round | 21/03/2015 | Celtic FC | - | Dundee United | 3:0 | ||||
| 31. Round | 04/04/2015 | Dundee United | - | Ross County FC | 1:2 | ||||
| 33. Round | 11/04/2015 | Dundee United | - | Hamilton Academical | 1:0 | |
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| 25. Round | 18/04/2015 | Aberdeen FC | - | Dundee United | 1:0 | ||||
| 29. Round | 05/05/2015 | Inverness CT | - | Dundee United | 2:1 |
Scotland