All countries
| 18. Round | Dundee Utd | Hibernian | 1:1 (1:1, 0:0) | details | 20.12.2025 | |||
| 11. Round | Dundee Utd | Celtic | 2:1 (0:1, 2:0) | details | 17.12.2025 | |||
| 17. Round | Dundee Utd | Motherwell | 0:0 (0:0, 0:0) | details | 13.12.2025 | |||
| 16. Round | St. Mirren | Dundee Utd | 2:0 (1:0, 1:0) | details | 06.12.2025 | |||
| 15. Round | Dundee Utd | Rangers | 2:2 (1:1, 1:1) | details | 03.12.2025 | |||
| 14. Round | Kilmarnock | Dundee Utd | 1:1 (1:0, 0:1) | details | 29.11.2025 | |||
| 13. Round | Dundee Utd | Falkirk | 0:3 (0:2, 0:1) | details | 22.11.2025 | |||
| 12. Round | Hearts | Dundee Utd | 1:1 (1:1, 0:0) | details | 09.11.2025 | |||
| 10. Round | Motherwell | Dundee Utd | 2:0 (1:0, 1:0) | details | 29.10.2025 | |||
| 9. Round | Dundee Utd | St. Mirren | 3:1 (1:1, 2:0) | details | 25.10.2025 | |||
| 8. Round | Rangers | Dundee Utd | 2:2 (1:0, 1:2) | details | 18.10.2025 | |||
| 7. Round | Dundee Utd | Livingston | 1:1 (0:1, 1:0) | details | 04.10.2025 | |||
| 6. Round | Dundee Utd | Kilmarnock | 0:2 (0:1, 0:1) | details | 27.09.2025 | |||
| 3. Round | Dundee Utd | Aberdeen | 2:0 (1:0, 1:0) | details | 23.09.2025 | |||
| 5. Round | Hibernian | Dundee Utd | 3:3 (1:2, 2:1) | details | 13.09.2025 | |||
| 4. Round | Dundee FC | Dundee Utd | 0:2 (0:1, 0:1) | details | 31.08.2025 | |||
| 1/8-finals | Kilmarnock | Dundee Utd | 2:1 (1:1, 1:0) | details | 17.08.2025 | |||
| Semi-finals - 2nd leg | Dundee Utd | SK Rapid | 2:3 AfP (2:0, 0:2, 0:0, 4:5) | details | 14.08.2025 | |||
| 2. Round | Dundee Utd | Hearts | 2:3 (2:1, 0:2) | details | 10.08.2025 | |||
| Semi-finals - 1st leg | SK Rapid | Dundee Utd | 2:2 (2:1, 0:1) | details | 07.08.2025 | |||
| 1. Round | Falkirk | Dundee Utd | 2:2 (0:1, 2:1) | details | 03.08.2025 | |||
| Quarter-finals - 2nd leg | UNA Strassen | Dundee Utd | 0:1 (0:0, 0:1) | details | 31.07.2025 | |||
| Quarter-finals - 1st leg | Dundee Utd | UNA Strassen | 1:0 (0:0, 1:0) | details | 24.07.2025 | |||
| Dundee Utd | Oldham | 0:0 (0:0, 0:0) | details | 19.07.2025 | ||||
| St Johnstone | Dundee Utd | 1:1 (0:1, 1:0) | details | 15.07.2025 | ||||
| Zwolle | Dundee Utd | 2:1 | details | 11.07.2025 | ||||
| Arbroath | Dundee Utd | 1:1 (0:1, 1:0) | details | 05.07.2025 | ||||
| Brechin | Dundee Utd | 0:3 (0:3, 0:0) | details | 28.06.2025 | ||||
| 38. Round | Dundee Utd | Aberdeen | 2:1 (0:1, 2:0) | details | 17.05.2025 | |||
| 37. Round | Rangers | Dundee Utd | 3:1 (1:1, 2:0) | details | 14.05.2025 | |||
| 36. Round | Dundee Utd | St. Mirren | 0:2 (0:1, 0:1) | details | 10.05.2025 | |||
| 35. Round | Hibernian | Dundee Utd | 3:1 (2:0, 1:1) | details | 03.05.2025 | |||
| 34. Round | Dundee Utd | Celtic | 0:5 (0:3, 0:2) | details | 26.04.2025 | |||
| 33. Round | Dundee Utd | St Johnstone | 1:0 (1:0, 0:0) | details | 12.04.2025 | |||
| 32. Round | Hearts | Dundee Utd | 0:1 (0:0, 0:1) | details | 06.04.2025 | |||
| 31. Round | Ross County | Dundee Utd | 0:1 (0:0, 0:1) | details | 30.03.2025 | |||
| 30. Round | Dundee Utd | Dundee FC | 2:4 (1:3, 1:1) | details | 16.03.2025 | |||
| 29. Round | Aberdeen | Dundee Utd | 2:2 (0:2, 2:0) | details | 02.03.2025 | |||
| 28. Round | Dundee Utd | Hibernian | 1:3 (1:1, 0:2) | details | 26.02.2025 | |||
| 27. Round | Dundee Utd | Motherwell | 1:0 (1:0, 0:0) | details | 22.02.2025 | |||
| 26. Round | Celtic | Dundee Utd | 3:0 (2:0, 1:0) | details | 15.02.2025 | |||
| 25. Round | Kilmarnock | Dundee Utd | 1:0 (0:0, 1:0) | details | 01.02.2025 | |||
| 24. Round | Dundee Utd | Rangers | 1:3 (1:1, 0:2) | details | 26.01.2025 | |||
| 1/16-finals | Dundee FC | Dundee Utd | 1:0 (1:0, 0:0) | details | 20.01.2025 | |||
| 23. Round | St. Mirren | Dundee Utd | 0:1 (0:0, 0:1) | details | 11.01.2025 | |||
| 11. Round | Celtic | Dundee Utd | 2:0 (1:0, 1:0) | details | 08.01.2025 | |||
| 22. Round | Dundee Utd | Hearts | 0:1 (0:0, 0:1) | details | 05.01.2025 | |||
| 21. Round | Dundee FC | Dundee Utd | 1:2 (0:0, 1:2) | details | 02.01.2025 | |||
| 20. Round | Dundee Utd | Aberdeen | 1:0 (0:0, 1:0) | details | 29.12.2024 | |||
| 19. Round | St Johnstone | Dundee Utd | 1:2 (1:0, 0:2) | details | 26.12.2024 | |||