Todos os países
| 13. Rodada | Middlesbrough | Charlton | 3:0 (2:0, 1:0) | detalhes | 31.10.2026 | |||
| 12. Rodada | Bolton | Middlesbrough | 1:5 (1:3, 0:2) | detalhes | 23.10.2026 | |||
| 11. Rodada | Middlesbrough | Cardiff | 2:2 (0:2, 2:0) | detalhes | 17.10.2026 | |||
| 10. Rodada | Stoke | Middlesbrough | 2:3 (0:0, 2:3) | detalhes | 13.10.2026 | |||
| 9. Rodada | Middlesbrough | Wolves | 1:0 (0:0, 1:0) | detalhes | 10.10.2026 | |||
| 8. Rodada | Birmingham | Middlesbrough | 2:2 (0:1, 2:1) | detalhes | 19.09.2026 | |||
| 6. Rodada | Middlesbrough | Millwall | 2:2 (0:2, 2:0) | detalhes | 15.09.2026 | |||
| 7. Rodada | Middlesbrough | Norwich | 4:3 (3:1, 1:2) | detalhes | 12.09.2026 | |||
| 1/16-finals | Crystal Palace | Middlesbrough | 3:0 (1:0, 2:0) | detalhes | 08.09.2026 | |||
| 5. Rodada | QPR | Middlesbrough | 0:1 (0:1, 0:0) | detalhes | 05.09.2026 | |||
| 4. Rodada | Burnley | Middlesbrough | 1:1 (0:1, 1:0) | detalhes | 02.09.2026 | |||
| 3. Rodada | Middlesbrough | West Brom | 3:1 (0:0, 3:1) | detalhes | 29.08.2026 | |||
| 1/32-finals | Doncaster | Middlesbrough | 1:3 (0:1, 1:2) | detalhes | 25.08.2026 | |||
| 2. Rodada | Blackburn | Middlesbrough | 2:1 (0:1, 2:0) | detalhes | 22.08.2026 | |||
| 1. Rodada | Middlesbrough | Lincoln | 2:1 (0:1, 2:0) | detalhes | 15.08.2026 | |||
| 1/64-finals | Middlesbrough | Wrexham | 1:0 (0:0, 1:0) | detalhes | 07.08.2026 | |||
| Middlesbrough | Espanyol | 3:3 (2:2, 1:1) | detalhes | 01.08.2026 | ||||
| Middlesbrough | Huddersfield | 1:3 | detalhes | 25.07.2026 | ||||
| Celtic | Middlesbrough | 1:1 (1:1, 0:0) | detalhes | 18.07.2026 | ||||
| Final | Hull | Middlesbrough | 1:0 (0:0, 1:0) | detalhes | 23.05.2026 | |||
| Semi-finals - Second leg | Southampton | Middlesbrough | 2:1 AET (1:1, 0:0, 1:0) | detalhes | 12.05.2026 | |||
| Semi-finals - First leg | Middlesbrough | Southampton | 0:0 (0:0, 0:0) | detalhes | 09.05.2026 | |||
| 46. Rodada | Wrexham | Middlesbrough | 2:2 (2:2, 0:0) | detalhes | 02.05.2026 | |||
| 45. Rodada | Middlesbrough | Watford | 5:1 (2:0, 3:1) | detalhes | 25.04.2026 | |||
| 44. Rodada | Middlesbrough | Sheffield Wed | 1:0 (1:0, 0:0) | detalhes | 22.04.2026 | |||
| 43. Rodada | Ipswich | Middlesbrough | 2:2 (1:1, 1:1) | detalhes | 19.04.2026 | |||
| 42. Rodada | Middlesbrough | Portsmouth | 0:1 (0:0, 0:1) | detalhes | 11.04.2026 | |||
| 41. Rodada | Swansea | Middlesbrough | 2:2 (2:1, 0:1) | detalhes | 06.04.2026 | |||
| 40. Rodada | Middlesbrough | Millwall | 1:2 (1:0, 0:2) | detalhes | 03.04.2026 | |||
| 39. Rodada | Blackburn | Middlesbrough | 0:0 (0:0, 0:0) | detalhes | 21.03.2026 | |||
| 38. Rodada | Middlesbrough | Bristol City | 1:1 (0:0, 1:1) | detalhes | 14.03.2026 | |||
| 37. Rodada | Middlesbrough | Charlton | 0:1 (0:0, 0:1) | detalhes | 11.03.2026 | |||
| 36. Rodada | QPR | Middlesbrough | 0:4 (0:1, 0:3) | detalhes | 08.03.2026 | |||
| 35. Rodada | Birmingham | Middlesbrough | 1:3 (0:2, 1:1) | detalhes | 02.03.2026 | |||
| 34. Rodada | Middlesbrough | Leicester | 1:1 (1:1, 0:0) | detalhes | 24.02.2026 | |||
| 33. Rodada | Middlesbrough | Oxford Utd | 0:0 (0:0, 0:0) | detalhes | 21.02.2026 | |||
| 32. Rodada | Coventry | Middlesbrough | 3:1 (1:0, 2:1) | detalhes | 16.02.2026 | |||
| 31. Rodada | Sheffield Utd | Middlesbrough | 1:2 (0:2, 1:0) | detalhes | 09.02.2026 | |||
| 30. Rodada | Middlesbrough | Norwich | 1:0 (1:0, 0:0) | detalhes | 31.01.2026 | |||
| 29. Rodada | Middlesbrough | Preston | 4:0 (3:0, 1:0) | detalhes | 24.01.2026 | |||
| 28. Rodada | Stoke | Middlesbrough | 1:2 (1:0, 0:2) | detalhes | 21.01.2026 | |||
| 27. Rodada | West Brom | Middlesbrough | 2:3 (0:1, 2:2) | detalhes | 16.01.2026 | |||
| 1/32-finals | Fulham | Middlesbrough | 3:1 (0:1, 3:0) | detalhes | 10.01.2026 | |||
| 26. Rodada | Middlesbrough | Southampton | 4:0 (0:0, 4:0) | detalhes | 04.01.2026 | |||
| 25. Rodada | Derby | Middlesbrough | 1:0 (0:0, 1:0) | detalhes | 01.01.2026 | |||
| 24. Rodada | Middlesbrough | Hull | 0:1 (0:1, 0:0) | detalhes | 29.12.2025 | |||
| 23. Rodada | Middlesbrough | Blackburn | 0:0 (0:0, 0:0) | detalhes | 26.12.2025 | |||
| 22. Rodada | Bristol City | Middlesbrough | 2:0 (1:0, 1:0) | detalhes | 20.12.2025 | |||
| 21. Rodada | Middlesbrough | QPR | 3:1 (2:0, 1:1) | detalhes | 13.12.2025 | |||
| 20. Rodada | Charlton | Middlesbrough | 1:2 (0:2, 1:0) | detalhes | 09.12.2025 | |||