| Primera etapa | 08.08.2023 | Huddersfield Town | - | Middlesbrough | 2:3 | ||||
| Segunda etapa | 29.08.2023 | Bolton Wanderers | - | Middlesbrough | 1:3 | ||||
| Tercera ronda | 26.09.2023 | Bradford City | - | Middlesbrough | 0:2 | ||||
| Octavos de final | 31.10.2023 | Exeter City | - | Middlesbrough | 2:3 | ||||
| Cuartos de final | 19.12.2023 | Port Vale FC | - | Middlesbrough | 0:3 | ||||
| Semifinales | 09.01.2024 | Middlesbrough | - | Chelsea | 1:0 | ||||
| Semifinales | 23.01.2024 | Chelsea | - | Middlesbrough | 6:1 |
Inglaterra
Turquía