| 1er tour | 08.08.2023 | Huddersfield Town | - | Middlesbrough FC | 2:3 |  |
|||
| 2e tour | 29.08.2023 | Bolton Wanderers | - | Middlesbrough FC | 1:3 |  |
|
||
| tour des 16 | 31.10.2023 | Exeter City | - | Middlesbrough FC | 2:3 | ||||
| Quarts de finale | 19.12.2023 | Port Vale FC | - | Middlesbrough FC | 0:3 | |
|||
| Demi-finales | 09.01.2024 | Middlesbrough FC | - | Chelsea FC | 1:0 | ||||
| Demi-finales | 23.01.2024 | Chelsea FC | - | Middlesbrough FC | 6:1 | |
Angleterre