1. Ronde | 14.08.2023 | Nottingham Forest U23 | - | Middlesbrough FC U23 | 2:2 | ||||
5. Ronde | 25.09.2023 | Leicester City U23 | - | Middlesbrough FC U23 | 1:3 | ||||
6. Ronde | 29.09.2023 | Middlesbrough FC U23 | - | Stoke City U23 | 4:1 | ||||
10. Ronde | 18.12.2023 | Reading FC U23 | - | Middlesbrough FC U23 | 2:2 | ||||
11. Ronde | 12.01.2024 | Arsenal FC U23 | - | Middlesbrough FC U23 | 1:0 | ||||
17. Ronde | 17.03.2024 | Middlesbrough FC U23 | - | Tottenham Hotspur U23 | 1:2 | ||||
19. Ronde | 15.04.2024 | Sunderland AFC U23 | - | Middlesbrough FC U23 | 1:2 | ||||
20. Ronde | 26.04.2024 | Middlesbrough FC U23 | - | Crystal Palace U23 | 2:3 |