1. Ronde | 14.08.2023 | Nottingham Forest U23 | - | Middlesbrough FC U23 | 2:2 | ||||
2. Ronde | 18.08.2023 | Middlesbrough FC U23 | - | Everton FC U23 | 2:2 | ||||
3. Ronde | 25.08.2023 | Middlesbrough FC U23 | - | Wolverhampton Wanderers U23 | 3:2 | ||||
4. Ronde | 03.09.2023 | Liverpool FC U23 | - | Middlesbrough FC U23 | 1:4 | ||||
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 | ||||
12. Ronde | 26.01.2024 | Middlesbrough FC U23 | - | West Bromwich Albion U23 | 0:1 |