1. Round | 14/08/2023 | Nottingham Forest U23 | - | Middlesbrough FC U23 | 2:2 | ||||
2. Round | 18/08/2023 | Middlesbrough FC U23 | - | Everton FC U23 | 2:2 | ||||
8. Round | 05/11/2023 | Middlesbrough FC U23 | - | Derby County U23 | 1:0 | ||||
10. Round | 18/12/2023 | Reading FC U23 | - | Middlesbrough FC U23 | 2:2 |