| 1. Round | 05/08/2022 | Aston Villa U21 | - | Middlesbrough FC U21 | 3:3 | ||||
| 4. Round | 26/08/2022 | Middlesbrough FC U21 | - | Stoke City U21 | 4:1 | ||||
| 18. Round | 06/03/2023 | Middlesbrough FC U21 | - | Aston Villa U21 | 2:3 | ||||
| 13. Round | 24/03/2023 | Derby County U21 | - | Middlesbrough FC U21 | 1:5 | ||||
| 21. Round | 14/04/2023 | Middlesbrough FC U21 | - | Nottingham Forest U21 | 0:1 |
England