| 7. Round | 30/09/2022 | Middlesbrough FC U21 | - | Newcastle United U21 | 1:1 | ||||
| 14. Round | 27/01/2023 | Middlesbrough FC U21 | - | Southampton FC U21 | 2:2 | ||||
| 15. Round | 10/02/2023 | Middlesbrough FC U21 | - | West Bromwich Albion U21 | 2:4 | ||||
| 16. Round | 20/02/2023 | Stoke City U21 | - | Middlesbrough FC U21 | 1:2 | ||||
| 17. Round | 24/02/2023 | Norwich City U21 | - | Middlesbrough FC U21 | 2:2 | ||||
| 20. Round | 03/04/2023 | Newcastle United U21 | - | Middlesbrough FC U21 | 0:0 | ||||
| 22. Round | 23/04/2023 | Leeds United U21 | - | Middlesbrough FC U21 | 3:1 |
England