| 3. Round | 27/08/2022 | Sunderland AFC [U18] | - | Middlesbrough FC [U18] | 6:3 | ||||
| 7. Round | 15/10/2022 | Wolverhampton Wanderers [U18] | - | Middlesbrough FC [U18] | 2:3 | ||||
| 8. Round | 22/10/2022 | Middlesbrough FC [U18] | - | Leeds United [U18] | 2:1 | ||||
| 9. Round | 29/10/2022 | Middlesbrough FC [U18] | - | Everton FC [U18] | 2:0 | ||||
| 16. Round | 28/02/2023 | Leeds United [U18] | - | Middlesbrough FC [U18] | 2:2 | ||||
| 14. Round | 18/04/2023 | Everton FC [U18] | - | Middlesbrough FC [U18] | 3:0 | ||||
| 26. Round | 29/04/2023 | Middlesbrough FC [U18] | - | Wolverhampton Wanderers [U18] | 2:1 |
England