| 8. Round | 20/10/2017 | Brighton & Hove Albion U23 | - | Middlesbrough FC U23 | 2:2 | ||||
| 9. Round | 29/10/2017 | Middlesbrough FC U23 | - | Wolverhampton Wanderers U23 | 3:1 | ||||
| 17. Round | 05/02/2018 | Stoke City U23 | - | Middlesbrough FC U23 | 3:2 | ||||
| 18. Round | 18/02/2018 | Reading FC U23 | - | Middlesbrough FC U23 | 2:3 | ||||
| 20. Round | 09/03/2018 | Middlesbrough FC U23 | - | Brighton & Hove Albion U23 | 0:3 | ||||
| 14. Round | 03/04/2018 | Newcastle United U23 | - | Middlesbrough FC U23 | 0:1 | ||||
| 19. Round | 12/04/2018 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 1:1 | ||||
| 22. Round | 23/04/2018 | Southampton FC U23 | - | Middlesbrough FC U23 | 2:1 |
England