| 7. Round | 15/10/2017 | Middlesbrough FC U23 | - | Reading FC U23 | 3:4 | ||||
| 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 | ||||
| 10. Round | 20/11/2017 | West Bromwich Albion U23 | - | Middlesbrough FC U23 | 0:1 | ||||
| 18. Round | 18/02/2018 | Reading FC U23 | - | Middlesbrough FC U23 | 2:3 |  |
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| 20. Round | 09/03/2018 | Middlesbrough FC U23 | - | Brighton & Hove Albion U23 | 0:3 | ||||
| 19. Round | 12/04/2018 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 1:1 |  |
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| 21. Round | 15/04/2018 | Middlesbrough FC U23 | - | West Bromwich Albion U23 | 2:1 | ||||
| 22. Round | 23/04/2018 | Southampton FC U23 | - | Middlesbrough FC U23 | 2:1 | |
England