| 4. Ronde | 12.09.2016 | Middlesbrough FC U23 | - | Swansea City U23 | 2:1 | ||||
| 5. Ronde | 19.09.2016 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 2:1 | ||||
| 7. Ronde | 14.10.2016 | Stoke City U23 | - | Middlesbrough FC U23 | 3:1 | ||||
| 8. Ronde | 21.10.2016 | Middlesbrough FC U23 | - | West Ham United U23 | 0:1 | ||||
| 16. Ronde | 30.01.2017 | Middlesbrough FC U23 | - | Stoke City U23 | 2:2 | ||||
| 17. Ronde | 06.02.2017 | Fulham FC U23 | - | Middlesbrough FC U23 | 1:0 | ||||
| 18. Ronde | 20.02.2017 | Middlesbrough FC U23 | - | West Bromwich Albion U23 | 2:1 | ||||
| 19. Ronde | 03.03.2017 | Brighton & Hove Albion U23 | - | Middlesbrough FC U23 | 4:2 |  |
|||
| 20. Ronde | 13.03.2017 | Middlesbrough FC U23 | - | Blackburn Rovers U23 | 4:1 |
Engeland