| 7. Ronde | 14.10.2016 | Stoke City U23 | - | Middlesbrough FC U23 | 3:1 |  |
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| 15. Ronde | 16.01.2017 | Aston Villa U23 | - | Middlesbrough FC U23 | 0:0 | ||||
| 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 | |
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| 21. Ronde | 10.04.2017 | West Ham United U23 | - | Middlesbrough FC U23 | 1:3 | |
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| 14. Ronde | 17.04.2017 | Middlesbrough FC U23 | - | Wolverhampton Wanderers U23 | 0:1 | ||||
| 22. Ronde | 21.04.2017 | Middlesbrough FC U23 | - | Newcastle United U23 | 0:2 |
Engeland