| 10. Round | 18/11/2016 | Middlesbrough FC U23 | - | Fulham FC U23 | 1:4 | ||||
| 11. Round | 28/11/2016 | West Bromwich Albion U23 | - | Middlesbrough FC U23 | 0:0 |  |
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| 20. Round | 13/03/2017 | Middlesbrough FC U23 | - | Blackburn Rovers U23 | 4:1 | ||||
| 21. Round | 10/04/2017 | West Ham United U23 | - | Middlesbrough FC U23 | 1:3 |
England