1. Round | 15/08/2016 | Middlesbrough FC U23 | - | Brighton & Hove Albion U23 | 0:0 | ||||
2. Round | 22/08/2016 | Blackburn Rovers U23 | - | Middlesbrough FC U23 | 0:0 | ||||
3. Round | 25/08/2016 | Norwich City U23 | - | Middlesbrough FC U23 | 1:2 | ||||
4. Round | 12/09/2016 | Middlesbrough FC U23 | - | Swansea City U23 | 2:1 | ||||
5. Round | 19/09/2016 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 2:1 | ||||
6. Round | 26/09/2016 | Middlesbrough FC U23 | - | Aston Villa U23 | 1:2 | ||||
12. Round | 12/12/2016 | Middlesbrough FC U23 | - | Norwich City U23 | 2:2 | ||||
13. Round | 19/12/2016 | Swansea City U23 | - | Middlesbrough FC U23 | 3:2 | ||||
15. Round | 16/01/2017 | Aston Villa U23 | - | Middlesbrough FC U23 | 0:0 |