| 9. Round | 17/11/2015 | Norwich City U21 | - | Middlesbrough FC U21 | 0:5 | ||||
| 11. Round | 30/11/2015 | Middlesbrough FC U21 | - | Tottenham Hotspur U21 | 1:2 | ||||
| 4. Round | 18/02/2016 | Liverpool FC U21 | - | Middlesbrough FC U21 | 2:1 | ||||
| 21. Round | 01/04/2016 | Middlesbrough FC U21 | - | Manchester City U21 | 3:1 | ||||
| 16. Round | 06/04/2016 | Tottenham Hotspur U21 | - | Middlesbrough FC U21 | 1:2 |  |
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| 2. Round | 11/04/2016 | Manchester United U21 | - | Middlesbrough FC U21 | 1:0 | ||||
| 22. Round | 25/04/2016 | Middlesbrough FC U21 | - | Chelsea FC U21 | 1:3 |  |
England