| 1. Ronde | 11.08.2017 | Fulham FC U23 | - | Middlesbrough FC U23 | 1:2 |  |
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| 2. Ronde | 18.08.2017 | Middlesbrough FC U23 | - | Norwich City U23 | 4:0 | |
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| 3. Ronde | 25.08.2017 | Middlesbrough FC U23 | - | Newcastle United U23 | 1:0 | ||||
| 4. Ronde | 11.09.2017 | Blackburn Rovers U23 | - | Middlesbrough FC U23 | 1:3 | ||||
| 5. Ronde | 15.09.2017 | Middlesbrough FC U23 | - | Aston Villa U23 | 4:1 | ||||
| 7. Ronde | 15.10.2017 | Middlesbrough FC U23 | - | Reading FC U23 | 3:4 | |
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| 12. Ronde | 10.12.2017 | Norwich City U23 | - | Middlesbrough FC U23 | 1:0 | ||||
| 15. Ronde | 14.01.2018 | Middlesbrough FC U23 | - | Blackburn Rovers U23 | 3:3 |
Engeland