4. Round | 02/09/2018 | Middlesbrough FC U23 | - | Aston Villa U23 | 1:2 | ||||
7. Round | 28/09/2018 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 2:0 | ||||
8. Round | 19/10/2018 | Middlesbrough FC U23 | - | Reading FC U23 | 2:3 | ||||
9. Round | 26/10/2018 | Newcastle United U23 | - | Middlesbrough FC U23 | 1:3 | ||||
10. Round | 04/11/2018 | Middlesbrough FC U23 | - | Norwich City U23 | 2:1 |