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 | ||||
11. Round | 26/11/2018 | Sunderland AFC U23 | - | Middlesbrough FC U23 | 1:3 |