20. Round | 07/04/2019 | Middlesbrough FC U23 | - | Sunderland AFC U23 | 0:0 | ||||
21. Round | 12/04/2019 | Norwich City U23 | - | Middlesbrough FC U23 | 2:3 | ||||
16. Round | 19/04/2019 | Middlesbrough FC U23 | - | Stoke City U23 | 2:2 | ||||
22. Round | 28/04/2019 | Middlesbrough FC U23 | - | Newcastle United U23 | 0:1 |