6. Round | 20/09/2019 | Middlesbrough FC U23 | - | West Ham United U23 | 3:4 | ||||
7. Round | 27/09/2019 | Fulham FC U23 | - | Middlesbrough FC U23 | 2:4 | ||||
11. Round | 25/11/2019 | West Bromwich Albion U23 | - | Middlesbrough FC U23 | 4:1 | ||||
16. Round | 02/02/2020 | Middlesbrough FC U23 | - | Fulham FC U23 | 1:0 | ||||
17. Round | 17/02/2020 | Reading FC U23 | - | Middlesbrough FC U23 | 0:1 |