9. Round | 20/11/2020 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 1:4 | ||||
10. Round | 27/11/2020 | Middlesbrough FC U23 | - | Reading FC U23 | 2:3 | ||||
11. Round | 11/12/2020 | Fulham FC U23 | - | Middlesbrough FC U23 | 3:1 | ||||
15. Round | 25/01/2021 | Stoke City U23 | - | Middlesbrough FC U23 | 2:0 | ||||
18. Round | 15/02/2021 | Middlesbrough FC U23 | - | Sunderland AFC U23 | 1:1 | ||||
19. Round | 22/02/2021 | Burnley FC U23 | - | Middlesbrough FC U23 | 3:2 |