4. Round | 02/10/2020 | Leeds United U23 | - | Middlesbrough FC U23 | 1:0 | ||||
6. Round | 23/10/2020 | Middlesbrough FC U23 | - | Burnley FC U23 | 3:0 | ||||
8. Round | 08/11/2020 | Middlesbrough FC U23 | - | West Bromwich Albion U23 | 0:1 | ||||
10. Round | 27/11/2020 | Middlesbrough FC U23 | - | Reading FC U23 | 2:3 | ||||
12. Round | 18/12/2020 | Aston Villa U23 | - | Middlesbrough FC U23 | 1:1 | ||||
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 | ||||
21. Round | 12/03/2021 | West Bromwich Albion U23 | - | Middlesbrough FC U23 | 0:1 | ||||
23. Round | 09/04/2021 | Reading FC U23 | - | Middlesbrough FC U23 | 2:4 | ||||
26. Round | 03/05/2021 | Crystal Palace U23 | - | Middlesbrough FC U23 | 3:2 |