1. Round | 16/08/2021 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 2:1 | ||||
8. Round | 17/10/2021 | Middlesbrough FC U23 | - | West Bromwich Albion U23 | 1:2 | ||||
9. Round | 22/10/2021 | Burnley FC U23 | - | Middlesbrough FC U23 | 2:0 | ||||
10. Round | 01/11/2021 | Fulham FC U23 | - | Middlesbrough FC U23 | 2:0 | ||||
14. Round | 06/12/2021 | West Bromwich Albion U23 | - | Middlesbrough FC U23 | 3:2 | ||||
18. Round | 23/01/2022 | Southampton FC U23 | - | Middlesbrough FC U23 | 1:0 | ||||
19. Round | 04/02/2022 | Norwich City U23 | - | Middlesbrough FC U23 | 4:0 | ||||
21. Round | 27/02/2022 | Birmingham City U23 | - | Middlesbrough FC U23 | 4:2 | ||||
22. Round | 14/03/2022 | Stoke City U23 | - | Middlesbrough FC U23 | 1:0 | ||||
23. Round | 18/03/2022 | Middlesbrough FC U23 | - | Fulham FC U23 | 0:0 | ||||
20. Round | 15/04/2022 | Middlesbrough FC U23 | - | Wolverhampton Wanderers U23 | 0:3 |