14. Round | 06/12/2021 | West Bromwich Albion U23 | - | Middlesbrough FC U23 | 3:2 | ||||
15. Round | 19/12/2021 | Middlesbrough FC U23 | - | Burnley FC U23 | 0:3 | ||||
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 | ||||
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 | ||||
24. Round | 01/04/2022 | Middlesbrough FC U23 | - | Newcastle United U23 | 4:2 | ||||
20. Round | 15/04/2022 | Middlesbrough FC U23 | - | Wolverhampton Wanderers U23 | 0:3 |