| 6. Round | 11/09/2021 | Coventry City | - | Middlesbrough FC | 2:0 | ||||
| 7. Round | 15/09/2021 | Nottingham Forest | - | Middlesbrough FC | 0:2 | ||||
| 8. Round | 18/09/2021 | Middlesbrough FC | - | Blackpool FC | 1:2 | ||||
| 9. Round | 25/09/2021 | Reading FC | - | Middlesbrough FC | 1:0 | ||||
| 11. Round | 02/10/2021 | Hull City | - | Middlesbrough FC | 2:0 | ||||
| 12. Round | 16/10/2021 | Middlesbrough FC | - | Peterborough United | 2:0 | ||||
| 13. Round | 20/10/2021 | Middlesbrough FC | - | Barnsley FC | 2:0 | ||||
| 15. Round | 30/10/2021 | Middlesbrough FC | - | Birmingham City | 0:2 | ||||
| 16. Round | 02/11/2021 | Luton Town | - | Middlesbrough FC | 3:1 | ||||
| 17. Round | 06/11/2021 | West Bromwich Albion | - | Middlesbrough FC | 1:1 | ||||
| 35. Round | 26/02/2022 | Barnsley FC | - | Middlesbrough FC | 3:2 |
France
Cameroon