| 3. Ronde | 29.08.2021 | Middlesbrough FC U23 | - | Southampton FC U23 | 2:1 | ||||
| 9. Ronde | 22.10.2021 | Burnley FC U23 | - | Middlesbrough FC U23 | 2:0 | ||||
| 11. Ronde | 07.11.2021 | Middlesbrough FC U23 | - | Birmingham City U23 | 0:3 | ||||
| 14. Ronde | 06.12.2021 | West Bromwich Albion U23 | - | Middlesbrough FC U23 | 3:2 | ||||
| 21. Ronde | 27.02.2022 | Birmingham City U23 | - | Middlesbrough FC U23 | 4:2 |  |
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| 22. Ronde | 14.03.2022 | Stoke City U23 | - | Middlesbrough FC U23 | 1:0 | ||||
| 23. Ronde | 18.03.2022 | Middlesbrough FC U23 | - | Fulham FC U23 | 0:0 | ||||
| 24. Ronde | 01.04.2022 | Middlesbrough FC U23 | - | Newcastle United U23 | 4:2 | ||||
| 20. Ronde | 15.04.2022 | Middlesbrough FC U23 | - | Wolverhampton Wanderers U23 | 0:3 | ||||
| 25. Ronde | 22.04.2022 | Nottingham Forest U23 | - | Middlesbrough FC U23 | 1:1 | ||||
| 26. Ronde | 01.05.2022 | Middlesbrough FC U23 | - | Reading FC U23 | 2:1 | |
Engeland