| 4. Ronde | 13.09.2021 | Middlesbrough FC U23 | - | Stoke City U23 | 2:0 | ||||
| 5. Ronde | 20.09.2021 | Sunderland AFC U23 | - | Middlesbrough FC U23 | 1:3 |  |
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| 6. Ronde | 24.09.2021 | Middlesbrough FC U23 | - | Nottingham Forest U23 | 0:1 | ||||
| 7. Ronde | 01.10.2021 | Newcastle United U23 | - | Middlesbrough FC U23 | 4:1 | ||||
| 13. Ronde | 29.11.2021 | Reading FC U23 | - | Middlesbrough FC U23 | 2:1 | ||||
| 14. Ronde | 06.12.2021 | West Bromwich Albion U23 | - | Middlesbrough FC U23 | 3:2 | ||||
| 19. Ronde | 04.02.2022 | Norwich City U23 | - | Middlesbrough FC U23 | 4:0 | ||||
| 26. Ronde | 01.05.2022 | Middlesbrough FC U23 | - | Reading FC U23 | 2:1 |
Engeland