| 1. Ronde | 16.08.2021 | Wolverhampton Wanderers U23 | - | Middlesbrough FC U23 | 2:1 |  |
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| 2. Ronde | 20.08.2021 | Middlesbrough FC U23 | - | Aston Villa U23 | 1:2 | ||||
| 3. Ronde | 29.08.2021 | Middlesbrough FC U23 | - | Southampton FC U23 | 2:1 | ||||
| 4. Ronde | 13.09.2021 | Middlesbrough FC U23 | - | Stoke City U23 | 2:0 | ||||
| 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 | ||||
| 8. Ronde | 17.10.2021 | Middlesbrough FC U23 | - | West Bromwich Albion U23 | 1:2 | ||||
| 10. Ronde | 01.11.2021 | Fulham FC U23 | - | Middlesbrough FC U23 | 2:0 | ||||
| 12. Ronde | 21.11.2021 | Middlesbrough FC U23 | - | Norwich City U23 | 3:2 | ||||
| 13. Ronde | 29.11.2021 | Reading FC U23 | - | Middlesbrough FC U23 | 2:1 | ||||
| 19. Ronde | 04.02.2022 | Norwich City U23 | - | Middlesbrough FC U23 | 4:0 | ||||
| 21. Ronde | 27.02.2022 | Birmingham City U23 | - | Middlesbrough FC U23 | 4:2 | ||||
| 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 | ||||
| 25. Ronde | 22.04.2022 | Nottingham Forest U23 | - | Middlesbrough FC U23 | 1:1 |
Spanje
Noord-Ierland