| 1. Ronde | 05.08.2022 | Aston Villa U21 | - | Middlesbrough FC U21 | 3:3 |  |
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| 9. Ronde | 22.10.2022 | Middlesbrough FC U21 | - | Leeds United U21 | 2:4 | ||||
| 10. Ronde | 30.10.2022 | Southampton FC U21 | - | Middlesbrough FC U21 | 8:1 | ||||
| 14. Ronde | 27.01.2023 | Middlesbrough FC U21 | - | Southampton FC U21 | 2:2 | ||||
| 15. Ronde | 10.02.2023 | Middlesbrough FC U21 | - | West Bromwich Albion U21 | 2:4 |  |
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| 13. Ronde | 24.03.2023 | Derby County U21 | - | Middlesbrough FC U21 | 1:5 | ||||
| 20. Ronde | 03.04.2023 | Newcastle United U21 | - | Middlesbrough FC U21 | 0:0 | ||||
| 21. Ronde | 14.04.2023 | Middlesbrough FC U21 | - | Nottingham Forest U21 | 0:1 | ||||
| 22. Ronde | 23.04.2023 | Leeds United U21 | - | Middlesbrough FC U21 | 3:1 |
Engeland