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| Date | Match | Score |
|---|
| Date | Match | Score | Res |
|---|---|---|---|
| 09.09.2026 | Tamworth - Middlesbrough U21 | 1 - 3 | W |
| 31.08.2026 | AFC Bournemouth U21 - Middlesbrough U21 | 3 - 1 | L |
| 23.08.2026 | Middlesbrough U21 - Norwich City U21 | 0 - 1 | L |
| 18.08.2026 | Solihull Moors - Middlesbrough U21 | 1 - 3 | W |
| 11.08.2026 | Hartlepool - Middlesbrough U21 | 0 - 10 | W |
| Date | Match | Score | Res |
|---|---|---|---|
| 22.01.2025 | Sunderland U21 - Benfica U21 | 2 - 1 | L |
| 18.12.2024 | Middlesbrough U21 - Benfica U21 | 0 - 1 | W |
| 17.10.2024 | Blackburn Rovers U21 - Benfica U21 | 1 - 1 | D |
| 24.09.2024 | West Ham United U21 - Benfica U21 | 2 - 2 | D |
| 24.01.2024 | Everton U21 - Benfica U21 | 2 - 1 | L |