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| Date | Match | Score |
|---|---|---|
| 16.08.2025 | Middlesbrough U18 - Wolves U18 | 3 : 1 |
| 16.08.2025 | Middlesbrough U18 - Wolves U18 | 3 : 1 |
| 08.02.2025 | Wolves U18 - Middlesbrough U18 | 2 : 2 |
| 31.08.2024 | Middlesbrough U18 - Wolves U18 | 2 : 3 |
| 27.01.2024 | Middlesbrough U18 - Wolves U18 | 2 : 0 |
| 23.09.2023 | Wolves U18 - Middlesbrough U18 | 1 : 2 |
| 29.04.2023 | Middlesbrough U18 - Wolves U18 | 2 : 1 |
| 15.10.2022 | Wolves U18 - Middlesbrough U18 | 2 : 3 |
| 16.04.2022 | Middlesbrough U18 - Wolves U18 | 1 : 0 |
| 27.01.2022 | Wolves U18 - Middlesbrough U18 | 2 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Wolves U18 - Everton U18 | 0 - 4 | L |
| 29.08.2026 | Wolves U18 - Liverpool U18 | 2 - 4 | L |
| 22.08.2026 | Leeds United U18 - Wolves U18 | 2 - 1 | L |
| 15.08.2026 | Wolves U18 - Blackburn Rovers U18 | 0 - 2 | L |
| 09.05.2026 | Sunderland U18 - Wolves U18 | 1 - 0 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Nottingham Forest U18 - Middlesbrough U18 | 0 - 1 | W |
| 05.09.2026 | Manchester United U18 - Middlesbrough U18 | 5 - 0 | L |
| 29.08.2026 | Middlesbrough U18 - Derby County U18 | 1 - 3 | L |
| 22.08.2026 | Liverpool U18 - Middlesbrough U18 | 2 - 2 | D |
| 15.08.2026 | Middlesbrough U18 - Leicester City U18 | 2 - 2 | D |