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| Date | Match | Score |
|---|---|---|
| 21.03.2026 | Middlesbrough U18 - Leeds United U18 | 1 : 2 |
| 01.11.2025 | Leeds United U18 - Middlesbrough U18 | 3 : 2 |
| 03.05.2025 | Middlesbrough U18 - Leeds United U18 | 6 : 3 |
| 30.11.2024 | Leeds United U18 - Middlesbrough U18 | 0 : 3 |
| 17.02.2024 | Middlesbrough U18 - Leeds United U18 | 1 : 1 |
| 30.09.2023 | Leeds United U18 - Middlesbrough U18 | 2 : 4 |
| 28.02.2023 | Leeds United U18 - Middlesbrough U18 | 2 : 2 |
| 22.10.2022 | Middlesbrough U18 - Leeds United U18 | 2 : 1 |
| 07.05.2022 | Leeds United U18 - Middlesbrough U18 | 4 : 1 |
| 18.12.2021 | Middlesbrough U18 - Leeds United U18 | 2 : 2 |
| 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 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Leeds United U18 - Leicester City U18 | 3 - 1 | W |
| 05.09.2026 | Leeds United U18 - Burnley U18 | 1 - 3 | L |
| 29.08.2026 | Manchester City U18 - Leeds United U18 | 5 - 1 | L |
| 22.08.2026 | Leeds United U18 - Wolves U18 | 2 - 1 | W |
| 15.08.2026 | Everton U18 - Leeds United U18 | 6 - 1 | L |