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| Date | Match | Score |
|---|---|---|
| 29.11.2024 | Tottenham Hotspur U21 - Middlesbrough U21 | 6 : 1 |
| 17.03.2024 | Middlesbrough U21 - Tottenham Hotspur U21 | 1 : 2 |
| Date | Match | Score | Res |
|---|---|---|---|
| 11.09.2026 | Derby County U21 - Tottenham Hotspur U21 | 1 - 3 | W |
| 08.09.2026 | Exeter City - Tottenham Hotspur U21 | 2 - 0 | L |
| 31.08.2026 | Tottenham Hotspur U21 - Birmingham City U21 | 3 - 3 | D |
| 24.08.2026 | Newcastle United U21 - Tottenham Hotspur U21 | 1 - 3 | W |
| 01.08.2026 | Algeciras - Tottenham Hotspur U21 | 1 - 2 | W |
| 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 |