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| Date | Match | Score |
|---|---|---|
| 18.10.2025 | Chelsea U18 - Tottenham Hotspur U18 | 2 : 2 |
| 03.05.2025 | Tottenham Hotspur U18 - Chelsea U18 | 0 : 0 |
| 30.11.2024 | Chelsea U18 - Tottenham Hotspur U18 | 3 : 3 |
| 17.02.2024 | Tottenham Hotspur U18 - Chelsea U18 | 1 : 4 |
| 28.10.2023 | Chelsea U18 - Tottenham Hotspur U18 | 3 : 4 |
| 28.01.2023 | Chelsea U18 - Tottenham Hotspur U18 | 2 : 2 |
| 19.11.2022 | Tottenham Hotspur U18 - Chelsea U18 | 1 : 2 |
| 19.04.2022 | Chelsea U18 - Tottenham Hotspur U18 | 3 : 2 |
| 21.08.2021 | Tottenham Hotspur U18 - Chelsea U18 | 2 : 7 |
| 08.05.2021 | Tottenham Hotspur U18 - Chelsea U18 | 0 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Fulham U18 - Tottenham Hotspur U18 | 2 - 2 | D |
| 05.09.2026 | Crystal Palace U18 - Tottenham Hotspur U18 | 2 - 4 | W |
| 29.08.2026 | Tottenham Hotspur U18 - Birmingham City U18 | 8 - 2 | W |
| 22.08.2026 | Norwich City U18 - Tottenham Hotspur U18 | 1 - 6 | W |
| 15.08.2026 | Tottenham Hotspur U18 - Reading U18 | 6 - 1 | W |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Brighton U18 - Chelsea U18 | 1 - 5 | W |
| 05.09.2026 | Fulham U18 - Chelsea U18 | 4 - 3 | L |
| 29.08.2026 | Chelsea U18 - Reading U18 | 6 - 1 | W |
| 22.08.2026 | Birmingham City U18 - Chelsea U18 | 1 - 4 | W |
| 19.08.2026 | Chelsea U18 - Norwich City U18 | 2 - 3 | L |