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| Date | Match | Score |
|---|---|---|
| 01.05.2026 | Chelsea U21 - Tottenham Hotspur U21 | 1 : 3 |
| 16.08.2024 | Chelsea U21 - Tottenham Hotspur U21 | 1 : 2 |
| 19.05.2024 | Tottenham Hotspur U21 - Chelsea U21 | 2 : 1 |
| 02.10.2023 | Tottenham Hotspur U21 - Chelsea U21 | 4 : 2 |
| 24.04.2023 | Tottenham Hotspur U21 - Chelsea U21 | 3 : 2 |
| 07.11.2022 | Chelsea U21 - Tottenham Hotspur U21 | 3 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 31.08.2026 | Chelsea U21 - West Ham United U21 | 5 - 4 | W |
| 25.08.2026 | Bristol Rovers - Chelsea U21 | 2 - 2 | D |
| 21.08.2026 | AFC Bournemouth U21 - Chelsea U21 | 2 - 1 | L |
| 04.08.2026 | Boreham Wood - Chelsea U21 | - | |
| 21.07.2026 | Chelsea U21 - Cardiff City U21 | 0 - 0 | D |
| 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 |