- 2027-04-30 in 6mo Tottenham U18 at Chelsea U18
- 2026-12-18 in 1mo Chelsea U18 at Tottenham U18
- 2025-10-18 1y Tottenham U18 2 at Chelsea U18 2
- 2025-05-03 1y Chelsea U18 0 at Tottenham U18 0
- 2024-11-30 1y Tottenham U18 3 at Chelsea U18 3
- 2024-02-17 2y Chelsea U18 4 at Tottenham U18 1 Tyrique George ENG-CHEA 86min 1g 2a
- 2023-10-21 2y Chelsea U18 4 at Tottenham U18 3 Reiss-Alexander Russell-Denny ENG-CHEA 36min 2g
- 2023-01-28 3y Tottenham U18 2 at Chelsea U18 2
- 2022-11-19 3y Chelsea U18 2 at Tottenham U18 1 Michael Heinz Golding ENG-CHEL 90min 1g
- 2021-05-08 5y Chelsea U18 1 at Tottenham U18 0 Dion Rankine ENG-CHEL 90min 1g
- 2021-03-06 5y Tottenham U18 6 at Chelsea U18 1 Roshaun Andre Mathurin ENG-TOMO 90min 3g
- 2019-04-10 7y Tottenham U18 2 at Chelsea U18 0 Troy Daniel Parrott ENG-TOMO 90min 2g
- 2018-08-25 8y Chelsea U18 0 at Tottenham U18 2 Edmond-Paris Maghoma ENG-TOMO 90min 1g
- 2018-04-18 8y Tottenham U18 3 at Chelsea U18 0 Reo Griffiths ENG-TOMO 90min 1g
- 2018-03-18 8y Tottenham U18 0 at Chelsea U18 2
- 2018-02-14 8y Chelsea U18 2 at Tottenham U18 0 Dujon Sterling ENG-CHEL 90min 1g
- 2017-12-09 8y Chelsea U18 4 at Tottenham U18 4
- 2017-01-28 9y Tottenham U18 2 at Chelsea U18 3 Martell Taylor-Crossdale ENG-CHEL 90min 2g
- 2016-10-22 9y Chelsea U18 1 at Tottenham U18 1
- 2016-01-09 10y Tottenham U18 2 at Chelsea U18 4
- 2015-10-03 11y Chelsea U18 4 at Tottenham U18 3
- 2015-03-14 11y Chelsea U18 6 at Tottenham U18 4
- 2015-02-28 11y Tottenham U18 1 at Chelsea U18 2
- 2014-09-27 12y Chelsea U18 4 at Tottenham U18 2
- 2014-04-29 12y Tottenham U18 7 at Chelsea U18 2
- 2013-10-19 13y Chelsea U18 2 at Tottenham U18 3
- 2012-03-03 14y Tottenham U18 2 at Chelsea U18 2