- 2025-02-25 1y Southampton 0 at Chelsea U18 4 Christopher Nkunku ENG-CHEL 90min
- 2024-12-04 1y Chelsea U18 5 at Southampton 1 Christopher Nkunku ENG-CHEL 90min 1g 1a
- 2023-02-18 3y Southampton 1 at Chelsea U18 0 James Ward-Prowse ENG-SOUZ 90min 1g yc
- 2022-08-30 4y Chelsea U18 1 at Southampton 2 Adam Armstrong ENG-SOUZ 86min 1g
- 2022-04-09 4y Chelsea U18 6 at Southampton 0 Timo Werner ENG-CHAF 90min 2g
- 2021-10-02 5y Southampton 1 at Chelsea U18 3 Ben Chilwell ENG-CHAF 90min 1g
- 2021-02-20 5y Chelsea U18 1 at Southampton 1
- 2020-10-17 6y Southampton 3 at Chelsea U18 3
- 2019-12-26 6y Southampton 2 at Chelsea U18 0 Nathan Redmond ENG-SOUZ 90min 1g
- 2019-10-06 7y Chelsea U18 4 at Southampton 1 Mason Mount ENG-CHAF 80min 1g
- 2019-01-02 7y Southampton 0 at Chelsea U18 0
- 2018-10-07 8y Chelsea U18 3 at Southampton 0 Eden Hazard ENG-CHAF 90min 1g
- 2018-04-22 8y Southampton 0 at Chelsea U18 2 Olivier Giroud ENG-CHAF 80min 1g
- 2018-04-14 8y Chelsea U18 3 at Southampton 2 Olivier Giroud ENG-CHAF 29min 2g
- 2017-12-16 8y Southampton 0 at Chelsea U18 1 Marcos Alonso Mendoza ENG-CHAF 90min 1g yc
- 2017-04-25 9y Southampton 2 at Chelsea U18 4 Diego da Silva Costa ENG-CHAF 90min 2g
- 2016-10-30 9y Chelsea U18 2 at Southampton 0 Eden Hazard ENG-CHAF 90min 1g
- 2016-02-27 10y Chelsea U18 2 at Southampton 1 Branislav Ivanović ENG-CHAF 90min 1g
- 2015-10-03 11y Southampton 3 at Chelsea U18 1 Graziano Pellè ENG-SOUZ 90min 1g yc
- 2015-03-15 11y Southampton 1 at Chelsea U18 1
- 2014-12-28 11y Chelsea U18 1 at Southampton 1
- 2014-01-01 12y Chelsea U18 3 at Southampton 0 Fernando José Torres Sanz ENG-CHAF 90min 1g
- 2013-12-01 12y Southampton 1 at Chelsea U18 3 John Terry ENG-CHAF 90min 1g
- 2013-03-30 13y Chelsea U18 1 at Southampton 2 Jay Rodriguez ENG-SOUZ 90min 1g
- 2013-01-16 13y Southampton 2 at Chelsea U18 2
- 2013-01-05 13y Chelsea U18 5 at Southampton 1 Demba Ba ENG-CHAF 90min 2g
- 2005-04-02 21y Chelsea U18 3 at Southampton 1 Eiður Smári Guðjohnsen ENG-CHAF 90min 2g
- 2004-08-28 22y Southampton 1 at Chelsea U18 2 Frank Lampard ENG-CHAF 90min 1g
- 2004-05-01 22y Southampton 0 at Chelsea U18 4 Frank Lampard ENG-CHAF 86min 2g
- 2003-11-22 22y Chelsea U18 1 at Southampton 0 Mario Melchiot ENG-CHAF 90min 1g
- 2002-12-25 23y Southampton 0 at Chelsea U18 0
- 2001-12-31 24y Southampton 4 at Chelsea U18 2
- 2001-08-24 25y Chelsea U18 2 at Southampton 0
- 2001-04-13 25y Southampton 0 at Chelsea U18 1
- 2000-11-03 25y Chelsea U18 2 at Southampton 3
- 2000-03-24 26y Southampton 1 at Chelsea U18 1
- 1999-12-25 26y Chelsea U18 2 at Southampton 1
- 1999-02-05 27y Southampton 0 at Chelsea U18 1
- 1998-12-25 27y Chelsea U18 2 at Southampton 0
- 1997-12-28 28y Chelsea U18 0 at Southampton 1
- 1997-08-29 29y Southampton 2 at Chelsea U18 4
- 1997-03-18 29y Southampton 0 at Chelsea U18 1
- 1996-02-23 30y Chelsea U18 3 at Southampton 2
- 1995-04-11 31y Southampton 2 at Chelsea U18 0
- 1994-04-01 32y Southampton 0 at Chelsea U18 2
- 1993-12-26 32y Chelsea U18 1 at Southampton 3
- 1993-04-09 33y Chelsea U18 0 at Southampton 1
- 1992-12-25 33y Southampton 1 at Chelsea U18 1
- 1992-02-11 34y Southampton 1 at Chelsea U18 1
- 1991-11-22 34y Chelsea U18 0 at Southampton 1