- 2023-01-07 3y Portsmouth 0 at Tottenham Hotspur FC 1 Benjamin Thomas Davies ENG-TOXG 90min yc
- 2010-04-11 16y Portsmouth 2 at Tottenham Hotspur FC 0 Frédéric Michel Piquionne ENG-POVF 112min (sub in -22) 1g
- 2010-03-27 16y Portsmouth 0 at Tottenham Hotspur FC 2 Peter Crouch ENG-TOXG 90min 1g
- 2009-10-17 17y Tottenham Hotspur FC 2 at Portsmouth 1 Ledley King ENG-TOXG 90min 1g
- 2009-01-18 17y Portsmouth 1 at Tottenham Hotspur FC 1
- 2008-09-28 18y Tottenham Hotspur FC 0 at Portsmouth 2 Jermain Colin Defoe ENG-POVF 90min 1g
- 2008-03-22 18y Portsmouth 0 at Tottenham Hotspur FC 2 Darren Bent ENG-TOXG 20min 1g
- 2007-12-15 18y Tottenham Hotspur FC 1 at Portsmouth 0 Dimitar Ivanov Berbatov ENG-TOXG 90min 1g yc
- 2007-01-01 19y Tottenham Hotspur FC 1 at Portsmouth 1
- 2006-10-01 20y Portsmouth 1 at Tottenham Hotspur FC 2 Danny Murphy ENG-TOXG 90min 1g
- 2005-12-12 20y Portsmouth 1 at Tottenham Hotspur FC 3 Ahmed Hossam Hussein Abdelhamid ENG-TOXG 90min 1g
- 2005-08-13 21y Tottenham Hotspur FC 2 at Portsmouth 0 Jermain Colin Defoe ENG-TOXG 90min 1g
- 2005-02-05 21y Portsmouth 1 at Tottenham Hotspur FC 3 Ahmed Hossam Hussein Abdelhamid ENG-TOXG 63min 2g
- 2004-10-18 22y Tottenham Hotspur FC 0 at Portsmouth 1 Yakubu Aiyegbeni ENG-POVF 75min 1g
- 2004-02-07 22y Portsmouth 3 at Tottenham Hotspur FC 4 Robbie Keane ENG-TOXG 90min 2g
- 2003-12-26 22y Tottenham Hotspur FC 0 at Portsmouth 2 Patrik Berger ENG-POVF 90min 2g
- 1988-04-02 38y Portsmouth 1 at Tottenham Hotspur FC 0
- 1959-02-21 67y Portsmouth 4 at Tottenham Hotspur FC 4
- 1958-10-04 68y Tottenham Hotspur FC 1 at Portsmouth 1
- 1957-09-04 69y Portsmouth 5 at Tottenham Hotspur FC 3
- 1957-08-28 69y Tottenham Hotspur FC 1 at Portsmouth 5
- 1957-03-16 69y Portsmouth 0 at Tottenham Hotspur FC 2
- 1956-11-03 70y Tottenham Hotspur FC 3 at Portsmouth 2
- 1956-03-10 70y Portsmouth 1 at Tottenham Hotspur FC 1
- 1955-10-29 71y Tottenham Hotspur FC 1 at Portsmouth 4
- 1955-02-05 71y Tottenham Hotspur FC 3 at Portsmouth 0
- 1953-12-26 72y Tottenham Hotspur FC 1 at Portsmouth 1
- 1953-12-25 72y Portsmouth 1 at Tottenham Hotspur FC 1
- 1953-03-28 73y Portsmouth 3 at Tottenham Hotspur FC 3
- 1952-11-08 73y Tottenham Hotspur FC 1 at Portsmouth 2
- 1952-04-12 74y Portsmouth 1 at Tottenham Hotspur FC 3
- 1951-11-24 74y Tottenham Hotspur FC 0 at Portsmouth 2
- 1951-03-24 75y Tottenham Hotspur FC 1 at Portsmouth 1
- 1950-11-04 75y Portsmouth 1 at Tottenham Hotspur FC 5
- 1935-03-09 91y Tottenham Hotspur FC 1 at Portsmouth 1
- 1934-10-27 92y Portsmouth 1 at Tottenham Hotspur FC 4
- 1934-02-24 92y Portsmouth 0 at Tottenham Hotspur FC 0
- 1933-10-14 93y Tottenham Hotspur FC 1 at Portsmouth 0
- 1928-03-19 98y Portsmouth 3 at Tottenham Hotspur FC 0