Championship   M. W D L goals
  at home 14 4 5 5 23 : 24
  Away 14 2 5 7 17 : 25
  28 6 10 12 40 : 49
FA Cup   M. W D L goals
  Away 3 1 1 1 4 : 3
  Neutral Place 2 0 1 1 1 : 3
  5 1 2 2 5 : 6
League Cup   M. W D L goals
  at home 1 1 0 0 1 : 0
  Away 1 0 0 1 0 : 2
  2 1 0 1 1 : 2
League One   M. W D L goals
  at home 2 1 0 1 1 : 4
  Away 2 2 0 0 6 : 2
  4 3 0 1 7 : 6
League Two   M. W D L goals
  at home 2 1 0 1 3 : 3
  Away 2 1 0 1 2 : 2
  4 2 0 2 5 : 5
EFL Trophy   M. W D L goals
  at home 1 0 0 1 1 : 2
  1 0 0 1 1 : 2
overall   M. W D L goals
  at home 20 7 5 8 29 : 33
  Away 22 6 6 10 29 : 34
  Neutral Place 2 0 1 1 1 : 3
  44 13 12 19 59 : 70
Championship
1975/1976 9. Round Portsmouth FC - Leyton Orient 2:1
1975/1976 1. Round Leyton Orient - Portsmouth FC 0:1
1974/1975 7. Round Portsmouth FC - Leyton Orient 3:0
1974/1975 1. Round Leyton Orient - Portsmouth FC 1:1
1973/1974 9. Round Leyton Orient - Portsmouth FC 2:1
1973/1974 9. Round Portsmouth FC - Leyton Orient 0:0
1972/1973 9. Round Portsmouth FC - Leyton Orient 1:0
1972/1973 5. Round Leyton Orient - Portsmouth FC 0:1
1971/1972 8. Round Leyton Orient - Portsmouth FC 2:1
1971/1972 2. Round Portsmouth FC - Leyton Orient 3:2
1970/1971 9. Round Leyton Orient - Portsmouth FC 1:1
1970/1971 2. Round Portsmouth FC - Leyton Orient 1:1
1965/1966 8. Round Leyton Orient - Portsmouth FC 0:0
1965/1966 2. Round Portsmouth FC - Leyton Orient 4:1
1964/1965 5. Round Portsmouth FC - Leyton Orient 1:1
1964/1965 1. Round Leyton Orient - Portsmouth FC 5:2
1963/1964 8. Round Portsmouth FC - Leyton Orient 4:3
1963/1964 3. Round Leyton Orient - Portsmouth FC 3:6
1960/1961 8. Round Leyton Orient - Portsmouth FC 2:1
1960/1961 4. Round Portsmouth FC - Leyton Orient 1:2
1959/1960 5. Round Leyton Orient - Portsmouth FC 1:2
1959/1960 5. Round Portsmouth FC - Leyton Orient 1:1
1926/1927 9. Round Clapton Orient - Portsmouth FC 4:5
1926/1927 4. Round Portsmouth FC - Clapton Orient 1:1
1925/1926 8. Round Clapton Orient - Portsmouth FC 1:1
1925/1926 4. Round Portsmouth FC - Clapton Orient 3:2
1924/1925 9. Round Clapton Orient - Portsmouth FC 1:1
1924/1925 5. Round Portsmouth FC - Clapton Orient 0:2
FA Cup
2001/2002 3. Round Portsmouth FC - Leyton Orient 1:4 (1:0)
1991/1992 4. Round Portsmouth FC - Leyton Orient 2:0 (2:0)
1973/1974 4. Round Leyton Orient - Portsmouth FC 0:2
1973/1974 4. Round Leyton Orient - Portsmouth FC 1:1
1973/1974 4. Round Portsmouth FC - Leyton Orient 0:0
League Cup
1996/1997 1. Round Leyton Orient - Portsmouth FC 1:0 (0:0)
1996/1997 1. Round Portsmouth FC - Leyton Orient 2:0 (1:0)
League One
2023/2024 28. Round Portsmouth FC - Leyton Orient 0:3 (0:3)
2023/2024 2. Round Leyton Orient - Portsmouth FC 0:4 (0:2)
2012/2013 38. Round Leyton Orient - Portsmouth FC 1:0 (0:0)
2012/2013 19. Round Portsmouth FC - Leyton Orient 2:3 (0:1)
League Two
2016/2017 26. Round Portsmouth FC - Leyton Orient 2:1 (1:1)
2016/2017 12. Round Leyton Orient - Portsmouth FC 0:1 (0:0)
2015/2016 30. Round Portsmouth FC - Leyton Orient 0:1 (0:0)
2015/2016 23. Round Leyton Orient - Portsmouth FC 3:2 (2:1)
EFL Trophy
2023/2024 Group E South Leyton Orient - Portsmouth FC 1:2 (0:1)

For games that were decided on penalties the score after 120 minutes will be included in the ranking