Championship   M. W D L goals
  at home 16 9 2 5 29 : 16
  Away 16 3 6 7 18 : 26
  32 12 8 12 47 : 42
FA Cup   M. W D L goals
  at home 1 1 0 0 2 : 1
  Away 2 0 0 2 0 : 4
  3 1 0 2 2 : 5
League Cup   M. W D L goals
  at home 3 1 2 0 5 : 4
  Away 2 0 0 2 2 : 4
  5 1 2 2 7 : 8
League One   M. W D L goals
  at home 5 4 0 1 7 : 2
  Away 5 3 0 2 7 : 5
  10 7 0 3 14 : 7
EFL Trophy   M. W D L goals
  at home 2 1 0 1 3 : 3
  Away 1 0 0 1 0 : 1
  3 1 0 2 3 : 4
Playoffs   M. W D L goals
  Neutral Place 1 1 0 0 1 : 0
  1 1 0 0 1 : 0
overall   M. W D L goals
  at home 27 16 4 7 46 : 26
  Away 26 6 6 14 27 : 40
  Neutral Place 1 1 0 0 1 : 0
  54 23 10 21 74 : 66
Championship
1981/1982 8. Round Charlton Athletic - Leyton Orient 5:2
1981/1982 3. Round Leyton Orient - Charlton Athletic 1:1
1979/1980 6. Round Charlton Athletic - Leyton Orient 0:1
1979/1980 2. Round Leyton Orient - Charlton Athletic 1:1
1978/1979 8. Round Leyton Orient - Charlton Athletic 2:1
1978/1979 3. Round Charlton Athletic - Leyton Orient 0:2
1977/1978 10. Round Leyton Orient - Charlton Athletic 0:0
1977/1978 2. Round Charlton Athletic - Leyton Orient 2:1
1976/1977 9. Round Leyton Orient - Charlton Athletic 0:0
1976/1977 7. Round Charlton Athletic - Leyton Orient 2:0
1975/1976 8. Round Charlton Athletic - Leyton Orient 1:1
1975/1976 8. Round Leyton Orient - Charlton Athletic 0:1
1971/1972 8. Round Charlton Athletic - Leyton Orient 1:2
1971/1972 3. Round Leyton Orient - Charlton Athletic 3:2
1970/1971 9. Round Charlton Athletic - Leyton Orient 2:0
1970/1971 1. Round Leyton Orient - Charlton Athletic 0:0
1965/1966 7. Round Leyton Orient - Charlton Athletic 1:2
1965/1966 2. Round Charlton Athletic - Leyton Orient 3:0
1964/1965 5. Round Charlton Athletic - Leyton Orient 2:0
1964/1965 5. Round Leyton Orient - Charlton Athletic 4:2
1963/1964 8. Round Charlton Athletic - Leyton Orient 1:2
1963/1964 8. Round Leyton Orient - Charlton Athletic 0:3
1961/1962 8. Round Charlton Athletic - Leyton Orient 1:2
1961/1962 4. Round Leyton Orient - Charlton Athletic 2:1
1960/1961 8. Round Charlton Athletic - Leyton Orient 2:0
1960/1961 5. Round Leyton Orient - Charlton Athletic 1:1
1959/1960 8. Round Charlton Athletic - Leyton Orient 0:0
1959/1960 4. Round Leyton Orient - Charlton Athletic 2:0
1958/1959 9. Round Leyton Orient - Charlton Athletic 6:1
1958/1959 4. Round Charlton Athletic - Leyton Orient 4:1
1957/1958 2. Round Leyton Orient - Charlton Athletic 3:2
1957/1958 2. Round Charlton Athletic - Leyton Orient 3:2
FA Cup
2005/2006 4. Round Charlton Athletic - Leyton Orient 2:1 (1:0)
1981/1982 3. Round Leyton Orient - Charlton Athletic 1:0
1935/1936 3. Round Clapton Orient - Charlton Athletic 3:0
League Cup
2012/2013 1. Round Charlton Athletic - Leyton Orient 3:4 (1:1, 1:1, 1:1) pso
1990/1991 2. Round Leyton Orient - Charlton Athletic 1:0 (1:0)
1990/1991 2. Round Charlton Athletic - Leyton Orient 2:2 (2:2)
1964/1965 3. Round Charlton Athletic - Leyton Orient 2:1
1962/1963 Round of 16 Leyton Orient - Charlton Athletic 3:2
League One
2024/2025 34. Round Leyton Orient - Charlton Athletic 1:2 (0:0)
2024/2025 2. Round Charlton Athletic - Leyton Orient 1:0 (0:0)
2023/2024 24. Round Leyton Orient - Charlton Athletic 1:0 (0:0)
2023/2024 1. Round Charlton Athletic - Leyton Orient 1:0 (1:0)
2011/2012 40. Round Charlton Athletic - Leyton Orient 2:0 (1:0)
2011/2012 23. Round Leyton Orient - Charlton Athletic 1:0 (1:0)
2010/2011 40. Round Charlton Athletic - Leyton Orient 3:1 (0:1)
2010/2011 2. Round Leyton Orient - Charlton Athletic 1:3 (0:1)
2009/2010 28. Round Charlton Athletic - Leyton Orient 0:1 (0:0)
2009/2010 3. Round Leyton Orient - Charlton Athletic 1:2 (1:0)
EFL Trophy
2024/2025 2. Round Charlton Athletic - Leyton Orient 0:2 (0:0)
2021/2022 Group G South Leyton Orient - Charlton Athletic 1:0 (0:0)
2020/2021 Group G South Charlton Athletic - Leyton Orient 3:1 (1:0)
Playoffs
2024/2025 League One Final Charlton Athletic - Leyton Orient 1:0 (1:0)

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