| Leyton Orient 1 v 0 Charlton Athletic Papa John's Trophy Tuesday, 9th November 2021 Kick-off 19:00 |  |
Head to Head - Leyton Orient v Charlton Athletic
| HOME | AWAY | TOTAL | ||||||||||||||||
| Competition | P | W | D | L | F | A | W | D | L | F | A | W | D | L | F | A | ||
| Sky Bet Championship | 32 | 0 | 0 | 0 | 0 | 0 | 8 | 8 | 16 | 34 | 55 | 8 | 8 | 16 | 34 | 55 | ||
| Sky Bet League One | 10 | 0 | 0 | 0 | 0 | 0 | 4 | 0 | 6 | 9 | 12 | 4 | 0 | 6 | 9 | 12 | ||
| Division Three (S) | 4 | 0 | 0 | 0 | 0 | 0 | 2 | 1 | 1 | 7 | 5 | 2 | 1 | 1 | 7 | 5 | ||
| All League | 46 | 0 | 0 | 0 | 0 | 0 | 14 | 9 | 23 | 50 | 72 | 14 | 9 | 23 | 50 | 72 | ||
| EFL Trophy | 3 | 0 | 0 | 0 | 0 | 0 | 1 | 0 | 2 | 3 | 4 | 1 | 0 | 2 | 3 | 4 | ||
| League Cup | 5 | 0 | 0 | 0 | 0 | 0 | 0 | 2 | 3 | 6 | 9 | 0 | 2 | 3 | 6 | 9 | ||
| FA Cup | 3 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 3 | 1 | 6 | 0 | 0 | 3 | 1 | 6 | ||
| Total: | 57 | 0 | 0 | 0 | 0 | 0 | 15 | 11 | 31 | 60 | 91 | 15 | 11 | 31 | 60 | 91 | ||
| Average goals scored: | 1.053 | |||||||||||
| Average goals conceded: | 1.596 | |||||||||||
| Win with greatest margin: | 3 |
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| Loss with greatest margin: | 5 |
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| Most goals in a match: | 7 |
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| 1 Mar 2025 | Sky Bet League One | Leyton Orient | 1-2 | Charlton Athletic | W | |
| 10 Dec 2024 | EFL Trophy | Charlton Athletic | 0-2 | Leyton Orient | W | |
| 17 Aug 2024 | Sky Bet League One | Charlton Athletic | 1-0 | Leyton Orient | L | |
| 26 Dec 2023 | Sky Bet League One | Leyton Orient | 1-0 | Charlton Athletic | L | |
| 5 Aug 2023 | Sky Bet League One | Charlton Athletic | 1-0 | Leyton Orient | L | |
| 9 Nov 2021 | EFL Trophy | Leyton Orient | 1-0 | Charlton Athletic | L | |
| 10 Nov 2020 | EFL Trophy | Charlton Athletic | 3-1 | Leyton Orient | L | |
| 14 Aug 2012 | Capital One Cup | Charlton Athletic | 1-1 | Leyton Orient | D | |
| 31 Mar 2012 | EL3 | Charlton Athletic | 2-0 | Leyton Orient | L | |
| 31 Dec 2011 | EL3 | Leyton Orient | 1-0 | Charlton Athletic | L | |
| 2 Apr 2011 | EL3 | Charlton Athletic | 3-1 | Leyton Orient | L | |
| 13 Aug 2010 | EL3 | Leyton Orient | 1-3 | Charlton Athletic | W | |
| 25 Jan 2010 | EL3 | Charlton Athletic | 0-1 | Leyton Orient | W | |
| 18 Aug 2009 | EL3 | Leyton Orient | 1-2 | Charlton Athletic | W | |
| 28 Jan 2006 | FA Cup | Charlton Athletic | 2 - 1 | Leyton Orient | L | |
| 9 Oct 1990 | Rumbelows Cup | Leyton Orient | 1 - 0 | Charlton Athletic | L | |
| 26 Sep 1990 | Rumbelows Cup | Charlton Athletic | 2 - 2 | Leyton Orient | D | |
| 12 Mar 1982 | League Division Two | Charlton Athletic | 5 - 2 | Leyton Orient | L | |
| 30 Jan 1982 | FA Cup | Leyton Orient | 1 - 0 | Charlton Athletic | L | |
| 25 Oct 1981 | League Division Two | Leyton Orient | 1 - 1 | Charlton Athletic | D | |
| 12 Jan 1980 | League Division Two | Charlton Athletic | 0 - 1 | Leyton Orient | W | |
| 1 Sep 1979 | League Division Two | Leyton Orient | 1 - 1 | Charlton Athletic | D | |
| 20 Mar 1979 | League Division Two | Leyton Orient | 2 - 1 | Charlton Athletic | L | |
| 6 Oct 1978 | League Division Two | Charlton Athletic | 0 - 2 | Leyton Orient | W | |
| 3 May 1978 | League Division Two | Leyton Orient | 0 - 0 | Charlton Athletic | D | |
| 1 Sep 1977 | League Division Two | Charlton Athletic | 2 - 1 | Leyton Orient | L | |
| 9 Apr 1977 | League Division Two | Leyton Orient | 0 - 0 | Charlton Athletic | D | |
| 15 Feb 1977 | League Division Two | Charlton Athletic | 2 - 0 | Leyton Orient | L | |
| 23 Mar 1976 | League Division Two | Charlton Athletic | 1 - 1 | Leyton Orient | D | |
| 2 Mar 1976 | League Division Two | Leyton Orient | 0 - 1 | Charlton Athletic | W | |
| 31 Mar 1972 | League Division Two | Charlton Athletic | 1 - 2 | Leyton Orient | W | |
| 2 Oct 1971 | League Division Two | Leyton Orient | 3 - 2 | Charlton Athletic | L | |
| 3 Apr 1971 | League Division Two | Charlton Athletic | 2 - 0 | Leyton Orient | L | |
| 29 Aug 1970 | League Division Two | Leyton Orient | 0 - 0 | Charlton Athletic | D | |
| 26 Feb 1966 | League Division Two | Leyton Orient | 1 - 2 | Charlton Athletic | W | |
| 11 Sep 1965 | League Division Two | Charlton Athletic | 3 - 0 | Leyton Orient | L | |
| 30 Jan 1965 | League Cup | Charlton Athletic | 2 - 1 | Leyton Orient | L | |
| 28 Dec 1964 | League Division Two | Charlton Athletic | 2 - 0 | Leyton Orient | L | |
| 26 Dec 1964 | League Division Two | Leyton Orient | 4 - 2 | Charlton Athletic | L | |
| 30 Mar 1964 | League Division Two | Charlton Athletic | 1 - 2 | Leyton Orient | W | |
| 26 Mar 1964 | League Division Two | Leyton Orient | 0 - 3 | Charlton Athletic | W | |
| 12 Nov 1962 | League Cup | Leyton Orient | 3 - 2 | Charlton Athletic | L | |
| 24 Mar 1962 | League Division Two | Charlton Athletic | 1 - 2 | Leyton Orient | W | |
| 4 Nov 1961 | League Division Two | Leyton Orient | 2 - 1 | Charlton Athletic | L | |
| 18 Mar 1961 | League Division Two | Charlton Athletic | 2 - 0 | Leyton Orient | L | |
| 10 Dec 1960 | League Division Two | Leyton Orient | 1 - 1 | Charlton Athletic | D | |
| 19 Mar 1960 | League Division Two | Charlton Athletic | 0 - 0 | Leyton Orient | D | |
| 28 Nov 1959 | League Division Two | Leyton Orient | 2 - 0 | Charlton Athletic | L | |
| 11 Apr 1959 | League Division Two | Leyton Orient | 6 - 1 | Charlton Athletic | L | |
| 22 Nov 1958 | League Division Two | Charlton Athletic | 4 - 1 | Leyton Orient | L | |
| 19 Sep 1957 | League Division Two | Leyton Orient | 3 - 2 | Charlton Athletic | L | |
| 12 Sep 1957 | League Division Two | Charlton Athletic | 3 - 2 | Leyton Orient | L | |
| 11 Jan 1936 | FA Cup | Leyton Orient | 3 - 0 | Charlton Athletic | L | |
| 9 Mar 1935 | Division Three (S) | Leyton Orient | 1 - 2 | Charlton Athletic | W | |
| 27 Oct 1934 | Division Three (S) | Charlton Athletic | 2 - 1 | Leyton Orient | L | |
| 14 Apr 1934 | Division Three (S) | Charlton Athletic | 1 - 1 | Leyton Orient | D | |
| 2 Dec 1933 | Division Three (S) | Leyton Orient | 1 - 3 | Charlton Athletic | W |