Leyton Orient have played Charlton Athletic 58 times in competitive football, winning 21, drawing 11 and losing 26, first meeting on 2 Dec 1933 and most recently on 25 May 2025. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 2 Dec 1933 | 1933–34 | Third Division South | H | Charlton Athletic | 1–3 | ||
| 14 Apr 1934 | 1933–34 | Third Division South | A | Charlton Athletic | 1–1 | ||
| 27 Oct 1934 | 1934–35 | Third Division South | A | Charlton Athletic | 1–2 | ||
| 9 Mar 1935 | 1934–35 | Third Division South | H | Charlton Athletic | 1–2 | ||
| 11 Jan 1936 | 1935–36 | FA Cup | H | Charlton Athletic | 3–0 | ||
| 12 Sep 1957 | 1957–58 | Second Division | A | Charlton Athletic | 2–3 | ||
| 19 Sep 1957 | 1957–58 | Second Division | H | Charlton Athletic | 3–2 | ||
| 22 Nov 1958 | 1958–59 | Second Division | A | Charlton Athletic | 1–4 | ||
| 11 Apr 1959 | 1958–59 | Second Division | H | Charlton Athletic | 6–1 | ||
| 28 Nov 1959 | 1959–60 | Second Division | H | Charlton Athletic | 2–0 | ||
| 19 Mar 1960 | 1959–60 | Second Division | A | Charlton Athletic | 0–0 | ||
| 10 Dec 1960 | 1960–61 | Second Division | H | Charlton Athletic | 1–1 | ||
| 18 Mar 1961 | 1960–61 | Second Division | A | Charlton Athletic | 0–2 | ||
| 4 Nov 1961 | 1961–62 | Second Division | H | Charlton Athletic | 2–1 | ||
| 24 Mar 1962 | 1961–62 | Second Division | A | Charlton Athletic | 2–1 | ||
| 12 Nov 1962 | 1962–63 | League Cup | H | Charlton Athletic | 3–2 | ||
| 26 Mar 1964 | 1963–64 | Second Division | H | Charlton Athletic | 0–3 | ||
| 30 Mar 1964 | 1963–64 | Second Division | A | Charlton Athletic | 2–1 | ||
| 14 Oct 1964 | 1964–65 | League Cup | A | Charlton Athletic | 1–2 | ||
| 26 Dec 1964 | 1964–65 | Second Division | H | Charlton Athletic | 4–2 | ||
| 28 Dec 1964 | 1964–65 | Second Division | A | Charlton Athletic | 0–2 | ||
| 11 Sep 1965 | 1965–66 | Second Division | A | Charlton Athletic | 0–3 | ||
| 26 Feb 1966 | 1965–66 | Second Division | H | Charlton Athletic | 1–2 | ||
| 29 Aug 1970 | 1970–71 | Second Division | H | Charlton Athletic | 0–0 | ||
| 3 Apr 1971 | 1970–71 | Second Division | A | Charlton Athletic | 0–2 | ||
| 2 Oct 1971 | 1971–72 | Second Division | H | Charlton Athletic | 3–2 | ||
| 31 Mar 1972 | 1971–72 | Second Division | A | Charlton Athletic | 2–1 | ||
| 2 Mar 1976 | 1975–76 | Second Division | H | Charlton Athletic | 0–1 | ||
| 23 Mar 1976 | 1975–76 | Second Division | A | Charlton Athletic | 1–1 | ||
| 15 Feb 1977 | 1976–77 | Second Division | A | Charlton Athletic | 0–2 | ||
| 9 Apr 1977 | 1976–77 | Second Division | H | Charlton Athletic | 0–0 | ||
| 10 Sep 1977 | 1977–78 | Second Division | A | Charlton Athletic | 1–2 | ||
| 3 May 1978 | 1977–78 | Second Division | H | Charlton Athletic | 0–0 | ||
| 6 Oct 1978 | 1978–79 | Second Division | A | Charlton Athletic | 2–0 | ||
| 20 Mar 1979 | 1978–79 | Second Division | H | Charlton Athletic | 2–1 | ||
| 1 Sep 1979 | 1979–80 | Second Division | H | Charlton Athletic | 1–1 | ||
| 12 Jan 1980 | 1979–80 | Second Division | A | Charlton Athletic | 1–0 | ||
| 25 Oct 1981 | 1981–82 | Second Division | H | Charlton Athletic | 1–1 | ||
| 2 Jan 1982 | 1981–82 | FA Cup | H | Charlton Athletic | 1–0 | ||
| 12 Mar 1982 | 1981–82 | Second Division | A | Charlton Athletic | 2–5 | ||
| 26 Sep 1990 | 1990–91 | League Cup | A | Charlton Athletic | 2–2 | ||
| 9 Oct 1990 | 1990–91 | League Cup | H | Charlton Athletic | 1–0 | ||
| 28 Jan 2006 | 2005–06 | FA Cup | A | Charlton Athletic | 1–2 | ||
| 18 Aug 2009 | 2009–10 | League One | H | Charlton Athletic | 1–2 | Tamika Mkandawire 27 | |
| 25 Jan 2010 | 2009–10 | League One | A | Charlton Athletic | 1–0 | Scott McGleish 48 | |
| 13 Aug 2010 | 2010–11 | League One | H | Charlton Athletic | 1–3 | Scott McGleish 50 | 5,535 |
| 2 Apr 2011 | 2010–11 | League One | A | Charlton Athletic | 1–3 | Scott McGleish 16 | 15,875 |
| 31 Dec 2011 | 2011–12 | League One | H | Charlton Athletic | 1–0 | Matthew Spring 25 | 5,097 |
| 31 Mar 2012 | 2011–12 | League One | A | Charlton Athletic | 0–2 | ||
| 14 Aug 2012 | 2012–13 | League Cup | A | Charlton Athletic | 1–1 | Mathieu Baudry 45 | 5,914 |
| 10 Nov 2020 | 2020–21 | EFL Trophy | A | Charlton Athletic | 1–3 | Louis Dennis 67 | |
| 9 Nov 2021 | 2021–22 | EFL Trophy | H | Charlton Athletic | 1–0 | Paul Smyth 78 | 2,295 |
| 5 Aug 2023 | 2023–24 | League One | A | Charlton Athletic | 0–1 | 18,512 | |
| 26 Dec 2023 | 2023–24 | League One | H | Charlton Athletic | 1–0 | Omar Beckles 80 | 8,499 |
| 17 Aug 2024 | 2024–25 | League One | A | Charlton Athletic | 0–1 | 15,126 | |
| 10 Dec 2024 | 2024–25 | EFL Trophy | A | Charlton Athletic | 2–0 | Charlie Kelman 90+3, Dan Agyei 90+5 | 1,336 |
| 1 Mar 2025 | 2024–25 | League One | H | Charlton Athletic | 1–2 | Jordan Brown 50 | 8,942 |
| 25 May 2025 | 2024–25 | Play-offs | N | Charlton Athletic | 0–1 | 76,193 |
See also: the Charlton Athletic archive and Charlton Athletic v Leyton Orient.
All Leyton Orient head-to-head records · Leyton Orient season by season