Middlesbrough have played Leicester City 96 times in competitive football, winning 31, drawing 30 and losing 35, first meeting on 14 Oct 1899 and most recently on 24 Feb 2026. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 14 Oct 1899 | 1899–00 | Second Division | A | Leicester City | 1–4 | ||
| 17 Feb 1900 | 1899–00 | Second Division | H | Leicester City | 0–1 | ||
| 13 Oct 1900 | 1900–01 | Second Division | A | Leicester City | 0–1 | ||
| 16 Feb 1901 | 1900–01 | Second Division | H | Leicester City | 2–1 | ||
| 2 Nov 1901 | 1901–02 | Second Division | A | Leicester City | 2–0 | ||
| 1 Mar 1902 | 1901–02 | Second Division | H | Leicester City | 5–0 | ||
| 26 Sep 1908 | 1908–09 | First Division | A | Leicester City | 1–1 | ||
| 30 Jan 1909 | 1908–09 | First Division | H | Leicester City | 6–2 | ||
| 4 Feb 1911 | 1910–11 | FA Cup | H | Leicester City | 0–0 | ||
| 8 Feb 1911 | 1910–11 | FA Cup | A | Leicester City | 2–1 | ||
| 6 Sep 1924 | 1924–25 | Second Division | A | Leicester City | 0–0 | ||
| 3 Jan 1925 | 1924–25 | Second Division | H | Leicester City | 1–5 | ||
| 8 Jan 1927 | 1926–27 | FA Cup | H | Leicester City | 5–3 | ||
| 10 Dec 1927 | 1927–28 | First Division | A | Leicester City | 3–3 | ||
| 21 Apr 1928 | 1927–28 | First Division | H | Leicester City | 1–1 | ||
| 28 Sep 1929 | 1929–30 | First Division | H | Leicester City | 0–2 | ||
| 1 Feb 1930 | 1929–30 | First Division | A | Leicester City | 1–4 | ||
| 6 Dec 1930 | 1930–31 | First Division | A | Leicester City | 3–0 | ||
| 11 Apr 1931 | 1930–31 | First Division | H | Leicester City | 2–2 | ||
| 31 Aug 1931 | 1931–32 | First Division | A | Leicester City | 2–2 | ||
| 7 May 1932 | 1931–32 | First Division | H | Leicester City | 1–1 | ||
| 24 Sep 1932 | 1932–33 | First Division | A | Leicester City | 1–1 | ||
| 4 Feb 1933 | 1932–33 | First Division | H | Leicester City | 1–1 | ||
| 23 Dec 1933 | 1933–34 | First Division | A | Leicester City | 2–1 | ||
| 5 May 1934 | 1933–34 | First Division | H | Leicester City | 4–1 | ||
| 20 Oct 1934 | 1934–35 | First Division | H | Leicester City | 1–0 | ||
| 2 Mar 1935 | 1934–35 | First Division | A | Leicester City | 1–3 | ||
| 15 Feb 1936 | 1935–36 | FA Cup | H | Leicester City | 2–1 | ||
| 20 Nov 1937 | 1937–38 | First Division | H | Leicester City | 4–2 | ||
| 2 Apr 1938 | 1937–38 | First Division | A | Leicester City | 1–0 | ||
| 10 Apr 1939 | 1938–39 | First Division | H | Leicester City | 3–2 | ||
| 11 Apr 1939 | 1938–39 | First Division | A | Leicester City | 3–5 | ||
| 9 Jan 1954 | 1953–54 | FA Cup | H | Leicester City | 0–0 | ||
| 14 Jan 1954 | 1953–54 | FA Cup | A | Leicester City | 2–3 | ||
| 8 Oct 1955 | 1955–56 | Second Division | H | Leicester City | 4–3 | Brian Clough 39, Arthur Fitzsimons 41, Lindy Delapenha 44, Bill Harris 76 | 20,642 |
| 31 Mar 1956 | 1955–56 | Second Division | A | Leicester City | 1–1 | Arthur Fitzsimons 35 | 28,450 |
| 1 Sep 1956 | 1956–57 | Second Division | A | Leicester City | 1–1 | Brian Clough 46 | 27,227 |
| 29 Dec 1956 | 1956–57 | Second Division | H | Leicester City | 1–3 | Arthur Fitzsimons 10 | 29,704 |
| 20 Feb 1965 | 1964–65 | FA Cup | H | Leicester City | 0–3 | ||
| 16 Aug 1969 | 1969–70 | Second Division | H | Leicester City | 2–1 | ||
| 8 Oct 1969 | 1969–70 | Second Division | A | Leicester City | 1–2 | ||
| 30 Sep 1970 | 1970–71 | Second Division | A | Leicester City | 2–3 | ||
| 9 Jan 1971 | 1970–71 | Second Division | H | Leicester City | 1–0 | ||
| 8 Oct 1974 | 1974–75 | League Cup | H | Leicester City | 1–0 | ||
| 10 Dec 1974 | 1974–75 | First Division | H | Leicester City | 3–0 | ||
| 9 Apr 1975 | 1974–75 | First Division | A | Leicester City | 0–1 | ||
| 11 Oct 1975 | 1975–76 | First Division | A | Leicester City | 0–0 | ||
| 13 Mar 1976 | 1975–76 | First Division | H | Leicester City | 0–1 | ||
| 30 Oct 1976 | 1976–77 | First Division | H | Leicester City | 0–1 | ||
| 15 Mar 1977 | 1976–77 | First Division | A | Leicester City | 3–3 | ||
| 26 Dec 1977 | 1977–78 | First Division | A | Leicester City | 0–0 | ||
| 27 Mar 1978 | 1977–78 | First Division | H | Leicester City | 0–1 | ||
| 21 Oct 1980 | 1980–81 | First Division | H | Leicester City | 1–0 | ||
| 13 Dec 1980 | 1980–81 | First Division | A | Leicester City | 0–1 | ||
| 27 Dec 1982 | 1982–83 | Second Division | H | Leicester City | 1–1 | Bell 60 | |
| 5 Apr 1983 | 1982–83 | Second Division | A | Leicester City | 0–1 | ||
| 5 Dec 1987 | 1987–88 | Second Division | A | Leicester City | 0–0 | 9,411 | |
| 7 May 1988 | 1987–88 | Second Division | H | Leicester City | 1–2 | Bernie Slaven | 27,645 |
| 16 Dec 1989 | 1989–90 | Second Division | H | Leicester City | 4–1 | Colin Cooper, Colin Cooper, Bernie Slaven, Stuart Ripley | 11,428 |
| 21 Apr 1990 | 1989–90 | Second Division | A | Leicester City | 1–2 | Bernie Slaven | 9,203 |
| 29 Sep 1990 | 1990–91 | Second Division | H | Leicester City | 6–0 | Paul Kerr, Ian Baird, John Hendrie, Jimmy Phillips, Bernie Slaven | 16,237 |
| 16 Mar 1991 | 1990–91 | Second Division | A | Leicester City | 3–4 | Owen McGee, Jimmy Phillips, Trevor Putney | 8,324 |
| 14 Sep 1991 | 1991–92 | Second Division | H | Leicester City | 3–0 | Paul Wilkinson, Paul Wilkinson, Bernie Slaven | 16,633 |
| 1 Apr 1992 | 1991–92 | Second Division | A | Leicester City | 1–2 | Jamie Pollock | 19,352 |
| 29 Sep 1993 | 1993–94 | First Division | H | Leicester City | 2–0 | Paul Wilkinson, John Hendrie | 11,871 |
| 12 Mar 1994 | 1993–94 | First Division | A | Leicester City | 0–2 | 16,116 | |
| 3 Dec 1996 | 1996–97 | Premier League | H | Leicester City | 0–2 | 29,709 | |
| 15 Mar 1997 | 1996–97 | Premier League | A | Leicester City | 3–1 | Blackmore, Juninho, Mikkel Beck | 20,561 |
| 6 Apr 1997 | 1996–97 | League Cup | N | Leicester City | 1–1 | Fabrizio Ravanelli | 76,757 |
| 16 Apr 1997 | 1996–97 | League Cup | A | Leicester City | 0–1 | 39,428 | |
| 9 Sep 1998 | 1998–99 | Premier League | A | Leicester City | 1–0 | Paul Gascoigne | 20,635 |
| 30 Jan 1999 | 1998–99 | Premier League | H | Leicester City | 0–0 | 34,631 | |
| 24 Aug 1999 | 1999–00 | Premier League | H | Leicester City | 0–3 | 33,126 | |
| 5 Feb 2000 | 1999–00 | Premier League | A | Leicester City | 1–2 | Andy Campbell | 17,550 |
| 18 Nov 2000 | 2000–01 | Premier League | H | Leicester City | 0–3 | 27,965 | |
| 21 Apr 2001 | 2000–01 | Premier League | A | Leicester City | 3–0 | Hamilton Ricard, Alen Bokšić, Paul Ince | 18,162 |
| 17 Sep 2001 | 2001–02 | Premier League | A | Leicester City | 2–1 | Paul Ince 85, Jonathan Greening 88 | 15,412 |
| 2 Mar 2002 | 2001–02 | Premier League | H | Leicester City | 1–0 | Frank Sinclair | 25,734 |
| 26 Aug 2003 | 2003–04 | Premier League | A | Leicester City | 0–0 | 30,823 | |
| 17 Jan 2004 | 2003–04 | Premier League | H | Leicester City | 3–3 | 27,125 | |
| 29 Sep 2009 | 2009–10 | Championship | H | Leicester City | 0–1 | 18,577 | |
| 2 May 2010 | 2009–10 | Championship | A | Leicester City | 0–2 | 30,223 | |
| 14 Aug 2010 | 2010–11 | Championship | A | Leicester City | 0–0 | 21,587 | |
| 2 Apr 2011 | 2010–11 | Championship | H | Leicester City | 3–3 | Marvin Emnes 14, Rhys Williams 55, Stephen McManus 90+4 | 16,010 |
| 28 Sep 2011 | 2011–12 | Championship | H | Leicester City | 0–0 | 16,883 | |
| 1 Feb 2012 | 2011–12 | Championship | A | Leicester City | 2–2 | Scott McDonald 17, Tony McMahon 79 | 20,512 |
| 29 Sep 2012 | 2012–13 | Championship | H | Leicester City | 1–2 | Nicky Bailey 48 | 15,679 |
| 18 Jan 2013 | 2012–13 | Championship | A | Leicester City | 0–1 | 8,585 | |
| 3 Aug 2013 | 2013–14 | Championship | H | Leicester City | 1–2 | Sean St Ledger 35 | 17,223 |
| 25 Jan 2014 | 2013–14 | Championship | A | Leicester City | 0–2 | 26,047 | |
| 26 Nov 2016 | 2016–17 | Premier League | A | Leicester City | 2–2 | Álvaro Negredo 13, Álvaro Negredo 71 | 32,058 |
| 2 Jan 2017 | 2016–17 | Premier League | H | Leicester City | 0–0 | 32,437 | |
| 11 Nov 2023 | 2023–24 | Championship | H | Leicester City | 1–0 | Sam Greenwood 83 | 30,042 |
| 17 Feb 2024 | 2023–24 | Championship | A | Leicester City | 2–1 | Finn Azaz 24, Samuel Silvera 37 | 31,487 |
| 4 Nov 2025 | 2025–26 | Championship | A | Leicester City | 1–1 | Luke Ayling 90+6 | 28,389 |
| 24 Feb 2026 | 2025–26 | Championship | H | Leicester City | 1–1 | Riley McGree 45+2 | 26,019 |
See also: the Leicester City archive and Leicester City v Middlesbrough.
All Middlesbrough head-to-head records · Middlesbrough season by season