Premier League   M. W D L goals
  at home 46 31 11 4 92 : 34
  Away 46 12 14 20 51 : 69
  92 43 25 24 143 : 103
Championship   M. W D L goals
  at home 7 4 2 1 10 : 3
  Away 7 2 2 3 10 : 12
  14 6 4 4 20 : 15
FA Cup   M. W D L goals
  at home 1 1 0 0 1 : 0
  Away 3 2 0 1 5 : 2
  Neutral Place 1 1 0 0 2 : 0
  5 4 0 1 8 : 2
League Cup   M. W D L goals
  at home 2 2 0 0 9 : 3
  Away 2 0 0 2 1 : 3
  Neutral Place 1 1 0 0 2 : 0
  5 3 0 2 12 : 6
overall   M. W D L goals
  at home 56 38 13 5 112 : 40
  Away 58 16 16 26 67 : 86
  Neutral Place 2 2 0 0 4 : 0
  116 56 29 31 183 : 126
Premier League
2016/2017 36. Round Chelsea FC - Middlesbrough FC 3:0 (2:0)
2016/2017 12. Round Middlesbrough FC - Chelsea FC 0:1 (0:1)
2008/2009 23. Round Chelsea FC - Middlesbrough FC 2:0 (0:0)
2008/2009 8. Round Middlesbrough FC - Chelsea FC 0:5 (0:1)
2007/2008 32. Round Chelsea FC - Middlesbrough FC 1:0 (1:0)
2007/2008 10. Round Middlesbrough FC - Chelsea FC 0:2 (0:1)
2006/2007 27. Round Chelsea FC - Middlesbrough FC 3:0 (1:0)
2006/2007 2. Round Middlesbrough FC - Chelsea FC 2:1 (0:1)
2005/2006 26. Round Middlesbrough FC - Chelsea FC 3:0 (2:0)
2005/2006 15. Round Chelsea FC - Middlesbrough FC 1:0 (0:0)
2004/2005 22. Round Chelsea FC - Middlesbrough FC 2:0 (2:0)
2004/2005 7. Round Middlesbrough FC - Chelsea FC 0:1 (0:1)
2003/2004 32. Round Chelsea FC - Middlesbrough FC 0:0 (0:0)
2003/2004 8. Round Middlesbrough FC - Chelsea FC 1:2 (1:2)
2002/2003 18. Round Middlesbrough FC - Chelsea FC 1:1 (1:1)
2002/2003 14. Round Chelsea FC - Middlesbrough FC 1:0 (0:0)
2001/2002 37. Round Middlesbrough FC - Chelsea FC 0:2 (0:2)
2001/2002 7. Round Chelsea FC - Middlesbrough FC 2:2 (2:0)
2000/2001 31. Round Chelsea FC - Middlesbrough FC 2:1 (1:0)
2000/2001 18. Round Middlesbrough FC - Chelsea FC 1:0 (0:0)
1999/2000 34. Round Chelsea FC - Middlesbrough FC 1:1 (1:1)
1999/2000 9. Round Middlesbrough FC - Chelsea FC 0:1 (0:0)
1998/1999 28. Round Middlesbrough FC - Chelsea FC 0:0 (0:0)
1998/1999 7. Round Chelsea FC - Middlesbrough FC 2:0 (0:0)
1996/1997 30. Round Middlesbrough FC - Chelsea FC 1:0 (0:0)
1996/1997 2. Round Chelsea FC - Middlesbrough FC 1:0 (0:0)
1995/1996 25. Round Chelsea FC - Middlesbrough FC 5:0 (3:0)
1995/1996 3. Round Middlesbrough FC - Chelsea FC 2:0 (1:0)
1992/1993 37. Round Chelsea FC - Middlesbrough FC 4:0 (0:0)
1992/1993 19. Round Middlesbrough FC - Chelsea FC 0:0 (0:0)
1978/1979 40. Round Chelsea FC - Middlesbrough FC 2:1 (1:0)
1978/1979 20. Round Middlesbrough FC - Chelsea FC 7:2 (3:1)
1977/1978 32. Round Middlesbrough FC - Chelsea FC 2:0 (1:0)
1977/1978 11. Round Chelsea FC - Middlesbrough FC 0:0 (0:0)
1974/1975 35. Round Chelsea FC - Middlesbrough FC 1:2 (0:2)
1974/1975 6. Round Middlesbrough FC - Chelsea FC 1:1 (1:0)
1953/1954 33. Round Middlesbrough FC - Chelsea FC 3:3 (3:3)
1953/1954 14. Round Chelsea FC - Middlesbrough FC 1:1 (0:0)
1952/1953 40. Round Chelsea FC - Middlesbrough FC 1:1 (0:0)
1952/1953 19. Round Middlesbrough FC - Chelsea FC 4:0 (0:0)
1951/1952 31. Round Chelsea FC - Middlesbrough FC 5:0 (0:0)
1951/1952 12. Round Middlesbrough FC - Chelsea FC 0:0 (0:0)
1950/1951 23. Round Chelsea FC - Middlesbrough FC 1:1 (0:0)
1950/1951 3. Round Middlesbrough FC - Chelsea FC 3:0 (0:0)
1949/1950 34. Round Chelsea FC - Middlesbrough FC 2:1 (0:0)
1949/1950 19. Round Middlesbrough FC - Chelsea FC 2:1 (0:0)
1948/1949 22. Round Middlesbrough FC - Chelsea FC 1:1 (0:0)
1948/1949 1. Round Chelsea FC - Middlesbrough FC 1:0 (0:0)
1947/1948 32. Round Middlesbrough FC - Chelsea FC 0:0 (0:0)
1947/1948 13. Round Chelsea FC - Middlesbrough FC 4:2 (0:0)
1946/1947 29. Round Chelsea FC - Middlesbrough FC 2:0 (0:0)
1946/1947 10. Round Middlesbrough FC - Chelsea FC 3:2 (0:0)
1938/1939 24. Round Chelsea FC - Middlesbrough FC 4:2 (0:0)
1938/1939 5. Round Middlesbrough FC - Chelsea FC 1:1 (0:0)
1937/1938 26. Round Chelsea FC - Middlesbrough FC 0:1 (0:0)
1937/1938 7. Round Middlesbrough FC - Chelsea FC 4:3 (0:0)
1936/1937 25. Round Chelsea FC - Middlesbrough FC 1:0 (0:0)
1936/1937 5. Round Middlesbrough FC - Chelsea FC 2:0 (0:0)
1935/1936 31. Round Middlesbrough FC - Chelsea FC 4:1 (0:0)
1935/1936 14. Round Chelsea FC - Middlesbrough FC 2:1 (0:0)
1934/1935 42. Round Middlesbrough FC - Chelsea FC 2:2 (0:0)
1934/1935 20. Round Chelsea FC - Middlesbrough FC 2:1 (0:0)
1933/1934 30. Round Middlesbrough FC - Chelsea FC 2:2 (2:0)
1933/1934 10. Round Chelsea FC - Middlesbrough FC 2:3 (2:1)
1932/1933 29. Round Middlesbrough FC - Chelsea FC 2:1 (2:0)
1932/1933 9. Round Chelsea FC - Middlesbrough FC 2:1 (1:1)
1931/1932 23. Round Chelsea FC - Middlesbrough FC 4:0 (2:0)
1931/1932 1. Round Middlesbrough FC - Chelsea FC 0:2 (0:1)
1930/1931 28. Round Middlesbrough FC - Chelsea FC 2:2 (2:1)
1930/1931 9. Round Chelsea FC - Middlesbrough FC 4:0 (0:0)
1923/1924 16. Round Chelsea FC - Middlesbrough FC 2:0 (0:0)
1923/1924 15. Round Middlesbrough FC - Chelsea FC 2:0 (0:0)
1922/1923 6. Round Middlesbrough FC - Chelsea FC 2:1 (0:0)
1922/1923 5. Round Chelsea FC - Middlesbrough FC 1:1 (0:0)
1921/1922 22. Round Chelsea FC - Middlesbrough FC 1:1 (0:0)
1921/1922 21. Round Middlesbrough FC - Chelsea FC 0:1 (0:0)
1920/1921 40. Round Chelsea FC - Middlesbrough FC 1:1 (0:0)
1920/1921 39. Round Middlesbrough FC - Chelsea FC 0:0 (0:0)
1919/1920 16. Round Chelsea FC - Middlesbrough FC 3:1 (0:0)
1919/1920 15. Round Middlesbrough FC - Chelsea FC 0:0 (0:0)
1914/1915 23. Round Chelsea FC - Middlesbrough FC 2:2 (0:0)
1914/1915 5. Round Middlesbrough FC - Chelsea FC 3:0 (0:0)
1913/1914 29. Round Middlesbrough FC - Chelsea FC 2:0 (0:0)
1913/1914 11. Round Chelsea FC - Middlesbrough FC 3:2 (0:0)
1912/1913 37. Round Middlesbrough FC - Chelsea FC 0:3 (0:0)
1912/1913 17. Round Chelsea FC - Middlesbrough FC 2:3 (0:0)
1909/1910 26. Round Chelsea FC - Middlesbrough FC 2:1 (0:0)
1909/1910 7. Round Middlesbrough FC - Chelsea FC 0:1 (0:0)
1908/1909 19. Round Chelsea FC - Middlesbrough FC 3:0 (0:0)
1908/1909 18. Round Middlesbrough FC - Chelsea FC 1:4 (0:0)
1907/1908 37. Round Middlesbrough FC - Chelsea FC 3:1 (0:0)
1907/1908 1. Round Chelsea FC - Middlesbrough FC 1:0 (0:0)
Championship
1983/1984 6. Round Middlesbrough FC - Chelsea FC 2:1
1983/1984 2. Round Chelsea FC - Middlesbrough FC 0:0
1982/1983 10. Round Chelsea FC - Middlesbrough FC 0:0
1982/1983 5. Round Middlesbrough FC - Chelsea FC 3:1
1962/1963 7. Round Middlesbrough FC - Chelsea FC 1:0
1962/1963 3. Round Chelsea FC - Middlesbrough FC 3:2
1928/1929 6. Round Middlesbrough FC - Chelsea FC 4:5
1928/1929 2. Round Chelsea FC - Middlesbrough FC 2:0
1926/1927 6. Round Middlesbrough FC - Chelsea FC 0:0
1926/1927 1. Round Chelsea FC - Middlesbrough FC 3:0
1925/1926 9. Round Chelsea FC - Middlesbrough FC 0:1
1925/1926 5. Round Middlesbrough FC - Chelsea FC 1:2
1924/1925 9. Round Middlesbrough FC - Chelsea FC 1:1
1924/1925 5. Round Chelsea FC - Middlesbrough FC 2:0
FA Cup
2021/2022 Quarter-finals Middlesbrough FC - Chelsea FC 0:2 (0:2)
2012/2013 Round of 16 Middlesbrough FC - Chelsea FC 0:2 (0:0)
2002/2003 3. Round Chelsea FC - Middlesbrough FC 1:0 (1:0)
1996/1997 Final Chelsea FC - Middlesbrough FC 2:0 (1:0)
1992/1993 3. Round Middlesbrough FC - Chelsea FC 2:1 (0:0)
League Cup
2023/2024 Semi-finals Chelsea FC - Middlesbrough FC 6:1 (4:0)
2023/2024 Semi-finals Middlesbrough FC - Chelsea FC 1:0 (1:0)
1997/1998 Final Chelsea FC - Middlesbrough FC 2:0 (0:0, 0:0) aet
1970/1971 3. Round Chelsea FC - Middlesbrough FC 3:2
1967/1968 2. Round Middlesbrough FC - Chelsea FC 2:1

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