| At Tottenham (56) | At Chelsea (55) | Overall (111 matches) | ||||||||
| Results | Total | % | Results | Total | % | Results | Total | % | ||
| Tottenham | 22 | 39.29 | Chelsea | 26 | 47.27 | Tottenham | 41 | 36.94 | ||
| Chelsea | 20 | 35.71 | Tottenham | 19 | 34.55 | Chelsea | 46 | 41.44 | ||
| Draws | 14 | 25 | Draws | 10 | 18.18 | Draws | 24 | 21.62 | ||
| Goals | Total | Av.pg | Goals | Total | Av.pg | Goals | Total | Av.pg | ||
| Tottenham | 100 | 1.79 | Chelsea | 77 | 1.4 | Tottenham | 171 | 1.54 | ||
| Chelsea | 87 | 1.55 | Tottenham | 71 | 1.29 | Chelsea | 164 | 1.48 | ||
| Records | |||||
| Highest Aggregate | 7 | Tottenham | 1 - 6 | Chelsea | 1997/1998 |
| Highest Tottenham score: | 5 | Tottenham | 5 - 0 | Chelsea | 1920/1921 |
| Highest Chelsea score: | 6 | Tottenham | 1 - 6 | Chelsea | 1997/1998 |
| Season | Date | Home | Score | Away | Competition |
| 2001/2002 | Wed 13 Mar | Chelsea | 4 - 0 | Tottenham | Premiership |
| Sun 10 Mar | Tottenham | 0 - 4 | Chelsea | F.A. Cup | |
| Wed 23 Jan | Tottenham | 5 - 1 | Chelsea | League Cup | |
| Wed 09 Jan | Chelsea | 2 - 1 | Tottenham | League Cup | |
| Sun 16 Sep | Tottenham | 2 - 3 | Chelsea | Premiership | |
| 2000/2001 | Tue 17 Apr | Tottenham | 0 - 3 | Chelsea | Premiership |
| Sat 28 Oct | Chelsea | 3 - 0 | Tottenham | Premiership | |
| 1999/2000 | Sat 05 Feb | Tottenham | 0 - 1 | Chelsea | Premiership |
| Wed 12 Jan | Chelsea | 1 - 0 | Tottenham | Premiership | |
| 1998/1999 | Mon 10 May | Tottenham | 2 - 2 | Chelsea | Premiership |
| Sat 19 Dec | Chelsea | 2 - 0 | Tottenham | Premiership | |
| 1997/1998 | Sat 11 Apr | Chelsea | 2 - 0 | Tottenham | Premiership |
| Sat 06 Dec | Tottenham | 1 - 6 | Chelsea | Premiership | |
| 1996/1997 | Sat 01 Feb | Tottenham | 1 - 2 | Chelsea | Premiership |
| Sat 26 Oct | Chelsea | 3 - 1 | Tottenham | Premiership | |
| 1995/1996 | Sat 27 Apr | Tottenham | 1 - 1 | Chelsea | Premiership |
| Sat 25 Nov | Chelsea | 0 - 0 | Tottenham | Premiership | |
| 1994/1995 | Sat 11 Feb | Chelsea | 1 - 1 | Tottenham | Premiership |
| Wed 23 Nov | Tottenham | 0 - 0 | Chelsea | Premiership | |
| 1993/1994 | Sun 27 Feb | Chelsea | 4 - 3 | Tottenham | Premiership |
| Wed 01 Sep | Tottenham | 1 - 1 | Chelsea | Premiership | |
| 1992/1993 | Sat 20 Mar | Chelsea | 1 - 1 | Tottenham | Premiership |
| Sat 05 Dec | Tottenham | 1 - 2 | Chelsea | Premiership | |
| 1991/1992 | Sat 11 Jan | Chelsea | 2 - 0 | Tottenham | First Division |
| Sat 24 Aug | Tottenham | 1 - 3 | Chelsea | First Division | |
| 1990/1991 | Sat 02 Mar | Tottenham | 1 - 1 | Chelsea | First Division |
| Sat 01 Dec | Chelsea | 3 - 2 | Tottenham | First Division | |
| 1989/1990 | Sat 10 Feb | Chelsea | 1 - 2 | Tottenham | First Division |
| Sat 16 Sep | Tottenham | 1 - 4 | Chelsea | First Division | |
| 1987/1988 | Sat 02 Jan | Chelsea | 0 - 0 | Tottenham | First Division |
| Sat 22 Aug | Tottenham | 1 - 0 | Chelsea | First Division | |
| 1986/1987 | Sat 20 Dec | Chelsea | 0 - 2 | Tottenham | First Division |
| Sat 13 Sep | Tottenham | 1 - 3 | Chelsea | First Division | |
| 1985/1986 | Sat 28 Dec | Chelsea | 2 - 0 | Tottenham | First Division |
| Wed 04 Sep | Tottenham | 4 - 1 | Chelsea | First Division | |
| 1984/1985 | Sat 27 Apr | Chelsea | 1 - 1 | Tottenham | First Division |
| Sat 24 Nov | Tottenham | 1 - 1 | Chelsea | First Division | |
| 1978/1979 | Sat 18 Nov | Chelsea | 1 - 3 | Tottenham | First Division |
| Sat 26 Aug | Tottenham | 2 - 2 | Chelsea | First Division | |
| 1974/1975 | Sat 19 Apr | Tottenham | 2 - 0 | Chelsea | First Division |
| Sat 12 Oct | Chelsea | 1 - 0 | Tottenham | First Division | |
| 1973/1974 | Mon 15 Apr | Chelsea | 0 - 0 | Tottenham | First Division |
| Wed 03 Apr | Tottenham | 1 - 2 | Chelsea | First Division | |
| 1972/1973 | Tue 03 Apr | Chelsea | 0 - 1 | Tottenham | First Division |
| Sat 21 Oct | Tottenham | 0 - 1 | Chelsea | First Division | |
| 1971/1972 | Sat 15 Apr | Tottenham | 3 - 0 | Chelsea | First Division |
| Sat 27 Nov | Chelsea | 1 - 0 | Tottenham | First Division | |
| 1970/1971 | Sat 13 Mar | Tottenham | 2 - 1 | Chelsea | First Division |
| Sat 14 Nov | Chelsea | 0 - 2 | Tottenham | First Division | |
| 1969/1970 | Sat 04 Apr | Chelsea | 1 - 0 | Tottenham | First Division |
| Wed 27 Aug | Tottenham | 1 - 1 | Chelsea | First Division | |
| 1968/1969 | Sat 22 Mar | Tottenham | 1 - 0 | Chelsea | First Division |
| Sat 31 Aug | Chelsea | 2 - 2 | Tottenham | First Division | |
| 1967/1968 | Sat 13 Apr | Chelsea | 2 - 0 | Tottenham | First Division |
| Sat 18 Nov | Tottenham | 2 - 0 | Chelsea | First Division | |
| 1966/1967 | Sat 18 Mar | Tottenham | 1 - 1 | Chelsea | First Division |
| Wed 26 Oct | Chelsea | 3 - 0 | Tottenham | First Division | |
| 1965/1966 | Sat 08 Jan | Chelsea | 2 - 1 | Tottenham | First Division |
| Sat 11 Dec | Tottenham | 4 - 2 | Chelsea | First Division | |
| 1964/1965 | Wed 10 Mar | Chelsea | 3 - 1 | Tottenham | First Division |
| Sat 24 Oct | Tottenham | 1 - 1 | Chelsea | First Division | |
| 1963/1964 | Sat 01 Feb | Tottenham | 1 - 2 | Chelsea | First Division |
| Sat 21 Sep | Chelsea | 0 - 3 | Tottenham | First Division | |
| 1961/1962 | Sat 30 Dec | Tottenham | 5 - 2 | Chelsea | First Division |
| Tue 26 Dec | Chelsea | 0 - 2 | Tottenham | First Division | |
| 1960/1961 | Mon 03 Apr | Chelsea | 2 - 3 | Tottenham | First Division |
| Fri 31 Mar | Tottenham | 4 - 2 | Chelsea | First Division | |
| 1959/1960 | Mon 18 Apr | Tottenham | 0 - 1 | Chelsea | First Division |
| Fri 15 Apr | Chelsea | 1 - 3 | Tottenham | First Division | |
| 1958/1959 | Wed 03 Sep | Tottenham | 4 - 0 | Chelsea | First Division |
| Wed 27 Aug | Chelsea | 4 - 2 | Tottenham | First Division | |
| 1957/1958 | Sat 21 Dec | Chelsea | 2 - 4 | Tottenham | First Division |
| Sat 24 Aug | Tottenham | 1 - 1 | Chelsea | First Division | |
| 1956/1957 | Wed 20 Feb | Tottenham | 3 - 4 | Chelsea | First Division |
| Sat 06 Oct | Chelsea | 2 - 4 | Tottenham | First Division | |
| 1955/1956 | Sat 25 Feb | Tottenham | 4 - 0 | Chelsea | First Division |
| Sat 15 Oct | Chelsea | 2 - 0 | Tottenham | First Division | |
| 1954/1955 | Sat 02 Apr | Tottenham | 2 - 4 | Chelsea | First Division |
| Sat 13 Nov | Chelsea | 2 - 1 | Tottenham | First Division | |
| 1953/1954 | Sat 27 Mar | Chelsea | 1 - 0 | Tottenham | First Division |
| Sat 07 Nov | Tottenham | 2 - 1 | Chelsea | First Division | |
| 1952/1953 | Sat 14 Mar | Tottenham | 2 - 3 | Chelsea | First Division |
| Sat 25 Oct | Chelsea | 2 - 1 | Tottenham | First Division | |
| 1951/1952 | Wed 30 Apr | Chelsea | 0 - 2 | Tottenham | First Division |
| Sat 17 Nov | Tottenham | 3 - 2 | Chelsea | First Division | |
| 1950/1951 | Sat 03 Mar | Tottenham | 2 - 1 | Chelsea | First Division |
| Sat 14 Oct | Chelsea | 0 - 2 | Tottenham | First Division | |
| 1934/1935 | Wed 30 Jan | Tottenham | 1 - 3 | Chelsea | First Division |
| Sat 15 Sep | Chelsea | 1 - 3 | Tottenham | First Division | |
| 1933/1934 | Sat 10 Feb | Tottenham | 2 - 1 | Chelsea | First Division |
| Sat 30 Sep | Chelsea | 0 - 4 | Tottenham | First Division | |
| 1929/1930 | Sat 01 Feb | Tottenham | 3 - 3 | Chelsea | Second Division |
| Sat 28 Sep | Chelsea | 3 - 0 | Tottenham | Second Division | |
| 1928/1929 | Sat 20 Apr | Tottenham | 4 - 1 | Chelsea | Second Division |
| Sat 08 Dec | Chelsea | 1 - 1 | Tottenham | Second Division | |
| 1923/1924 | Mon 03 Sep | Tottenham | 0 - 1 | Chelsea | First Division |
| Mon 27 Aug | Chelsea | 0 - 1 | Tottenham | First Division | |
| 1922/1923 | Sat 23 Dec | Tottenham | 3 - 1 | Chelsea | First Division |
| Sat 16 Dec | Chelsea | 0 - 0 | Tottenham | First Division | |
| 1921/1922 | Sat 24 Dec | Chelsea | 1 - 2 | Tottenham | First Division |
| Sat 17 Dec | Tottenham | 0 - 0 | Chelsea | First Division | |
| 1920/1921 | Sat 16 Oct | Chelsea | 0 - 4 | Tottenham | First Division |
| Sat 09 Oct | Tottenham | 5 - 0 | Chelsea | First Division | |
| 1914/1915 | Sat 02 Jan | Chelsea | 1 - 1 | Tottenham | First Division |
| Sat 05 Sep | Tottenham | 1 - 1 | Chelsea | First Division | |
| 1913/1914 | Sat 27 Dec | Tottenham | 1 - 2 | Chelsea | First Division |
| Sat 06 Sep | Chelsea | 1 - 3 | Tottenham | First Division | |
| 1912/1913 | Sat 12 Apr | Chelsea | 1 - 0 | Tottenham | First Division |
| Sat 07 Dec | Tottenham | 1 - 0 | Chelsea | First Division | |
| 1909/1910 | Sat 30 Apr | Tottenham | 2 - 1 | Chelsea | First Division |
| Sat 18 Dec | Chelsea | 2 - 1 | Tottenham | First Division | |