| At Bolton (47) | At Middlesbrough (48) | Overall (95 matches) | ||||||||
| Results | Total | % | Results | Total | % | Results | Total | % | ||
| Bolton | 30 | 63.83 | Middlesbrough | 23 | 47.92 | Bolton | 44 | 46.32 | ||
| Middlesbrough | 6 | 12.77 | Bolton | 14 | 29.17 | Middlesbrough | 29 | 30.53 | ||
| Draws | 11 | 23.4 | Draws | 11 | 22.92 | Draws | 22 | 23.16 | ||
| Goals | Total | Av.pg | Goals | Total | Av.pg | Goals | Total | Av.pg | ||
| Bolton | 104 | 2.21 | Middlesbrough | 87 | 1.81 | Bolton | 162 | 1.71 | ||
| Middlesbrough | 54 | 1.15 | Bolton | 58 | 1.21 | Middlesbrough | 141 | 1.48 | ||
| Records | |||||
| Highest Aggregate | 8 | Bolton | 5 - 3 | Middlesbrough | 1952/1953 |
| Highest Bolton score: | 6 | Bolton | 6 - 0 | Middlesbrough | 1965/1966 |
| Highest Middlesbrough score: | 5 | Middlesbrough | 5 - 2 | Bolton | 1964/1965 |
| Season | Date | Home | Score | Away | Competition |
| 2002/2003 | Sat 05 Oct | Middlesbrough | 2 - 0 | Bolton | Premiership |
| 2001/2002 | Sat 19 Jan | Middlesbrough | 1 - 1 | Bolton | Premiership |
| Tue 21 Aug | Bolton | 1 - 0 | Middlesbrough | Premiership | |
| 1995/1996 | Sat 17 Feb | Middlesbrough | 1 - 4 | Bolton | Premiership |
| Sat 09 Sep | Bolton | 1 - 1 | Middlesbrough | Premiership | |
| 1994/1995 | Sat 11 Mar | Bolton | 1 - 0 | Middlesbrough | League Division One |
| Sat 27 Aug | Middlesbrough | 1 - 0 | Bolton | League Division One | |
| 1993/1994 | Sat 23 Apr | Bolton | 4 - 1 | Middlesbrough | League Division One |
| Sun 21 Nov | Middlesbrough | 0 - 1 | Bolton | League Division One | |
| 1986/1987 | Sat 11 Apr | Bolton | 0 - 1 | Middlesbrough | Third Division |
| Tue 04 Nov | Middlesbrough | 0 - 0 | Bolton | Third Division | |
| 1982/1983 | Sat 26 Feb | Bolton | 3 - 1 | Middlesbrough | Second Division |
| Sat 16 Oct | Middlesbrough | 1 - 0 | Bolton | Second Division | |
| 1979/1980 | Tue 08 Apr | Bolton | 2 - 2 | Middlesbrough | First Division |
| Fri 21 Dec | Middlesbrough | 3 - 1 | Bolton | First Division | |
| 1978/1979 | Sat 14 Apr | Bolton | 0 - 0 | Middlesbrough | First Division |
| Tue 26 Dec | Middlesbrough | 1 - 1 | Bolton | First Division | |
| 1973/1974 | Mon 15 Apr | Bolton | 2 - 1 | Middlesbrough | Second Division |
| Tue 09 Apr | Middlesbrough | 0 - 0 | Bolton | Second Division | |
| 1970/1971 | Sat 13 Feb | Bolton | 0 - 3 | Middlesbrough | Second Division |
| Sat 12 Dec | Middlesbrough | 1 - 0 | Bolton | Second Division | |
| 1969/1970 | Wed 11 Feb | Bolton | 2 - 1 | Middlesbrough | Second Division |
| Sat 11 Oct | Middlesbrough | 4 - 0 | Bolton | Second Division | |
| 1968/1969 | Sat 01 Feb | Bolton | 0 - 0 | Middlesbrough | Second Division |
| Sat 16 Nov | Middlesbrough | 0 - 0 | Bolton | Second Division | |
| 1967/1968 | Sat 30 Dec | Middlesbrough | 1 - 2 | Bolton | Second Division |
| Tue 26 Dec | Bolton | 2 - 0 | Middlesbrough | Second Division | |
| 1965/1966 | Tue 12 Apr | Middlesbrough | 1 - 1 | Bolton | Second Division |
| Mon 11 Apr | Bolton | 6 - 0 | Middlesbrough | Second Division | |
| 1964/1965 | Wed 16 Sep | Bolton | 4 - 2 | Middlesbrough | Second Division |
| Mon 07 Sep | Middlesbrough | 5 - 2 | Bolton | Second Division | |
| 1953/1954 | Wed 02 Sep | Middlesbrough | 3 - 2 | Bolton | First Division |
| Wed 26 Aug | Bolton | 3 - 2 | Middlesbrough | First Division | |
| 1952/1953 | Wed 18 Feb | Bolton | 5 - 3 | Middlesbrough | First Division |
| Sat 27 Sep | Middlesbrough | 1 - 2 | Bolton | First Division | |
| 1951/1952 | Wed 23 Apr | Middlesbrough | 2 - 0 | Bolton | First Division |
| Mon 03 Sep | Bolton | 3 - 1 | Middlesbrough | First Division | |
| 1950/1951 | Sat 07 Apr | Middlesbrough | 1 - 1 | Bolton | First Division |
| Sat 18 Nov | Bolton | 0 - 2 | Middlesbrough | First Division | |
| 1949/1950 | Sat 08 Apr | Middlesbrough | 2 - 0 | Bolton | First Division |
| Sat 22 Oct | Bolton | 1 - 2 | Middlesbrough | First Division | |
| 1948/1949 | Sat 12 Mar | Bolton | 4 - 1 | Middlesbrough | First Division |
| Sat 16 Oct | Middlesbrough | 5 - 0 | Bolton | First Division | |
| 1947/1948 | Sat 14 Feb | Middlesbrough | 4 - 1 | Bolton | First Division |
| Sat 27 Sep | Bolton | 1 - 3 | Middlesbrough | First Division | |
| 1946/1947 | Sat 15 Feb | Middlesbrough | 3 - 1 | Bolton | First Division |
| Sat 12 Oct | Bolton | 1 - 1 | Middlesbrough | First Division | |
| 1938/1939 | Sat 04 Feb | Middlesbrough | 1 - 2 | Bolton | First Division |
| Sat 01 Oct | Bolton | 4 - 1 | Middlesbrough | First Division | |
| 1937/1938 | Sat 30 Apr | Bolton | 3 - 1 | Middlesbrough | First Division |
| Sat 18 Dec | Middlesbrough | 1 - 2 | Bolton | First Division | |
| 1936/1937 | Sat 13 Mar | Middlesbrough | 2 - 0 | Bolton | First Division |
| Sat 07 Nov | Bolton | 1 - 3 | Middlesbrough | First Division | |
| 1935/1936 | Sat 08 Feb | Middlesbrough | 0 - 0 | Bolton | First Division |
| Sat 05 Oct | Bolton | 3 - 1 | Middlesbrough | First Division | |
| 1932/1933 | Sat 21 Jan | Middlesbrough | 2 - 1 | Bolton | First Division |
| Sat 10 Sep | Bolton | 4 - 3 | Middlesbrough | First Division | |
| 1931/1932 | Sat 30 Jan | Middlesbrough | 3 - 1 | Bolton | First Division |
| Sat 19 Sep | Bolton | 4 - 2 | Middlesbrough | First Division | |
| 1930/1931 | Sat 27 Dec | Middlesbrough | 3 - 0 | Bolton | First Division |
| Sat 30 Aug | Bolton | 3 - 0 | Middlesbrough | First Division | |
| 1929/1930 | Sat 03 May | Middlesbrough | 3 - 1 | Bolton | First Division |
| Wed 18 Sep | Bolton | 2 - 2 | Middlesbrough | First Division | |
| 1927/1928 | Sat 04 Feb | Middlesbrough | 2 - 5 | Bolton | First Division |
| Sat 24 Sep | Bolton | 0 - 0 | Middlesbrough | First Division | |
| 1923/1924 | Sat 22 Mar | Bolton | 2 - 0 | Middlesbrough | First Division |
| Sat 15 Mar | Middlesbrough | 1 - 2 | Bolton | First Division | |
| 1922/1923 | Sat 07 Apr | Middlesbrough | 1 - 2 | Bolton | First Division |
| Sat 31 Mar | Bolton | 1 - 1 | Middlesbrough | First Division | |
| 1921/1922 | Sat 06 May | Bolton | 4 - 2 | Middlesbrough | First Division |
| Sat 29 Apr | Middlesbrough | 4 - 2 | Bolton | First Division | |
| 1920/1921 | Sat 30 Oct | Bolton | 6 - 2 | Middlesbrough | First Division |
| Sat 23 Oct | Middlesbrough | 4 - 1 | Bolton | First Division | |
| 1919/1920 | Sat 01 May | Bolton | 2 - 1 | Middlesbrough | First Division |
| Wed 17 Sep | Middlesbrough | 1 - 3 | Bolton | First Division | |
| 1914/1915 | Sat 17 Apr | Middlesbrough | 0 - 0 | Bolton | First Division |
| Sat 12 Dec | Bolton | 4 - 0 | Middlesbrough | First Division | |
| 1913/1914 | Sat 28 Feb | Bolton | 1 - 1 | Middlesbrough | First Division |
| Sat 25 Oct | Middlesbrough | 2 - 3 | Bolton | First Division | |
| 1912/1913 | Sat 22 Mar | Middlesbrough | 4 - 0 | Bolton | First Division |
| Sat 16 Nov | Bolton | 3 - 2 | Middlesbrough | First Division | |
| 1911/1912 | Sat 06 Apr | Middlesbrough | 1 - 0 | Bolton | First Division |
| Sat 02 Dec | Bolton | 1 - 0 | Middlesbrough | First Division | |
| 1909/1910 | Sat 05 Feb | Bolton | 1 - 1 | Middlesbrough | First Division |
| Sat 25 Sep | Middlesbrough | 1 - 2 | Bolton | First Division | |
| 1907/1908 | Sat 25 Jan | Bolton | 1 - 1 | Middlesbrough | First Division |
| Sat 28 Sep | Middlesbrough | 0 - 1 | Bolton | First Division | |
| 1906/1907 | Sat 06 Apr | Bolton | 1 - 0 | Middlesbrough | First Division |
| Sat 01 Dec | Middlesbrough | 0 - 0 | Bolton | First Division | |
| 1905/1906 | Sat 14 Apr | Bolton | 2 - 1 | Middlesbrough | First Division |
| Sat 09 Dec | Middlesbrough | 4 - 4 | Bolton | First Division | |
| 1902/1903 | Sat 31 Jan | Bolton | 2 - 1 | Middlesbrough | First Division |
| Sat 04 Oct | Middlesbrough | 4 - 3 | Bolton | First Division | |
| 1899/1900 | Sat 07 Apr | Middlesbrough | 0 - 3 | Bolton | Second Division |
| Sat 02 Dec | Bolton | 3 - 0 | Middlesbrough | Second Division | |