| At Grimsby (36) | At Chesterfield (36) | Overall (72 matches) | ||||||||
| Results | Total | % | Results | Total | % | Results | Total | % | ||
| Grimsby | 17 | 47.22 | Chesterfield | 18 | 50 | Grimsby | 29 | 40.28 | ||
| Chesterfield | 6 | 16.67 | Grimsby | 12 | 33.33 | Chesterfield | 24 | 33.33 | ||
| Draws | 13 | 36.11 | Draws | 6 | 16.67 | Draws | 19 | 26.39 | ||
| Goals | Total | Av.pg | Goals | Total | Av.pg | Goals | Total | Av.pg | ||
| Grimsby | 62 | 1.72 | Chesterfield | 57 | 1.58 | Grimsby | 112 | 1.56 | ||
| Chesterfield | 36 | 1 | Grimsby | 50 | 1.39 | Chesterfield | 93 | 1.29 | ||
| Records | |||||
| Highest Aggregate | 7 | Chesterfield | 4 - 3 | Grimsby | 1975/1976 |
| Highest Grimsby score: | 5 | Grimsby | 5 - 1 | Chesterfield | 1959/1960 |
| Highest Chesterfield score: | 4 | Chesterfield | 4 - 3 | Grimsby | 1975/1976 |
| Season | Date | Home | Score | Away | Competition |
| 1997/1998 | Tue 03 Mar | Grimsby | 0 - 0 | Chesterfield | League Division Two |
| Tue 16 Dec | Chesterfield | 0 - 2 | Grimsby | F.A. Cup | |
| Sat 06 Dec | Grimsby | 2 - 2 | Chesterfield | F.A. Cup | |
| Sat 08 Nov | Chesterfield | 1 - 0 | Grimsby | League Division Two | |
| 1989/1990 | Sat 05 May | Chesterfield | 2 - 0 | Grimsby | Fourth Division |
| Sat 04 Nov | Grimsby | 0 - 1 | Chesterfield | Fourth Division | |
| 1987/1988 | Sat 12 Mar | Grimsby | 1 - 1 | Chesterfield | Third Division |
| Sat 10 Oct | Chesterfield | 0 - 3 | Grimsby | Third Division | |
| 1979/1980 | Sat 23 Feb | Chesterfield | 2 - 3 | Grimsby | Third Division |
| Sat 13 Oct | Grimsby | 1 - 1 | Chesterfield | Third Division | |
| 1976/1977 | Wed 16 Feb | Chesterfield | 0 - 1 | Grimsby | Third Division |
| Sat 06 Nov | Grimsby | 1 - 2 | Chesterfield | Third Division | |
| 1975/1976 | Fri 16 Apr | Chesterfield | 4 - 3 | Grimsby | Third Division |
| Sat 03 Jan | Grimsby | 3 - 0 | Chesterfield | Third Division | |
| 1974/1975 | Fri 28 Mar | Grimsby | 2 - 0 | Chesterfield | Third Division |
| Sat 21 Sep | Chesterfield | 2 - 0 | Grimsby | Third Division | |
| 1973/1974 | Tue 01 Jan | Grimsby | 1 - 1 | Chesterfield | Third Division |
| Sat 01 Sep | Chesterfield | 1 - 0 | Grimsby | Third Division | |
| 1972/1973 | Fri 20 Apr | Grimsby | 2 - 1 | Chesterfield | Third Division |
| Sat 23 Dec | Chesterfield | 2 - 1 | Grimsby | Third Division | |
| 1969/1970 | Fri 27 Mar | Grimsby | 1 - 0 | Chesterfield | Fourth Division |
| Sat 08 Nov | Chesterfield | 1 - 2 | Grimsby | Fourth Division | |
| 1968/1969 | Sat 14 Dec | Chesterfield | 0 - 0 | Grimsby | Fourth Division |
| Sat 12 Oct | Grimsby | 1 - 2 | Chesterfield | Fourth Division | |
| 1960/1961 | Sat 17 Dec | Chesterfield | 2 - 3 | Grimsby | Third Division |
| Sat 20 Aug | Grimsby | 0 - 0 | Chesterfield | Third Division | |
| 1959/1960 | Sat 19 Dec | Chesterfield | 2 - 2 | Grimsby | Third Division |
| Sat 22 Aug | Grimsby | 5 - 1 | Chesterfield | Third Division | |
| 1955/1956 | Sat 24 Dec | Grimsby | 3 - 0 | Chesterfield | Third Division (North) |
| Sat 27 Aug | Chesterfield | 1 - 0 | Grimsby | Third Division (North) | |
| 1954/1955 | Sat 19 Feb | Grimsby | 1 - 2 | Chesterfield | Third Division (North) |
| Sat 02 Oct | Chesterfield | 1 - 0 | Grimsby | Third Division (North) | |
| 1953/1954 | Mon 19 Apr | Chesterfield | 1 - 0 | Grimsby | Third Division (North) |
| Fri 16 Apr | Grimsby | 1 - 1 | Chesterfield | Third Division (North) | |
| 1952/1953 | Sat 27 Dec | Chesterfield | 3 - 2 | Grimsby | Third Division (North) |
| Thu 25 Dec | Grimsby | 0 - 0 | Chesterfield | Third Division (North) | |
| 1951/1952 | Wed 30 Apr | Grimsby | 2 - 0 | Chesterfield | Third Division (North) |
| Sat 18 Aug | Chesterfield | 3 - 1 | Grimsby | Third Division (North) | |
| 1950/1951 | Wed 30 Aug | Grimsby | 1 - 2 | Chesterfield | Second Division |
| Mon 21 Aug | Chesterfield | 2 - 2 | Grimsby | Second Division | |
| 1949/1950 | Sat 11 Mar | Chesterfield | 2 - 1 | Grimsby | Second Division |
| Sat 22 Oct | Grimsby | 5 - 2 | Chesterfield | Second Division | |
| 1948/1949 | Tue 14 Sep | Grimsby | 3 - 3 | Chesterfield | Second Division |
| Wed 08 Sep | Chesterfield | 0 - 3 | Grimsby | Second Division | |
| 1932/1933 | Sat 22 Apr | Grimsby | 1 - 1 | Chesterfield | Second Division |
| Sat 10 Dec | Chesterfield | 1 - 2 | Grimsby | Second Division | |
| 1925/1926 | Mon 05 Apr | Chesterfield | 2 - 0 | Grimsby | Third Division (North) |
| Fri 02 Apr | Grimsby | 1 - 0 | Chesterfield | Third Division (North) | |
| 1924/1925 | Tue 14 Apr | Chesterfield | 2 - 0 | Grimsby | Third Division (North) |
| Sat 27 Sep | Grimsby | 0 - 0 | Chesterfield | Third Division (North) | |
| 1923/1924 | Sat 26 Jan | Grimsby | 0 - 0 | Chesterfield | Third Division (North) |
| Sat 19 Jan | Chesterfield | 4 - 2 | Grimsby | Third Division (North) | |
| 1922/1923 | Sat 14 Oct | Chesterfield | 3 - 2 | Grimsby | Third Division (North) |
| Sat 07 Oct | Grimsby | 3 - 1 | Chesterfield | Third Division (North) | |
| 1921/1922 | Tue 27 Dec | Chesterfield | 4 - 1 | Grimsby | Third Division (North) |
| Mon 26 Dec | Grimsby | 2 - 2 | Chesterfield | Third Division (North) | |
| 1908/1909 | Sat 06 Feb | Chesterfield | 1 - 2 | Grimsby | Second Division |
| Sat 26 Dec | Grimsby | 1 - 0 | Chesterfield | Second Division | |
| 1907/1908 | Wed 29 Apr | Grimsby | 4 - 3 | Chesterfield | Second Division |
| Sat 19 Oct | Chesterfield | 0 - 0 | Grimsby | Second Division | |
| 1906/1907 | Sat 26 Jan | Grimsby | 3 - 1 | Chesterfield | Second Division |
| Sat 22 Sep | Chesterfield | 1 - 3 | Grimsby | Second Division | |
| 1905/1906 | Sat 30 Dec | Grimsby | 2 - 0 | Chesterfield | Second Division |
| Sat 02 Sep | Chesterfield | 1 - 4 | Grimsby | Second Division | |
| 1904/1905 | Sat 01 Apr | Chesterfield | 0 - 0 | Grimsby | Second Division |
| Sat 03 Dec | Grimsby | 3 - 1 | Chesterfield | Second Division | |
| 1903/1904 | Sat 16 Jan | Grimsby | 1 - 0 | Chesterfield | Second Division |
| Sat 19 Sep | Chesterfield | 0 - 1 | Grimsby | Second Division | |
| 1900/1901 | Sat 30 Mar | Chesterfield | 3 - 3 | Grimsby | Second Division |
| Sat 24 Nov | Grimsby | 5 - 2 | Chesterfield | Second Division | |
| 1899/1900 | Sat 03 Feb | Chesterfield | 3 - 1 | Grimsby | Second Division |
| Mon 25 Dec | Grimsby | 0 - 3 | Chesterfield | Second Division | |