======  Caldwell All-Time Football Results ======

^ Year      ^ Record       ^ Coach          ^ Extra Info ^
| 1905 | 0-1-1 |
| 1906 | 0-2-1 |
| 1912 | 1-0 |
| 1913 | 0-1 |
| 1914 | 2-0 |
| 1915 | 3-0 |
| 1916 | 0-3 |
| 1918 | 0-1 |
| 1919 | 0-3 | Cain |
| 1920 | 2-0 |
| 1921 | 2-1-1 |
| 1922 | 1-3 | Art Wallace |
| 1923 | 3-1 | Fred Karacker |
| 1924 | 1-3 | John Tompkins |
| 1925 | 0-3-1 | John Tompkins |
| 1926 | 1-2-1 |
| 1927 | 2-4 |
| 1928 | 2-4 |
| 1929 | 3-7 | John Donaldson |
| 1930 | 1-2-2 | John Donaldson |
| 1931 | 3-2-1 |
| 1932 | 5-1 | Dyer |
| 1933 | 4-1-1 | Dyer |
| 1934 | 2-6 | Dave Gorby |
| 1935 | 4-2-1 | Dave Gorby |
| 1936 | 3-4-1 | Alton Ball |
| 1937 | 2-4-1 | Alton Ball |
| 1938 | 3-4 | Alton Ball |
| 1939 | 6-2 | Alton Ball |
| 1940 | 2-4-1 | Jack Turnbaugh |
| 1941 | 4-4 | Jack Turnbaugh |
| 1942 | 2-4-1 | Dwain Dyer |
| 1943 | 4-4 | Dwain Dyer |
| 1944 | 4-3-1 | Dwain Dyer |
| 1945 | 3-5-1 | Dwain Dyer |
| 1946 | 5-3-1 | Jerry Ramsey |
| 1947 | 5-1-3 | Sky Wharton |
| 1948 | 6-2-1 | Homer Pyle |
| 1949 | 6-3 | Homer Pyle |
| 1950 | 4-5| Leo Strang |
| 1951 | 3-6 | Thomas Saunders |  |
| 1952 | 9-0 | Thomas Saunders |  |
| 1953 | 3-5-1 | Thomas Saunders |  |
| 1954 | 8-1 | Billy Jones |  |
| 1955 | 5-3-1 | Billy Jones |  |
| 1956 | 2-7 | Donald Fuchs |  |
| 1957 | 3-5 | Donald Fuchs |  |
| 1958 | 5-3-1 | Jim Smoot |  |
| 1959 | 2-7 | Jim Smoot |  |
| 1960 | 7-3 | Jim Smoot |  |
| 1961 | 7-3 | Ned Booher | |
| 1962 | 5-5 | Sam Bates  |  |
| 1963 | 2-8 | Sam Bates |  |  
| 1964 | 5-5 | Robert Springer |  |
| 1965 | 8-1-1 | Ernie Moore |  |
| 1966 | 6-4 | Ernie Moore |  |
| 1967 | 8-2 | Ernie Moore |  |
| 1968 | 1-8 | Ken Newland |  |
| 1969 | 4-6 | Ken Newland |  |
| 1970 | 6-4 | Ken Newland |  |
| 1971 | 3-6 | Randy Miller |  |
| 1972 | 0-10 | Lewis Higgenbotham |  |
| 1973 | 1-8 | Lewis Higgenbotham |  |
| 1974 | 5-5 | Mike DeVol |  |
| 1975 | 7-3 | Mike DeVol |  |
| 1976 | 5-5 | Mike DeVol |  |
| 1977 | 6-4 | Mike DeVol |  |
| 1978 | 3-7 | Mike DeVol |  |
| 1979 | 7-2-1 | Mike DeVol |  |
| 1980 | 6-3-1 | Mike DeVol |  |
| 1981 | 6-4 | Mike DeVol |  |
| 1982 | 6-4 | Mike DeVol |  |
| 1983 | 2-8 | Mike DeVol |  |
| 1984 | 8-2 | Mike DeVol |  |
| 1985 | 10-1 | Mike DeVol | Playoffs |
| 1986 | 9-1 | Mike DeVol |  |
| 1987 | 4-5 | Mike DeVol |  |
| 1988 | 5-5 | Mike DeVol |  |
| 1989 | 7-3 | Mike DeVol |  |
| 1990 | 10-1 | Mike DeVol | Playoffs |
| 1991 | 8-2 | Mike DeVol |  |
| 1992 | 9-1 | Mike DeVol |  |
| 1993 | 5-4 | Corey Perkins |  |
| 1994 | 5-5 | Corey Perkins |  |
| 1995 | 7-3 | Corey Perkins |  |
| 1996 | 5-5 | Corey Perkins |  |
| 1997 | 0-10 | Corey Perkins |  |
| 1998 | 5-5 | Corey Perkins |  |
| 1999 | 4-6 | Corey Perkins |  |
| 2000 | 5-5 | Corey Perkins |  |
| 2001 | 3-7 | Josh Perkins |  |
| 2002 | 2-8 | Josh Perkins |  |
| 2003 | 4-6 | Josh Perkins |  |
| 2004 | 3-7 | Josh Perkins |  |
| 2005 | 7-4 | Chad Coffman | Playoffs |
| 2006 | 5-5 | Chad Coffman | Playoffs |
| 2007 | 4-6 | Chad Coffman |  |
| 2008 | 8-3 | Mike DeVol | Playoffs |
| 2009 | 8-3 | Mike DeVol | Playoffs |
| 2010 | 9-1 | Mike DeVol |  |
| 2011 | 4-6 | Josh Perkins |  |
| 2012 | 2-8 | Josh Perkins |  |
| 2013 | 9-3 | Josh Perkins | Playoffs |
| 2014 | 11-1 | Josh Perkins | Playoffs |
| 2015 | 11-2 | Josh Perkins | Playoffs |
| 2016 | 4-6 | Grant Gavdos |  |
| 2017 | 3-7 | Grant Gavdos |  |
| 2018 | 5-5 | Grant Gavdos |  |
| 2019 | 2-8 | Grant Gavdos |  |
| 2020 | 6-3 | Grant Gavdos | 6-2 regular season, Playoffs |
| 2021 | 6-5 | Chance Rucker | Playoffs |
| 2022 | 11-2 | Chance Rucker | Playoffs |
| 2023 | 11-4 | Chance Rucker | Regional Champions |
| 2024 | 5-6 | Chance Rucker | Playoffs |