| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1901 | 10/12 | Wooster | 0 | 23 | L | 1 | Away | Wooster | |||||||
| 1902 | Wooster | 11 | 4 | W | 1 | ||||||||||
| 1903 | Wooster | 0 | 17 | L | 1 | ||||||||||
| 1905 | 11/30 | Wooster | 11 | 2 | W | 1 | |||||||||
| 1910 | 11/24 | Wooster | 22 | 0 | W | 1 | Home | Ashland | Thomas Moore | ||||||
| 1911 | 11/4 | Wooster | 11 | 22 | L | 1 | Away | Wooster | Thomas Moore | ||||||
| 1912 | 10/26 | Wooster | 20 | 13 | W | 1 | Home | Ashland | Ralph Richards | ||||||
| 1912 | 11/9 | Wooster | 6 | 7 | L | 1 | Away | Wooster | Ralph Richards | ||||||
| 1913 | 10/17 | Wooster | 0 | 33 | L | 1 | Away | Wooster | Ralph Richards | ||||||
| 1913 | 11/1 | Wooster | 0 | 0 | T | 1 | Home | Ashland | Ralph Richards | ||||||
| 1915 | 9/25 | Wooster | 13 | 47 | L | 1 | Away | Wooster | Albert Allen | ||||||
| 1916 | 10/21 | Wooster | 0 | 39 | L | 1 | Home | Ashland | Albert Allen | ||||||
| 1917 | 9/29 | Wooster | 0 | 15 | L | 1 | Away | Wooster | Paul Ganyard | ||||||
| 1919 | 10/25 | Wooster | 13 | 6 | W | 1 | Home | Ashland | Harry Barnhart | ||||||
| 1920 | 10/15 | Wooster | 0 | 28 | L | 1 | Away | Wooster | Harry Barnhart | ||||||
| 1922 | 11/10 | Wooster | 6 | 35 | L | 1 | Away | Wooster | Severance Stadium | Harry Barnhart | |||||
| 1923 | 11/10 | Wooster | 6 | 19 | L | 1 | Home | Ashland | Y. M. C. A. Field | Harry Barnhart | |||||
| 1924 | 11/8 | Wooster | 7 | 10 | L | 1 | Away | Wooster | Severance Stadium | Harry Barnhart | |||||
| 1925 | 11/6 | Wooster | 14 | 32 | L | 1 | Home | Ashland | Y. M. C. A. Field | Harry Barnhart | |||||
| 1926 | 11/5 | Wooster | 20 | 0 | W | 1 | Away | Wooster | Severance Stadium | Harry Barnhart | |||||
| 1927 | 11/3 | Wooster | 13 | 6 | W | 1 | Home | Ashland | Y. M. C. A. Field | Sid Boyd | |||||
| 1928 | 11/2 | Wooster | 8 | 6 | W | 1 | Away | Wooster | Severance Stadium | G. D. "Rosie" Starn | |||||
| 1929 | 11/15 | Wooster | 14 | 21 | L | 1 | Home | Ashland | Myers Field | G. D. "Rosie" Starn | |||||
| 1930 | 11/11 | Wooster | 6 | 26 | L | 1 | Away | Wooster | G. D. "Rosie" Starn | ||||||
| 1931 | 11/11 | Wooster | 0 | 12 | L | 1 | Home | Ashland | G. D. "Rosie" Starn | ||||||
| 1932 | 11/11 | Wooster | 7 | 9 | L | 1 | Home | Ashland | Myers Field | G. D. "Rosie" Starn | |||||
| 1933 | 11/25 | Wooster | 44 | 0 | W | 1 | Home | Ashland | Myers Field | G. D. "Rosie" Starn | postponed from 11-11 | ||||
| 1934 | 11/12 | Wooster | 31 | 6 | W | 1 | Away | Wooster | Maurer Field | G. D. "Rosie" Starn | |||||
| 1935 | 11/11 | Wooster | 0 | 0 | T | 1 | Home | Ashland | Myers Field | John Longley | |||||
| 1936 | 11/20 | Wooster | 0 | 0 | T | 1 | Away | Wooster | Fairgrounds | John Longley | |||||
| 1937 | 10/15 | Wooster | 7 | 6 | W | 1 | Home | Ashland | Redwood Stadium | John Longley | |||||
| 1938 | 10/14 | Wooster | 0 | 25 | L | 1 | Away | Wooster | Maurer Field | John Longley | |||||
| 1939 | 10/13 | Wooster | 22 | 6 | W | 1 | Home | Ashland | Redwood Stadium | John Longley | |||||
| 1940 | 10/11 | Wooster | 0 | 13 | L | 1 | Away | Wooster | Maurer Field | Andrus Buckner | |||||
| 1941 | 11/15 | Wooster | 25 | 6 | W | 1 | Home | Ashland | Redwood Stadium | Andrus Buckner | |||||
| 1942 | 10/23 | Wooster | 7 | 7 | T | 1 | Away | Wooster | Maurer Field | Andrus Buckner | |||||
| 1943 | 10/22 | Wooster | 0 | 27 | L | 1 | Home | Ashland | Redwood Stadium | Andrus Buckner | |||||
| 1944 | 10/20 | Wooster | 19 | 0 | W | 1 | Away | Wooster | Maurer Field | Andrus Buckner | |||||
| 1945 | 10/19 | Wooster | 0 | 0 | T | 1 | Home | Ashland | Redwood Stadium | Cloyce Taylor | |||||
| 1946 | 10/18 | Wooster | 14 | 7 | W | 1 | Away | Wooster | Maurer Field | Cloyce Taylor | |||||
| 1947 | 10/17 | Wooster | 26 | 13 | W | 1 | Home | Ashland | Redwood Stadium | Cloyce Taylor | |||||
| 1948 | 10/19 | Wooster | 6 | 34 | L | 1 | Away | Wooster | Maurer Field | Cloyce Taylor | |||||
| 1949 | 10/21 | Wooster | 7 | 13 | L | 1 | Home | Ashland | Redwood Stadium | Cloyce Taylor | |||||
| 1950 | 10/20 | Wooster | 13 | 19 | L | 1 | Away | Wooster | Maurer Field | Cloyce Taylor | |||||
| 1951 | 10/19 | Wooster | 28 | 7 | W | 1 | Home | Ashland | Myers Field | Cloyce Taylor | |||||
| 1952 | 10/17 | Wooster | 33 | 13 | W | 1 | Away | Wooster | Maurer Field | Cloyce Taylor | |||||
| 1953 | 10/16 | Wooster | 13 | 12 | W | 1 | Home | Ashland | Myers Field | Harry Miller | |||||
| 1953 | 10/23 | Wooster | 0 | 37 | L | 1 | Away | Wooster | Maurer Field | Harry Miller | |||||
| 1954 | 10/22 | Wooster | 13 | 21 | L | 1 | Away | Wooster | Maurer Field | Harry Miller | |||||
| 1955 | 10/20 | Wooster | 14 | 19 | L | 1 | Home | Ashland | Myers Field | Jack Powell | |||||
| 1956 | 10/19 | Wooster | 0 | 33 | L | 1 | Away | Wooster | Maurer Field | Jack Powell | |||||
| 1957 | 10/18 | Wooster | 12 | 26 | L | 1 | Home | Ashland | Redwood Stadium | Jack Powell | |||||
| 1958 | 10/17 | Wooster | 12 | 16 | L | 1 | Away | Wooster | Maurer Field | John Hogan | |||||
| 1959 | 10/23 | Wooster | 8 | 14 | L | 1 | Home | Ashland | Redwood Stadium | John Hogan | |||||
| 1960 | 10/21 | Wooster | 12 | 36 | L | 1 | Away | Wooster | Maurer Field | Jack Hanlon | |||||
| 1961 | 10/20 | Wooster | 16 | 30 | L | 1 | Home | Ashland | Redwood Stadium | Lloyd Dunne | |||||
| 1962 | 10/19 | Wooster | 12 | 24 | L | 1 | Away | Wooster | Maurer Field | Lloyd Dunne | |||||
| 1963 | 10/18 | Wooster | 14 | 8 | W | 1 | Home | Ashland | Ashland Community Stadium | Lloyd Dunne | |||||
| 1964 | 10/23 | Wooster | 38 | 6 | W | 1 | Away | Wooster | Maurer Field | Lloyd Dunne | |||||
| 1965 | 10/22 | Wooster | 32 | 18 | W | 1 | Home | Ashland | Ashland Community Stadium | Lloyd Dunne | |||||
| 1966 | 10/21 | Wooster | 14 | 6 | W | 1 | Away | Wooster | Maurer Field | Lloyd Dunne | |||||
| 1967 | 10/20 | Wooster | 22 | 21 | W | 1 | Home | Ashland | Ashland Community Stadium | Lloyd Dunne | |||||
| 1968 | 10/18 | Wooster | 20 | 16 | W | 1 | Away | Wooster | Maurer Field | Lloyd Dunne | |||||
| 1969 | 10/17 | Wooster | 0 | 3 | L | 1 | Home | Ashland | Ashland Community Stadium | Lloyd Dunne | |||||
| 1970 | 10/23 | Wooster | 0 | 16 | L | 1 | Away | Wooster | Maurer Field | Paul Dienstberger | |||||
| 1971 | 10/22 | Wooster | 7 | 6 | W | 1 | Home | Ashland | Ashland Community Stadium | Paul Dienstberger | |||||
| 1972 | 10/20 | Wooster | 31 | 19 | W | 1 | Away | Wooster | Maurer Field | Paul Dienstberger | |||||
| 1973 | 10/19 | Wooster | 12 | 35 | L | 1 | Home | Ashland | Ashland Community Stadium | Paul Dienstberger | |||||
| 1974 | 10/18 | Wooster | 0 | 21 | L | 1 | Away | Wooster | Maurer Field | Paul Dienstberger | |||||
| 1975 | 10/17 | Wooster | 0 | 7 | L | 1 | Home | Ashland | Ashland Community Stadium | Paul Dienstberger | |||||
| 1976 | 10/22 | Wooster | 20 | 14 | W | 1 | Away | Wooster | Maurer Field | Ed Bush | |||||
| 1977 | 10/21 | Wooster | 12 | 20 | L | 1 | Home | Ashland | Ashland Community Stadium | Ed Bush | |||||
| 1978 | 10/20 | Wooster | 0 | 21 | L | 1 | Away | Wooster | Maurer Field | Dave Gray | |||||
| 1979 | 10/19 | Wooster | 0 | 34 | L | 1 | Home | Ashland | Ashland Community Stadium | Dave Gray | |||||
| 1980 | 10/17 | Wooster | 8 | 14 | L | 1 | Away | Wooster | Maurer Field | Dave Gray | |||||
| 1981 | 10/23 | Wooster | 14 | 19 | L | 1 | Home | Ashland | Ashland Community Stadium | Dave Gray | |||||
| 1982 | 10/22 | Wooster | 6 | 37 | L | 1 | Away | Wooster | Maurer Field | Larry Baldridge | |||||
| 1983 | 10/21 | Wooster | 7 | 14 | L | 1 | Home | Ashland | Ashland Community Stadium | Larry Baldridge | |||||
| 1984 | 10/19 | Wooster | 18 | 20 | L | 1 | Away | Wooster | Maurer Field | Bob Quackenbush | |||||
| 1985 | 10/18 | Wooster | 0 | 13 | L | 1 | Home | Ashland | Ashland Community Stadium | Bob Quackenbush | |||||
| 1986 | 10/17 | Wooster | 12 | 7 | W | 1 | Away | Wooster | Maurer Field | Bob Quackenbush | |||||
| 1987 | 10/23 | Wooster | 20 | 14 | W | 1 | Home | Ashland | Ashland Community Stadium | Bob Quackenbush | |||||
| 1991 | 10/4 | Wooster | 14 | 7 | W | 1 | Away | Wooster | Maurer Field | Bob Quackenbush | |||||
| 1992 | 10/9 | Wooster | 20 | 0 | W | 1 | Home | Ashland | Ashland Community Stadium | Bob Quackenbush | |||||
| 1993 | 10/8 | Wooster | 22 | 28 | L | 1 | Away | Wooster | Maurer Field | Bob Quackenbush | |||||
| 1994 | 10/7 | Wooster | 19 | 18 | W | 1 | Home | Ashland | Ashland Community Stadium | Dick James | |||||
| 1998 | 9/11 | Wooster | 52 | 7 | W | 1 | Away | Wooster | Follis Field | Dick James | |||||
| 1999 | 9/3 | Wooster | 9 | 6 | W | 1 | Home | Ashland | Ashland Community Stadium | Dick James | |||||
| 2002 | 8/30 | Wooster | 13 | 21 | L | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2003 | 9/19 | Wooster | 29 | 30 | L | 1 | 2OT | Home | Ashland | Ashland Community Stadium | Scott Valentine | ||||
| 2004 | 9/24 | Wooster | 13 | 21 | L | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2005 | 9/23 | Wooster | 24 | 21 | W | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2006 | 9/22 | Wooster | 30 | 7 | W | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2007 | 9/21 | Wooster | 31 | 20 | W | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2008 | 9/19 | Wooster | 14 | 21 | L | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2009 | 9/18 | Wooster | 42 | 0 | W | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2010 | 9/17 | Wooster | 51 | 37 | W | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2011 | 9/16 | Wooster | 56 | 28 | W | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2012 | 9/14 | Wooster | 26 | 17 | W | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2013 | 9/21 | Wooster | 38 | 17 | W | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2014 | 9/19 | Wooster | 21 | 14 | W | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2015 | 9/18 | Wooster | 7 | 21 | L | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2016 | 9/23 | Wooster | 43 | 36 | W | 1 | 3OT | Away | Wooster | Follis Field | Scott Valentine | ||||
| 2017 | 10/27 | Wooster | 31 | 34 | L | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2018 | 10/26 | Wooster | 6 | 38 | L | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2019 | 11/1 | Wooster | 16 | 37 | L | 1 | Home | Ashland | Ashland Community Stadium | Sean Seder | |||||
| 2020 | 11/6 | Wooster | 46 | 35 | W | 1 | Away | Wooster | Follis Field | Sean Seder | |||||
| 2021 | 10/22 | Wooster | 7 | 17 | L | 1 | Home | Ashland | Ashland Community Stadium | Sean Seder | |||||
| 2022 | 10/14 | Wooster | 26 | 21 | W | 1 | Away | Wooster | Follis Field | Sean Seder | |||||
| 2023 | 10/13 | Wooster | 34 | 0 | W | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2024 | 10/18 | Wooster | 24 | 14 | W | 1 | Away | Wooster | Follis Field | Scott Valentine | |||||
| 2025 | 10/17 | Wooster | 52 | 7 | W | 1 | Home | Ashland | Ashland Community Stadium | Scott Valentine | |||||
| 2026 | 10/16 | Wooster | Away | Wooster | Follis Field | Scott Valentine | |||||||||
| 1,725 | 1,891 | 50 | 57 | 5 | .469 | ||||||||||
| 15.40 | 16.88 | 1.48 | |||||||||||||