| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1930 | 10/30 | Orange | 53 | 0 | W | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1931 | 10/30 | Orange | 46 | 0 | W | 1 | Away | Pepper Pike | Ted Gurney | ||||||
| 1932 | 10/27 | Orange | 7 | 0 | W | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1933 | 10/26 | Orange | 7 | 6 | W | 1 | Away | Pepper Pike | Ted Gurney | ||||||
| 1934 | 11/2 | Orange | 0 | 13 | L | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1935 | 11/1 | Orange | 0 | 38 | L | 1 | Away | Pepper Pike | Ted Gurney | ||||||
| 1936 | 10/30 | Orange | 0 | 20 | L | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1937 | 10/28 | Orange | 0 | 34 | L | 1 | Away | Pepper Pike | Ted Gurney | ||||||
| 1938 | 11/11 | Orange | 6 | 6 | T | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1939 | 11/10 | Orange | 20 | 0 | W | 1 | Away | Pepper Pike | Ted Gurney | ||||||
| 1940 | 11/9 | Orange | 19 | 0 | W | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1941 | 11/15 | Orange | 7 | 12 | L | 1 | Away | Pepper Pike | Ted Gurney | ||||||
| 1942 | 11/13 | Orange | 0 | 32 | L | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1943 | 11/12 | Orange | 0 | 30 | L | 1 | Away | Pepper Pike | Ted Gurney | ||||||
| 1944 | 11/10 | Orange | 0 | 33 | L | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1945 | 11/9 | Orange | 26 | 13 | W | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1946 | 11/8 | Orange | 52 | 0 | W | 1 | Home | Chagrin Falls | Ted Gurney | ||||||
| 1947 | 10/3 | Orange | 41 | 0 | W | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1948 | 10/8 | Orange | 0 | 12 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1949 | 10/14 | Orange | 0 | 25 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1950 | 10/20 | Orange | 0 | 14 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1951 | 10/26 | Orange | 6 | 18 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1952 | 10/24 | Orange | 0 | 6 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1953 | 10/29 | Orange | 0 | 13 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1954 | 11/5 | Orange | 6 | 7 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1955 | 11/4 | Orange | 0 | 33 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1956 | 11/1 | Orange | 14 | 0 | W | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1957 | 11/1 | Orange | 19 | 6 | W | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1958 | 10/31 | Orange | 22 | 18 | W | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1959 | 11/6 | Orange | 8 | 14 | L | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1960 | 9/9 | Orange | 12 | 6 | W | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1960 | 11/4 | Orange | 18 | 0 | W | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1961 | 9/8 | Orange | 14 | 0 | W | 1 | Away | Pepper Pike | Ralph Quesinberry | ||||||
| 1961 | 11/2 | Orange | 26 | 0 | W | 1 | Home | Chagrin Falls | Ralph Quesinberry | ||||||
| 1962 | 11/2 | Orange | 28 | 12 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1963 | 10/31 | Orange | 20 | 0 | W | 1 | Home | Chagrin Falls | John Pial | ||||||
| 1964 | 10/16 | Orange | 16 | 8 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1965 | 10/15 | Orange | 33 | 12 | W | 1 | Home | Chagrin Falls | John Pial | ||||||
| 1966 | 10/21 | Orange | 7 | 12 | L | 1 | Away | Pepper Pike | John Pial | ||||||
| 1967 | 10/20 | Orange | 0 | 19 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1968 | 9/20 | Orange | 0 | 14 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1969 | 9/19 | Orange | 34 | 6 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1970 | 10/2 | Orange | 28 | 27 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1971 | 10/1 | Orange | 14 | 0 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1972 | 10/6 | Orange | 22 | 0 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1973 | 10/5 | Orange | 7 | 6 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1974 | 10/11 | Orange | 35 | 14 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1975 | 10/10 | Orange | 14 | 6 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1976 | 10/22 | Orange | 7 | 14 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1977 | 10/21 | Orange | 7 | 0 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1978 | 10/27 | Orange | 27 | 34 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1979 | 10/26 | Orange | 27 | 42 | L | 1 | Away | Pepper Pike | John Pial | ||||||
| 1980 | 10/31 | Orange | 14 | 7 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1981 | 11/6 | Orange | 35 | 7 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1982 | 9/24 | Orange | 14 | 0 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1983 | 9/23 | Orange | 10 | 0 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1984 | 9/29 | Orange | 6 | 7 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1985 | 9/27 | Orange | 10 | 0 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1986 | 10/2 | Orange | 6 | 14 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1987 | 10/9 | Orange | 27 | 7 | W | 1 | Away | Pepper Pike | John Pial | ||||||
| 1988 | 10/14 | Orange | 0 | 23 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1989 | 10/6 | Orange | 7 | 24 | L | 1 | Away | Pepper Pike | John Pial | ||||||
| 1990 | 10/12 | Orange | 20 | 14 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Pial | |||||
| 1991 | 10/18 | Orange | 14 | 13 | W | 1 | Away | Pepper Pike | Jim Bucar | ||||||
| 1992 | 10/30 | Orange | 20 | 17 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Jim Bucar | |||||
| 1993 | 10/29 | Orange | 6 | 14 | L | 1 | Away | Pepper Pike | Jim Bucar | ||||||
| 1994 | 11/4 | Orange | 0 | 28 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Jim Bucar | |||||
| 1995 | 11/3 | Orange | 13 | 6 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 1998 | 10/23 | Orange | 40 | 7 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 1999 | 10/15 | Orange | 20 | 14 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2000 | 10/6 | Orange | 28 | 6 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2001 | 10/5 | Orange | 34 | 6 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2002 | 9/27 | Orange | 17 | 13 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2003 | 10/3 | Orange | 42 | 6 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2004 | 10/8 | Orange | 42 | 7 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2005 | 9/16 | Orange | 29 | 7 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2006 | 9/15 | Orange | 12 | 0 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2007 | 9/20 | Orange | 41 | 13 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2008 | 9/19 | Orange | 42 | 13 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2009 | 10/23 | Orange | 14 | 0 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2010 | 10/22 | Orange | 42 | 22 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2011 | 10/21 | Orange | 27 | 6 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2012 | 10/19 | Orange | 22 | 13 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2013 | 10/25 | Orange | 63 | 13 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2014 | 10/24 | Orange | 35 | 20 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2015 | 9/25 | Orange | 31 | 34 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2016 | 9/23 | Orange | 19 | 7 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2017 | 9/22 | Orange | 22 | 30 | L | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2018 | 9/28 | Orange | 29 | 21 | W | 1 | Away | Pepper Pike | Mark Iammarino | ||||||
| 2019 | 10/18 | Orange | 27 | 13 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | Mark Iammarino | |||||
| 2020 | 9/25 | Orange | 21 | 14 | W | 1 | 1OT | Away | Pepper Pike | Mark Iammarino | |||||
| 2021 | 9/17 | Orange | 34 | 0 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Scott | |||||
| 2022 | 9/16 | Orange | 37 | 0 | W | 1 | Away | Pepper Pike | John Scott | ||||||
| 2023 | 9/22 | Orange | 10 | 0 | W | 1 | Home | Chagrin Falls | C. S. Harris Stadium | John Scott | |||||
| 2025 | 8/29 | Orange | 22 | 19 | W | 1 | Away | Pepper Pike | John Scott | ||||||
| 2026 | 8/28 | Orange | Home | Chagrin Falls | C. S. Harris Stadium | John Scott | |||||||||
| 1,759 | 1,120 | 63 | 31 | 1 | .668 | ||||||||||
| 18.52 | 11.79 | 6.73 |