| Year | Date | Opponent | Us | Them | result | W | L | T | OT | Where | City | Field | Coach | notes | ||
| 1952 | Garrettsville Garfield | 0 | 0 | T | 1 | Away | Garrettsville | |||||||||
| 1952 | 9/19 | Burton | W | 1 | Neutral | Chardon | Memorial Field | |||||||||
| 1952 | 9/26 | Newbury | L | 1 | ||||||||||||
| 1952 | 10/3 | Middlefield | 13 | 0 | W | 1 | ||||||||||
| 1952 | 11/7 | Chardon | 0 | 13 | L | 1 | Away | Chardon | Memorial Field | |||||||
| 1953 | 9/18 | Chardon | 0 | 12 | L | 1 | Home | Chesterland | Norman Schoen | |||||||
| 1953 | 9/25 | Burton | 38 | 0 | W | 1 | Home | Chesterland | Norman Schoen | |||||||
| 1953 | 10/2 | Kenston | 27 | 0 | W | 1 | Away | Chagrin Falls | Chagrin Falls High School | Norman Schoen | ||||||
| 1953 | 10/9 | Middlefield | 26 | 0 | W | 1 | Away | Middlefield | Norman Schoen | |||||||
| 1953 | 10/23 | Newbury | 26 | 6 | W | 1 | Home | Chesterland | Norman Schoen | |||||||
| 1953 | 10/29 | Thompson | 39 | 13 | W | 1 | Home | Chesterland | Norman Schoen | |||||||
| 1954 | 9/17 | Chardon | 6 | 26 | L | 1 | Away | Chardon | Memorial Field | Norman Schoen | ||||||
| 1954 | 9/24 | Burton | 7 | 13 | L | 1 | Home | Chesterland | Norman Schoen | |||||||
| 1954 | 10/1 | Kenston | 7 | 13 | L | 1 | Away | Chagrin Falls | Chagrin Falls High School | Norman Schoen | ||||||
| 1954 | 10/9 | Middlefield | W | 1 | Away | Chagrin Falls | Chagrin Falls High School | Norman Schoen | ||||||||
| 1954 | 10/19 | Madison | 12 | 51 | L | 1 | Away | Madison | Hickok Field | Norman Schoen | postponed from 10-15 | |||||
| 1954 | 10/22 | Newbury | 0 | 14 | L | 1 | Home | Chardon | Memorial Field | Norman Schoen | ||||||
| 1954 | 11/6 | Thompson | W | 1 | Away | Chagrin Falls | Chagrin Falls High School | Norman Schoen | ||||||||
| 1955 | 9/16 | Chardon | 0 | 14 | L | 1 | Away | Chardon | Memorial Field | Norman Schoen | ||||||
| 1955 | 9/23 | Burton | 19 | 12 | W | 1 | Home | Chagrin Falls | Norman Schoen | |||||||
| 1955 | 10/1 | Warrensville | 0 | 13 | L | 1 | Home | Chesterland | Norman Schoen | |||||||
| 1955 | 10/7 | Kenston | 0 | 6 | L | 1 | Home | Chardon | Memorial Field | Norman Schoen | ||||||
| 1955 | 10/11 | Middlefield | 31 | 19 | W | 1 | Away | Middlefield | Norman Schoen | |||||||
| 1955 | 10/14 | Madison | 0 | 12 | L | 1 | Away | Madison | Hickok Field | Norman Schoen | ||||||
| 1955 | 10/29 | Newbury | 0 | 40 | L | 1 | Home | Chagrin Falls | Norman Schoen | |||||||
| 1955 | 11/4 | Thompson | 18 | 0 | W | 1 | Home | Chardon | Memorial Field | Norman Schoen | ||||||
| 1956 | 9/14 | Chardon | 0 | 46 | L | 1 | Away | Chardon | Memorial Field | Andy Savchuk | ||||||
| 1956 | 9/21 | Burton | 6 | 0 | W | 1 | Away | Burton | Andy Savchuk | |||||||
| 1956 | 10/5 | Kenston | 6 | 0 | W | 1 | Home | Kirtland | Andy Savchuk | |||||||
| 1956 | 10/13 | Middlefield | 0 | 13 | L | 1 | Home | Kirtland | Andy Savchuk | |||||||
| 1956 | 10/27 | Newbury | 13 | 19 | L | 1 | Away | Newbury | Andy Savchuk | |||||||
| 1956 | 11/1 | Thompson | 43 | 6 | W | 1 | Away | Thompson | Andy Savchuk | |||||||
| 1956 | 11/10 | Perry | 32 | 6 | W | 1 | Away | Perry | Andy Savchuk | |||||||
| 1957 | 9/13 | Chardon | 14 | 13 | W | 1 | Away | Chardon | Memorial Field | Andy Savchuk | ||||||
| 1957 | 9/21 | Burton | 26 | 6 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1957 | 9/27 | Boston Heights | 0 | 21 | L | 1 | Away | Hudson | Hudson Memorial Field | Andy Savchuk | ||||||
| 1957 | 10/5 | Kenston | 20 | 0 | W | 1 | Away | Chagrin Falls | Andy Savchuk | |||||||
| 1957 | 10/12 | Cardinal | 6 | 33 | L | 1 | Away | Middlefield | Andy Savchuk | |||||||
| 1957 | 10/25 | Newbury | 25 | 0 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1957 | 11/2 | Thompson | 19 | 7 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1957 | 11/8 | Perry | 0 | 19 | L | 1 | Away | Perry | Andy Savchuk | |||||||
| 1958 | 9/12 | Chardon | 14 | 0 | W | 1 | Away | Chardon | Memorial Field | Andy Savchuk | ||||||
| 1958 | 9/20 | Burton | 12 | 6 | W | 1 | Away | Burton | Andy Savchuk | |||||||
| 1958 | 9/27 | Boston Heights | 6 | 22 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1958 | 10/4 | Kenston | 34 | 12 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1958 | 10/11 | Cardinal | 44 | 14 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1958 | 10/25 | Newbury | 24 | 0 | W | 1 | Away | Newbury | Andy Savchuk | |||||||
| 1958 | 11/1 | Thompson | 64 | 8 | W | 1 | Away | Thompson | Andy Savchuk | |||||||
| 1958 | 11/7 | Kirtland | 44 | 20 | W | 1 | Away | Kirtland | Andy Savchuk | |||||||
| 1959 | 9/18 | Chardon | 28 | 8 | W | 1 | Away | Chardon | Memorial Field | Andy Savchuk | ||||||
| 1959 | 9/26 | Burton | 12 | 26 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1959 | 10/2 | Boston Heights | 0 | 22 | L | 1 | Away | Boston Heights | Andy Savchuk | |||||||
| 1959 | 10/9 | Kenston | 32 | 8 | W | 1 | Away | Chagrin Falls | Andy Savchuk | |||||||
| 1959 | 10/17 | Cardinal | 20 | 14 | W | 1 | Away | Middlefield | Andy Savchuk | |||||||
| 1959 | 10/31 | Newbury | 6 | 6 | T | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1959 | 11/7 | Thompson | 30 | 6 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1959 | 11/16 | Kirtland | 20 | 34 | L | 1 | Home | Chesterland | Andy Savchuk | postponed from 11-14 | ||||||
| 1960 | 9/17 | Chardon | 0 | 6 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1960 | 9/23 | Burton | 12 | 30 | L | 1 | Away | Burton | Andy Savchuk | |||||||
| 1960 | 9/30 | John Hay | 14 | 0 | W | 1 | Away | Cleveland | Patrick Henry High School | Andy Savchuk | ||||||
| 1960 | 10/8 | Kenston | 8 | 26 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1960 | 10/15 | Cardinal | 6 | 6 | T | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1960 | 10/22 | Boston Heights | 0 | 40 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1960 | 10/27 | Newbury | 18 | 18 | T | 1 | Away | Newbury | Andy Savchuk | |||||||
| 1960 | 11/11 | Kirtland | 18 | 24 | L | 1 | Away | Kirtland | Andy Savchuk | |||||||
| 1961 | 9/15 | Ravenna | 16 | 22 | L | 1 | Away | Ravenna | Andy Savchuk | |||||||
| 1961 | 9/23 | Burton | 30 | 12 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1961 | 9/30 | John Hay | 20 | 8 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1961 | 10/6 | Kenston | 38 | 14 | W | 1 | Away | Chagrin Falls | Andy Savchuk | |||||||
| 1961 | 10/14 | Cardinal | 16 | 14 | W | 1 | Away | Middlefield | Andy Savchuk | |||||||
| 1961 | 10/22 | Kent State | 22 | 12 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1961 | 10/28 | Newbury | 44 | 14 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1961 | 11/11 | Kirtland | 6 | 6 | T | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1962 | 9/14 | Ravenna | 12 | 14 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1962 | 9/21 | Burton | 12 | 28 | L | 1 | Away | Burton | Andy Savchuk | |||||||
| 1962 | 9/29 | Chagrin Falls | 6 | 26 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1962 | 10/5 | Kenston | 6 | 16 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1962 | 10/19 | Newbury | 14 | 8 | W | 1 | Away | Newbury | Andy Savchuk | |||||||
| 1962 | 10/29 | Cardinal | 8 | 18 | L | 1 | Home | Chesterland | Andy Savchuk | postponed from 10-26 | ||||||
| 1962 | 11/3 | Kirtland | 14 | 20 | L | 1 | Away | Kirtland | Andy Savchuk | |||||||
| 1962 | 11/9 | Mentor | 0 | 0 | T | 1 | Away | Mentor | Memorial Field | Andy Savchuk | ||||||
| 1963 | 9/20 | Burton | 6 | 0 | W | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1963 | 9/27 | Chagrin Falls | 6 | 54 | L | 1 | Away | Chagrin Falls | Andy Savchuk | |||||||
| 1963 | 10/4 | Kenston | 0 | 18 | L | 1 | Away | Chagrin Falls | Andy Savchuk | |||||||
| 1963 | 10/11 | Twinsburg | 6 | 14 | L | 1 | Away | Twinsburg | Tiger Stadium | Andy Savchuk | ||||||
| 1963 | 10/18 | Newbury | 12 | 34 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1963 | 10/25 | Cardinal | 8 | 12 | L | 1 | Away | Middlefield | Andy Savchuk | |||||||
| 1963 | 10/31 | Kirtland | 6 | 12 | L | 1 | Home | Chesterland | Andy Savchuk | |||||||
| 1964 | 9/11 | Perry | 30 | 14 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1964 | 9/18 | Burton | 42 | 0 | W | 1 | Away | Burton | Frank Domokos | |||||||
| 1964 | 9/25 | Cardinal | 24 | 18 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1964 | 10/2 | Twinsburg | 6 | 14 | L | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1964 | 10/9 | Kenston | 12 | 0 | W | 1 | Away | Chagrin Falls | Frank Domokos | |||||||
| 1964 | 10/16 | Solon | 0 | 24 | L | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1964 | 10/23 | Chagrin Falls | 6 | 32 | L | 1 | Away | Chagrin Falls | Frank Domokos | |||||||
| 1964 | 10/29 | Orange | 6 | 33 | L | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1965 | 9/10 | Perry | 20 | 2 | W | 1 | Away | Perry | Frank Domokos | |||||||
| 1965 | 9/17 | Kirtland | 31 | 18 | W | 1 | Away | Kirtland | Frank Domokos | |||||||
| 1965 | 9/24 | Cardinal | 28 | 0 | W | 1 | Away | Middlefield | Frank Domokos | |||||||
| 1965 | 10/1 | Twinsburg | 29 | 8 | W | 1 | Away | Twinsburg | Tiger Stadium | Frank Domokos | ||||||
| 1965 | 10/8 | Kenston | 41 | 16 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1965 | 10/15 | Solon | 21 | 26 | L | 1 | Away | Solon | Stewart Field | Frank Domokos | ||||||
| 1965 | 10/22 | Chagrin Falls | 14 | 6 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1965 | 10/29 | Orange | 8 | 0 | W | 1 | Away | Pepper Pike | Frank Domokos | |||||||
| 1965 | 11/5 | Cleveland JFK | 51 | 6 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1965 | 11/12 | Burton | 48 | 0 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1966 | 9/9 | Chardon | 28 | 36 | L | 1 | Away | Chardon | Memorial Field | Frank Domokos | ||||||
| 1966 | 9/16 | Kirtland | 47 | 8 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1966 | 9/23 | Wintersville | 21 | 44 | L | 1 | Away | Wintersville | Memorial Stadium | Frank Domokos | ||||||
| 1966 | 9/30 | Orange | 6 | 22 | L | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1966 | 10/7 | Twinsburg | 52 | 6 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1966 | 10/14 | Kenston | 46 | 7 | W | 1 | Away | Chagrin Falls | Frank Domokos | |||||||
| 1966 | 10/21 | Solon | 0 | 22 | L | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1966 | 10/28 | Chagrin Falls | 15 | 13 | W | 1 | Away | Chagrin Falls | Frank Domokos | |||||||
| 1966 | 11/3 | Beachwood | 55 | 24 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1967 | 9/8 | Chardon | 30 | 0 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1967 | 9/15 | Painesville Riverside | 14 | 20 | L | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1967 | 9/22 | Kirtland | 20 | 6 | W | 1 | Away | Kirtland | Frank Domokos | |||||||
| 1967 | 9/29 | Orange | 12 | 14 | L | 1 | Away | Pepper Pike | Frank Domokos | |||||||
| 1967 | 10/6 | Twinsburg | 76 | 6 | W | 1 | Away | Twinsburg | Tiger Stadium | Frank Domokos | ||||||
| 1967 | 10/13 | Kenston | 14 | 14 | T | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1967 | 10/20 | Solon | 14 | 8 | W | 1 | Away | Solon | Stewart Field | Frank Domokos | ||||||
| 1967 | 10/27 | Chagrin Falls | 6 | 14 | L | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1967 | 11/2 | Beachwood | 52 | 0 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1967 | 11/10 | Wickliffe | 44 | 28 | W | 1 | Away | Wickliffe | Frank Domokos | |||||||
| 1968 | 9/6 | Kent Roosevelt | 16 | 0 | W | 1 | Away | Kent | Bowers Field | Frank Domokos | ||||||
| 1968 | 9/13 | Harvey | 26 | 6 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1968 | 9/20 | Aurora | 16 | 6 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1968 | 9/27 | Orange | 42 | 14 | W | 1 | Away | Pepper Pike | Frank Domokos | |||||||
| 1968 | 10/4 | Solon | 32 | 0 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1968 | 10/11 | Kenston | 28 | 6 | W | 1 | Away | Chagrin Falls | Frank Domokos | |||||||
| 1968 | 10/18 | Twinsburg | 36 | 6 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1968 | 10/25 | Chardon | 16 | 0 | W | 1 | Away | Chardon | Memorial Field | Frank Domokos | ||||||
| 1968 | 10/31 | Chagrin Falls | 30 | 12 | W | 1 | Home | Chesterland | Frank Domokos | |||||||
| 1968 | 11/8 | Painesville Riverside | 24 | 20 | W | 1 | Away | Painesville | Beaver Bowl | Frank Domokos | ||||||
| 1969 | 9/5 | Kent Roosevelt | 0 | 12 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1969 | 9/12 | Harvey | 0 | 45 | L | 1 | Away | Painesville | Recreation Park | John DeCillo | ||||||
| 1969 | 9/19 | Aurora | 26 | 6 | W | 1 | Away | Aurora | John DeCillo | |||||||
| 1969 | 9/26 | Orange | 0 | 6 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1969 | 10/3 | Solon | 20 | 36 | L | 1 | Away | Solon | Stewart Field | John DeCillo | ||||||
| 1969 | 10/10 | Kenston | 12 | 26 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1969 | 10/17 | Twinsburg | 20 | 14 | W | 1 | Away | Twinsburg | Tiger Stadium | John DeCillo | ||||||
| 1969 | 10/24 | Chardon | 14 | 34 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1969 | 10/30 | Chagrin Falls | 8 | 42 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | John DeCillo | ||||||
| 1969 | 11/7 | Painesville Riverside | 22 | 24 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1970 | 9/11 | Kent Roosevelt | 14 | 33 | L | 1 | Away | Kent | Roosevelt Stadium | John DeCillo | ||||||
| 1970 | 9/18 | Harvey | 0 | 21 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1970 | 9/25 | Chagrin Falls | 0 | 34 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1970 | 10/2 | Aurora | 14 | 6 | W | 1 | Home | Chesterland | John DeCillo | |||||||
| 1970 | 10/9 | Orange | 22 | 22 | T | 1 | Away | Pepper Pike | John DeCillo | |||||||
| 1970 | 10/16 | Solon | 0 | 19 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1970 | 10/23 | Kenston | 0 | 24 | L | 1 | Away | Chagrin Falls | John DeCillo | |||||||
| 1970 | 10/29 | Twinsburg | 24 | 0 | W | 1 | Home | Chesterland | John DeCillo | |||||||
| 1970 | 11/6 | Chardon | 8 | 0 | W | 1 | Home | Chardon | Memorial Field | John DeCillo | ||||||
| 1970 | 11/13 | Painesville Riverside | 14 | 24 | L | 1 | Away | Painesville | Beaver Bowl | John DeCillo | ||||||
| 1971 | 9/10 | Kent Roosevelt | 18 | 27 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1971 | 9/17 | Harvey | 22 | 32 | L | 1 | Away | Painesville | Recreation Park | John DeCillo | ||||||
| 1971 | 9/24 | Chagrin Falls | 0 | 6 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | John DeCillo | ||||||
| 1971 | 10/1 | Aurora | 36 | 12 | W | 1 | Away | Aurora | John DeCillo | |||||||
| 1971 | 10/8 | Orange | 22 | 8 | W | 1 | Home | Chesterland | John DeCillo | |||||||
| 1971 | 10/15 | Solon | 6 | 7 | L | 1 | Away | Solon | Stewart Field | John DeCillo | ||||||
| 1971 | 10/22 | Kenston | 13 | 22 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1971 | 10/28 | Twinsburg | 40 | 0 | W | 1 | Away | Twinsburg | Tiger Stadium | John DeCillo | ||||||
| 1971 | 11/5 | Chardon | 13 | 6 | W | 1 | Home | Chesterland | John DeCillo | |||||||
| 1971 | 11/12 | Painesville Riverside | 13 | 14 | L | 1 | Home | Chesterland | John DeCillo | |||||||
| 1972 | 9/8 | Kent Roosevelt | 7 | 27 | L | 1 | Away | Kent | Roosevelt Stadium | Norman McVicker | ||||||
| 1972 | 9/15 | Harvey | 0 | 0 | T | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1972 | 9/22 | Chardon | 13 | 36 | L | 1 | Away | Chardon | Memorial Field | Norman McVicker | ||||||
| 1972 | 9/29 | Chagrin Falls | 6 | 26 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1972 | 10/6 | Aurora | 28 | 0 | W | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1972 | 10/13 | Orange | 14 | 7 | W | 1 | Away | Pepper Pike | Norman McVicker | |||||||
| 1972 | 10/20 | Solon | 6 | 14 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1972 | 10/27 | Kenston | 22 | 24 | L | 1 | Away | Chagrin Falls | Norman McVicker | |||||||
| 1972 | 11/3 | Twinsburg | 28 | 0 | W | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1972 | 11/10 | Painesville Riverside | 0 | 6 | L | 1 | Away | Painesville | Beaver Bowl | Norman McVicker | ||||||
| 1973 | 9/7 | Kent Roosevelt | 7 | 19 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1973 | 9/14 | Harvey | 28 | 12 | W | 1 | Away | Painesville | Recreation Park | Norman McVicker | ||||||
| 1973 | 9/21 | Chardon | 32 | 0 | W | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1973 | 9/28 | Chagrin Falls | 14 | 7 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Norman McVicker | ||||||
| 1973 | 10/5 | Aurora | 20 | 0 | W | 1 | Away | Aurora | Norman McVicker | |||||||
| 1973 | 10/12 | Orange | 21 | 6 | W | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1973 | 10/19 | Solon | 7 | 3 | W | 1 | Away | Solon | Stewart Field | Norman McVicker | ||||||
| 1973 | 10/26 | Kenston | 17 | 30 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1973 | 11/2 | Twinsburg | 37 | 6 | W | 1 | Away | Twinsburg | Tiger Stadium | Norman McVicker | ||||||
| 1973 | 11/9 | LaBrae | 28 | 22 | W | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1974 | 9/6 | Kent Roosevelt | 0 | 0 | T | 1 | Away | Kent | Roosevelt Stadium | Norman McVicker | ||||||
| 1974 | 9/13 | Shaker Heights | 21 | 12 | W | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1974 | 9/20 | Twinsburg | 50 | 0 | W | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1974 | 9/27 | Chardon | 36 | 6 | W | 1 | Away | Chardon | Memorial Field | Norman McVicker | ||||||
| 1974 | 10/4 | Chagrin Falls | 0 | 15 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1974 | 10/11 | Aurora | 34 | 6 | W | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1974 | 10/18 | Orange | 13 | 21 | L | 1 | Away | Pepper Pike | Norman McVicker | |||||||
| 1974 | 10/25 | Solon | 7 | 12 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1974 | 11/1 | Kenston | 0 | 14 | L | 1 | Away | Chagrin Falls | Norman McVicker | |||||||
| 1974 | 11/8 | LaBrae | 22 | 12 | W | 1 | Away | Leavittsburg | Norman McVicker | |||||||
| 1975 | 9/6 | Kent Roosevelt | 7 | 25 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1975 | 9/13 | Shaker Heights | 6 | 13 | L | 1 | Away | Shaker Heights | Russell H. Rupp Field | Norman McVicker | ||||||
| 1975 | 9/19 | Twinsburg | 7 | 16 | L | 1 | Away | Twinsburg | Tiger Stadium | Norman McVicker | ||||||
| 1975 | 9/26 | Chardon | 0 | 22 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1975 | 10/3 | Chagrin Falls | 0 | 19 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Norman McVicker | ||||||
| 1975 | 10/10 | Aurora | 21 | 6 | W | 1 | Away | Aurora | Norman McVicker | |||||||
| 1975 | 10/17 | Orange | 0 | 12 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1975 | 10/24 | Solon | 25 | 16 | W | 1 | Away | Solon | Stewart Field | Norman McVicker | ||||||
| 1975 | 10/31 | Kenston | 22 | 24 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1975 | 11/7 | North Olmsted | 0 | 22 | L | 1 | Home | Chesterland | Norman McVicker | |||||||
| 1976 | 9/10 | Kent Roosevelt | 12 | 20 | L | 1 | Away | Kent | Roosevelt Stadium | Bob Quackenbush | ||||||
| 1976 | 9/17 | Shaker Heights | 17 | 3 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1976 | 9/24 | Kenston | 15 | 13 | W | 1 | Away | Chagrin Falls | Bob Quackenbush | |||||||
| 1976 | 10/1 | Twinsburg | 41 | 20 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1976 | 10/8 | Chardon | 22 | 0 | W | 1 | Away | Chardon | Memorial Field | Bob Quackenbush | ||||||
| 1976 | 10/15 | Chagrin Falls | 16 | 6 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1976 | 10/22 | Aurora | 40 | 6 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1976 | 10/29 | Orange | 21 | 21 | T | 1 | Away | Pepper Pike | Bob Quackenbush | |||||||
| 1976 | 11/6 | Solon | 10 | 21 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1976 | 11/12 | North Olmsted | 17 | 0 | W | 1 | Away | North Olmsted | Bob Quackenbush | |||||||
| 1977 | 9/9 | Kent Roosevelt | 13 | 12 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1977 | 9/17 | Shaker Heights | 26 | 6 | W | 1 | Away | Shaker Heights | Russell H. Rupp Field | Bob Quackenbush | ||||||
| 1977 | 9/23 | Kenston | 13 | 6 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1977 | 9/30 | Twinsburg | 22 | 0 | W | 1 | Away | Twinsburg | Tiger Stadium | Bob Quackenbush | ||||||
| 1977 | 10/7 | Chardon | 20 | 6 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1977 | 10/14 | Chagrin Falls | 7 | 14 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Bob Quackenbush | ||||||
| 1977 | 10/21 | Aurora | 35 | 0 | W | 1 | Away | Aurora | Bob Quackenbush | |||||||
| 1977 | 10/28 | Orange | 9 | 20 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1977 | 11/4 | Solon | 6 | 7 | L | 1 | Away | Solon | Stewart Field | Bob Quackenbush | ||||||
| 1977 | 11/11 | Streetsboro | 21 | 8 | W | 1 | Away | Streetsboro | Bob Quackenbush | |||||||
| 1978 | 9/1 | Kent Roosevelt | 13 | 7 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1978 | 9/8 | Mayfield | 13 | 2 | W | 1 | Away | Mayfield | Bob Quackenbush | |||||||
| 1978 | 9/15 | Brush | 6 | 0 | W | 1 | Away | Lyndhurst | Korb Field | Bob Quackenbush | ||||||
| 1978 | 9/22 | Solon | 6 | 29 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1978 | 9/29 | Kenston | 0 | 14 | L | 1 | Away | Chagrin Falls | Bob Quackenbush | |||||||
| 1978 | 10/6 | Twinsburg | 14 | 7 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1978 | 10/13 | Chardon | 24 | 6 | W | 1 | Away | Chardon | Memorial Field | Bob Quackenbush | ||||||
| 1978 | 10/20 | Chagrin Falls | 19 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1978 | 10/27 | Aurora | 29 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1978 | 11/3 | Orange | 26 | 0 | W | 1 | Away | Pepper Pike | Bob Quackenbush | |||||||
| 1979 | 8/31 | Kent Roosevelt | 20 | 12 | W | 1 | Away | Kent | Roosevelt Stadium | Bob Quackenbush | ||||||
| 1979 | 9/7 | Mayfield | 19 | 7 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1979 | 9/14 | Brush | 7 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1979 | 9/21 | Solon | 6 | 14 | L | 1 | Away | Solon | Stewart Field | Bob Quackenbush | ||||||
| 1979 | 9/28 | Kenston | 7 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1979 | 10/5 | Twinsburg | 31 | 7 | W | 1 | Away | Twinsburg | Tiger Stadium | Bob Quackenbush | ||||||
| 1979 | 10/12 | Chardon | 34 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1979 | 10/19 | Chagrin Falls | 29 | 14 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Bob Quackenbush | ||||||
| 1979 | 10/26 | Aurora | 42 | 6 | W | 1 | Away | Aurora | Bob Quackenbush | |||||||
| 1979 | 11/2 | Orange | 33 | 20 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1980 | 8/29 | Kent Roosevelt | 28 | 0 | W | 1 | Away | Kent | Roosevelt Stadium | Bob Quackenbush | ||||||
| 1980 | 9/5 | Mayfield | 23 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1980 | 9/12 | Brush | 34 | 12 | W | 1 | Away | Lyndhurst | Korb Field | Bob Quackenbush | ||||||
| 1980 | 9/20 | Orange | 49 | 18 | W | 1 | Away | Pepper Pike | Bob Quackenbush | |||||||
| 1980 | 9/26 | Solon | 11 | 7 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1980 | 10/3 | Kenston | 33 | 0 | W | 1 | Away | Chagrin Falls | Bob Quackenbush | |||||||
| 1980 | 10/10 | Twinsburg | 42 | 6 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1980 | 10/17 | Wickliffe | 14 | 8 | W | 1 | Away | Wickliffe | Bob Quackenbush | |||||||
| 1980 | 10/24 | Chagrin Falls | 14 | 6 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1980 | 10/31 | Aurora | 64 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1981 | 9/4 | Kent Roosevelt | 0 | 12 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1981 | 9/11 | Mayfield | 0 | 6 | L | 1 | Away | Mayfield | Bob Quackenbush | |||||||
| 1981 | 9/18 | Brush | 6 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1981 | 9/25 | Orange | 38 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1981 | 10/2 | Solon | 18 | 20 | L | 1 | Away | Solon | Stewart Field | Bob Quackenbush | ||||||
| 1981 | 10/9 | Kenston | 0 | 13 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1981 | 10/16 | Twinsburg | 13 | 14 | L | 1 | Away | Twinsburg | Tiger Stadium | Bob Quackenbush | ||||||
| 1981 | 10/23 | Wickliffe | 7 | 20 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1981 | 10/30 | Chagrin Falls | 10 | 14 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Bob Quackenbush | ||||||
| 1981 | 11/6 | Aurora | 28 | 0 | W | 1 | Away | Aurora | Bob Quackenbush | |||||||
| 1982 | 9/3 | Kent Roosevelt | 10 | 7 | W | 1 | Away | Kent | Roosevelt Stadium | Bob Quackenbush | ||||||
| 1982 | 9/10 | Mayfield | 23 | 18 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1982 | 9/16 | Brush | 26 | 16 | W | 1 | Away | Lyndhurst | Korb Field | Bob Quackenbush | ||||||
| 1982 | 9/24 | Aurora | 14 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1982 | 10/1 | Orange | 23 | 0 | W | 1 | Away | Pepper Pike | Bob Quackenbush | |||||||
| 1982 | 10/8 | Solon | 13 | 28 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1982 | 10/15 | Kenston | 3 | 2 | W | 1 | Away | Chagrin Falls | Bob Quackenbush | |||||||
| 1982 | 10/22 | Twinsburg | 7 | 0 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1982 | 10/29 | Wickliffe | 7 | 26 | L | 1 | Away | Wickliffe | Bob Quackenbush | |||||||
| 1982 | 11/5 | Chagrin Falls | 7 | 25 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1983 | 9/2 | Mentor | 6 | 21 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1983 | 9/9 | Mayfield | 7 | 28 | L | 1 | Away | Mayfield | Bob Quackenbush | |||||||
| 1983 | 9/15 | Brush | 34 | 14 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1983 | 9/23 | Chardon | 14 | 0 | W | 1 | Away | Chardon | Memorial Field | Bob Quackenbush | ||||||
| 1983 | 9/30 | Orange | 29 | 15 | W | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1983 | 10/7 | Solon | 14 | 13 | W | 1 | Away | Solon | Stewart Field | Bob Quackenbush | ||||||
| 1983 | 10/14 | Kenston | 0 | 20 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1983 | 10/21 | Twinsburg | 26 | 0 | W | 1 | Away | Twinsburg | Tiger Stadium | Bob Quackenbush | ||||||
| 1983 | 10/28 | Wickliffe | 13 | 21 | L | 1 | Home | Chesterland | Bob Quackenbush | |||||||
| 1983 | 11/4 | Chagrin Falls | 14 | 6 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Bob Quackenbush | ||||||
| 1984 | 8/30 | Mentor | 6 | 20 | L | 1 | Away | Mentor | Memorial Field | Mike Pozsgai | ||||||
| 1984 | 9/7 | Mayfield | 7 | 28 | L | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1984 | 9/14 | Brush | 6 | 10 | L | 1 | Away | Lyndhurst | Korb Field | Mike Pozsgai | ||||||
| 1984 | 9/21 | Chagrin Falls | 7 | 6 | W | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1984 | 9/28 | Chardon | 0 | 18 | L | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1984 | 10/4 | Orange | 13 | 15 | L | 1 | Away | Pepper Pike | Mike Pozsgai | |||||||
| 1984 | 10/12 | Solon | 7 | 13 | L | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1984 | 10/19 | Kenston | 3 | 21 | L | 1 | Away | Chagrin Falls | Mike Pozsgai | |||||||
| 1984 | 10/26 | Twinsburg | 26 | 7 | W | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1984 | 11/2 | Wickliffe | 13 | 28 | L | 1 | Away | Wickliffe | Mike Pozsgai | |||||||
| 1985 | 8/30 | Mentor | 14 | 13 | W | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1985 | 9/6 | Mayfield | 0 | 25 | L | 1 | Away | Mayfield | Mike Pozsgai | |||||||
| 1985 | 9/13 | Brush | 9 | 16 | L | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1985 | 9/20 | Chagrin Falls | 7 | 14 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Mike Pozsgai | ||||||
| 1985 | 9/27 | Chardon | 7 | 16 | L | 1 | Away | Chardon | Memorial Field | Mike Pozsgai | ||||||
| 1985 | 10/4 | Orange | 7 | 14 | L | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1985 | 10/11 | Solon | 3 | 20 | L | 1 | Away | Solon | Stewart Field | Mike Pozsgai | ||||||
| 1985 | 10/18 | Kenston | 0 | 18 | L | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1985 | 10/25 | Twinsburg | 7 | 18 | L | 1 | Away | Twinsburg | Tiger Stadium | Mike Pozsgai | ||||||
| 1985 | 11/1 | Wickliffe | 0 | 21 | L | 1 | Home | Chesterland | Mike Pozsgai | |||||||
| 1986 | 8/29 | Bedford | 14 | 22 | L | 1 | Away | Bedford | Mike Pozsgai | |||||||
| 1986 | 9/5 | Mayfield | 12 | 14 | L | 1 | Home | Chesterland | Howell Field | Mike Pozsgai | ||||||
| 1986 | 9/12 | Brush | 18 | 0 | W | 1 | Away | Lyndhurst | Korb Field | Mike Pozsgai | ||||||
| 1986 | 9/19 | Wickliffe | 0 | 7 | L | 1 | Away | Wickliffe | Mike Pozsgai | |||||||
| 1986 | 9/27 | Chagrin Falls | 0 | 6 | L | 1 | Home | Chesterland | Howell Field | Mike Pozsgai | ||||||
| 1986 | 10/4 | Chardon | 18 | 13 | W | 1 | Home | Chesterland | Howell Field | Mike Pozsgai | ||||||
| 1986 | 10/10 | Orange | 13 | 6 | W | 1 | Away | Pepper Pike | Mike Pozsgai | |||||||
| 1986 | 10/17 | Solon | 0 | 14 | L | 1 | Home | Chesterland | Howell Field | Mike Pozsgai | ||||||
| 1986 | 10/24 | Kenston | 0 | 24 | L | 1 | Away | Chesterland | Howell Field | Mike Pozsgai | ||||||
| 1986 | 10/31 | Twinsburg | 18 | 0 | W | 1 | Home | Chesterland | Howell Field | Mike Pozsgai | ||||||
| 1987 | 9/4 | Mayfield | 35 | 20 | W | 1 | Away | Mayfield | Jim Chapman | |||||||
| 1987 | 9/11 | Brush | 20 | 16 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1987 | 9/18 | Maple Heights | 23 | 7 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1987 | 9/26 | Wickliffe | 7 | 27 | L | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1987 | 10/3 | Chagrin Falls | 17 | 21 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Jim Chapman | ||||||
| 1987 | 10/9 | Chardon | 6 | 24 | L | 1 | Away | Chardon | Memorial Field | Jim Chapman | ||||||
| 1987 | 10/16 | Orange | 38 | 23 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1987 | 10/23 | Solon | 32 | 29 | W | 1 | 1OT | Away | Solon | Stewart Field | Jim Chapman | |||||
| 1987 | 10/30 | Kenston | 30 | 37 | L | 1 | 2OT | Home | Chesterland | Howell Field | Jim Chapman | |||||
| 1987 | 11/6 | Twinsburg | 35 | 7 | W | 1 | Away | Twinsburg | Tiger Stadium | Jim Chapman | ||||||
| 1988 | 9/2 | Mayfield | 51 | 13 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1988 | 9/9 | Norton | 18 | 6 | W | 1 | Away | Norton | Jim Chapman | |||||||
| 1988 | 9/16 | Maple Heights | 19 | 10 | W | 1 | Away | Maple Heights | Stafford Stadium | Jim Chapman | ||||||
| 1988 | 9/23 | Twinsburg | 34 | 14 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1988 | 9/30 | Wickliffe | 12 | 2 | W | 1 | Away | Wickliffe | Jim Chapman | |||||||
| 1988 | 10/7 | Chagrin Falls | 45 | 7 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1988 | 10/14 | Chardon | 28 | 14 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1988 | 10/21 | Orange | 21 | 26 | L | 1 | Away | Pepper Pike | Jim Chapman | |||||||
| 1988 | 10/28 | Solon | 31 | 20 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1988 | 11/4 | Kenston | 6 | 12 | L | 1 | Away | Chagrin Falls | Jim Chapman | |||||||
| 1989 | 8/25 | Mayfield | 13 | 14 | L | 1 | Away | Mayfield | Jim Chapman | |||||||
| 1989 | 9/1 | Norton | 33 | 0 | W | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1989 | 9/8 | Lake Catholic | 14 | 25 | L | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1989 | 9/15 | Twinsburg | 20 | 25 | L | 1 | Away | Twinsburg | Tiger Stadium | Jim Chapman | ||||||
| 1989 | 9/22 | Wickliffe | 3 | 0 | W | 1 | 1OT | Home | Chesterland | Howell Field | Jim Chapman | |||||
| 1989 | 9/28 | Chagrin Falls | 33 | 14 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Jim Chapman | ||||||
| 1989 | 10/6 | Chardon | 14 | 20 | L | 1 | Away | Chardon | Memorial Field | Jim Chapman | ||||||
| 1989 | 10/13 | Orange | 7 | 14 | L | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1989 | 10/20 | Solon | 7 | 27 | L | 1 | Away | Solon | Stewart Field | Jim Chapman | ||||||
| 1989 | 10/27 | Kenston | 14 | 24 | L | 1 | Home | Chesterland | Howell Field | Jim Chapman | ||||||
| 1990 | 8/24 | Mayfield | 15 | 26 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1990 | 8/31 | Willoughby South | 17 | 7 | W | 1 | Away | Willoughby | Harry E. Winters Stadium | Don Schutz | ||||||
| 1990 | 9/8 | Lake Catholic | 0 | 37 | L | 1 | Away | Mentor | Memorial Field | Don Schutz | ||||||
| 1990 | 9/14 | Kenston | 0 | 28 | L | 1 | Away | Chagrin Falls | Don Schutz | |||||||
| 1990 | 9/22 | Twinsburg | 10 | 16 | L | 1 | 1OT | Home | Chesterland | Howell Field | Don Schutz | |||||
| 1990 | 9/27 | Wickliffe | 14 | 24 | L | 1 | Away | Wickliffe | Don Schutz | |||||||
| 1990 | 10/5 | Chagrin Falls | 42 | 14 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1990 | 10/12 | Chardon | 0 | 7 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1990 | 10/19 | Orange | 19 | 7 | W | 1 | Away | Pepper Pike | Don Schutz | |||||||
| 1990 | 10/26 | Solon | 3 | 0 | W | 1 | 1OT | Home | Chesterland | Howell Field | Don Schutz | |||||
| 1991 | 8/30 | Mayfield | 1 | 0 | W | 1 | Away | Mayfield | Don Schutz | forfeit - original score 0-21 | ||||||
| 1991 | 9/6 | Willoughby South | 14 | 21 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1991 | 9/13 | Brush | 13 | 43 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1991 | 9/20 | Kenston | 13 | 0 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1991 | 9/27 | Twinsburg | 7 | 36 | L | 1 | Away | Twinsburg | Tiger Stadium | Don Schutz | ||||||
| 1991 | 10/4 | Wickliffe | 21 | 41 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1991 | 10/11 | Chagrin Falls | 17 | 13 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Don Schutz | ||||||
| 1991 | 10/18 | Chardon | 35 | 42 | L | 1 | Away | Chardon | Memorial Field | Don Schutz | ||||||
| 1991 | 10/25 | Orange | 21 | 31 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1991 | 11/1 | Solon | 30 | 49 | L | 1 | Away | Solon | Stewart Field | Don Schutz | ||||||
| 1992 | 9/4 | Mayfield | 21 | 34 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1992 | 9/11 | Willoughby South | 14 | 46 | L | 1 | Away | Willoughby | Harry E. Winters Stadium | Don Schutz | ||||||
| 1992 | 9/18 | Brush | 17 | 14 | W | 1 | 1OT | Away | Lyndhurst | Korb Field | Don Schutz | |||||
| 1992 | 9/25 | Solon | 0 | 21 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1992 | 10/2 | Kenston | 0 | 38 | L | 1 | Away | Chagrin Falls | Don Schutz | |||||||
| 1992 | 10/9 | Twinsburg | 34 | 27 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1992 | 10/16 | Wickliffe | 10 | 22 | L | 1 | Away | Wickliffe | Don Schutz | |||||||
| 1992 | 10/23 | Chagrin Falls | 40 | 27 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1992 | 10/30 | Chardon | 21 | 9 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1992 | 11/6 | Orange | 13 | 20 | L | 1 | Away | Pepper Pike | Don Schutz | |||||||
| 1993 | 9/3 | Mayfield | 7 | 10 | L | 1 | Away | Mayfield | Don Schutz | |||||||
| 1993 | 9/10 | Willoughby South | 13 | 24 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1993 | 9/17 | Collinwood | 28 | 6 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1993 | 9/23 | Solon | 0 | 10 | L | 1 | Away | Solon | Stewart Field | Don Schutz | ||||||
| 1993 | 10/1 | Kenston | 6 | 20 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1993 | 10/8 | Twinsburg | 15 | 10 | W | 1 | Away | Twinsburg | Tiger Stadium | Don Schutz | ||||||
| 1993 | 10/15 | Wickliffe | 23 | 20 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1993 | 10/22 | Chagrin Falls | 20 | 7 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Don Schutz | ||||||
| 1993 | 10/29 | Chardon | 0 | 38 | L | 1 | Away | Chardon | Memorial Field | Don Schutz | ||||||
| 1993 | 11/5 | Orange | 33 | 13 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1994 | 9/2 | Mayfield | 20 | 8 | W | 1 | Away | Mayfield | Don Schutz | |||||||
| 1994 | 9/9 | Cleveland West Tech | 41 | 0 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1994 | 9/16 | Ravenna | 25 | 20 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1994 | 9/23 | Orange | 35 | 7 | W | 1 | Away | Pepper Pike | Don Schutz | |||||||
| 1994 | 9/30 | Solon | 9 | 27 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1994 | 10/7 | Kenston | 30 | 14 | W | 1 | Home | Chagrin Falls | Don Schutz | |||||||
| 1994 | 10/14 | Twinsburg | 3 | 10 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1994 | 10/21 | Wickliffe | 20 | 17 | W | 1 | 1OT | Away | Wickliffe | Don Schutz | ||||||
| 1994 | 10/28 | Chagrin Falls | 27 | 7 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1994 | 11/4 | Chardon | 21 | 28 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1995 | 9/1 | Mayfield | 13 | 12 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1995 | 9/8 | Vermilion | 23 | 18 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1995 | 9/15 | Ravenna | 7 | 27 | L | 1 | Away | Ravenna | Gilcrest Field | Don Schutz | ||||||
| 1995 | 9/22 | Orange | 23 | 6 | W | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1995 | 9/29 | Solon | 14 | 27 | L | 1 | Away | Solon | Stewart Field | Don Schutz | ||||||
| 1995 | 10/6 | Kenston | 7 | 10 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1995 | 10/13 | Twinsburg | 24 | 0 | W | 1 | Away | Twinsburg | Tiger Stadium | Don Schutz | ||||||
| 1995 | 10/20 | Wickliffe | 6 | 7 | L | 1 | Home | Chesterland | Howell Field | Don Schutz | ||||||
| 1995 | 10/27 | Chagrin Falls | 8 | 10 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Don Schutz | ||||||
| 1995 | 11/3 | Chardon | 19 | 42 | L | 1 | Away | Chardon | Memorial Field | Don Schutz | ||||||
| 1996 | 8/30 | Mayfield | 7 | 34 | L | 1 | Away | Mayfield | Matt Rosati | |||||||
| 1996 | 9/6 | Wickliffe | 24 | 0 | W | 1 | Away | Wickliffe | Matt Rosati | |||||||
| 1996 | 9/13 | Chagrin Falls | 25 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1996 | 9/20 | Chaney | 3 | 28 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1996 | 9/27 | Cleveland East Tech | 31 | 14 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1996 | 10/4 | Chardon | 19 | 48 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1996 | 10/11 | Solon | 7 | 49 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1996 | 10/18 | Orange | 39 | 22 | W | 1 | Away | Pepper Pike | Matt Rosati | |||||||
| 1996 | 10/25 | Kenston | 17 | 14 | W | 1 | Away | Chagrin Falls | Matt Rosati | |||||||
| 1996 | 11/1 | Twinsburg | 0 | 23 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1997 | 8/29 | Mayfield | 34 | 40 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1997 | 9/5 | Wickliffe | 0 | 24 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1997 | 9/13 | Chagrin Falls | 26 | 27 | L | 1 | 1OT | Away | Chagrin Falls | C. S. Harris Stadium | Matt Rosati | |||||
| 1997 | 9/19 | Rhodes | 32 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1997 | 9/26 | Ravenna | 0 | 43 | L | 1 | Away | Ravenna | Gilcrest Field | Matt Rosati | ||||||
| 1997 | 10/3 | Nordonia | 14 | 35 | L | 1 | Away | Macedonia | Boliantz Stadium | Matt Rosati | ||||||
| 1997 | 10/9 | Solon | 12 | 42 | L | 1 | Away | Solon | Stewart Field | Matt Rosati | ||||||
| 1997 | 10/17 | Orange | 21 | 14 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1997 | 10/24 | Kenston | 0 | 25 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1997 | 10/31 | Twinsburg | 19 | 14 | W | 1 | Away | Twinsburg | Tiger Stadium | Matt Rosati | ||||||
| 1998 | 9/4 | Mayfield | 14 | 34 | L | 1 | Away | Mayfield | Matt Rosati | |||||||
| 1998 | 9/11 | Solon | 14 | 55 | L | 1 | Away | Solon | Stewart Field | Matt Rosati | ||||||
| 1998 | 9/18 | Kenston | 0 | 3 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1998 | 9/25 | Berkshire | 41 | 6 | W | 1 | Away | Burton | Dr. William A. Reed Field | Matt Rosati | ||||||
| 1998 | 10/2 | Cardinal | 48 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1998 | 10/9 | Aurora | 27 | 28 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1998 | 10/16 | Chagrin Falls | 22 | 26 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Matt Rosati | ||||||
| 1998 | 10/23 | Perry | 14 | 30 | L | 1 | Away | Perry | Alumni Stadium | Matt Rosati | ||||||
| 1998 | 10/30 | Orange | 44 | 7 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1998 | 1/6 | Wickliffe | 20 | 31 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1999 | 8/27 | Mayfield | 13 | 26 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1999 | 9/3 | Cleveland East Tech | 41 | 20 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1999 | 9/10 | Kenston | 25 | 17 | W | 1 | Away | Chagrin Falls | Matt Rosati | |||||||
| 1999 | 9/17 | Berkshire | 34 | 7 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1999 | 9/24 | Cardinal | 49 | 0 | W | 1 | Away | Middlefield | Matt Rosati | |||||||
| 1999 | 10/1 | Aurora | 21 | 0 | W | 1 | Away | Aurora | Matt Rosati | |||||||
| 1999 | 10/8 | Chagrin Falls | 13 | 20 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1999 | 10/15 | Perry | 24 | 15 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 1999 | 10/22 | Orange | 33 | 7 | W | 1 | Away | Pepper Pike | Matt Rosati | |||||||
| 1999 | 10/29 | Wickliffe | 14 | 42 | L | 1 | Away | Wickliffe | Matt Rosati | |||||||
| 1999 | 11/5 | Archbishop Hoban | 0 | 35 | L | 1 | Away | Akron | Dowed Field | Matt Rosati | playoff at Akron | |||||
| 2000 | 8/25 | Mayfield | 7 | 38 | L | 1 | Away | Mayfield | Matt Rosati | |||||||
| 2000 | 9/1 | Crestwood | 14 | 26 | L | 1 | Away | Mantua | Jack Lambert Stadium | Matt Rosati | ||||||
| 2000 | 9/8 | Twinsburg | 35 | 34 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2000 | 9/15 | Cardinal | 27 | 6 | W | 1 | Away | Middlefield | Matt Rosati | |||||||
| 2000 | 9/22 | Berkshire | 23 | 19 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2000 | 9/28 | Chagrin Falls | 29 | 32 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Matt Rosati | ||||||
| 2000 | 10/6 | Perry | 6 | 28 | L | 1 | Away | Perry | Alumni Stadium | Matt Rosati | ||||||
| 2000 | 10/13 | Orange | 28 | 20 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2000 | 10/20 | Wickliffe | 15 | 19 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2000 | 10/27 | Aurora | 18 | 21 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2001 | 8/24 | Notre Dame - Cathedral Latin | 7 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2001 | 8/31 | Crestwood | 17 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2001 | 9/7 | Twinsburg | 20 | 13 | W | 1 | Away | Twinsburg | Tiger Stadium | Matt Rosati | ||||||
| 2001 | 9/14 | Cardinal | 44 | 33 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2001 | 9/21 | Berkshire | 47 | 0 | W | 1 | Away | Burton | Dr. William A. Reed Field | Matt Rosati | ||||||
| 2001 | 9/28 | Chagrin Falls | 27 | 21 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2001 | 10/5 | Perry | 7 | 13 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2001 | 10/12 | Orange | 21 | 0 | W | 1 | Away | Pepper Pike | Matt Rosati | |||||||
| 2001 | 10/19 | Wickliffe | 7 | 21 | L | 1 | Away | Wickliffe | Matt Rosati | |||||||
| 2001 | 10/26 | Aurora | 20 | 7 | W | 1 | Away | Aurora | Matt Rosati | |||||||
| 2001 | 11/2 | Poland Seminary | 10 | 17 | L | 1 | Away | Poland | Matt Rosati | playoff at Poland | ||||||
| 2002 | 8/24 | Notre Dame - Cathedral Latin | 21 | 18 | W | 1 | Away | Munson | Lion Stadium | Matt Rosati | ||||||
| 2002 | 8/30 | Crestwood | 27 | 7 | W | 1 | Away | Mantua | Jack Lambert Stadium | Matt Rosati | ||||||
| 2002 | 9/6 | Kenston | 13 | 23 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2002 | 9/13 | Cardinal | 22 | 24 | L | 1 | Away | Middlefield | Matt Rosati | |||||||
| 2002 | 9/20 | Berkshire | 47 | 7 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2002 | 9/27 | Perry | 20 | 13 | W | 1 | Away | Perry | Alumni Stadium | Matt Rosati | ||||||
| 2002 | 10/4 | Orange | 48 | 7 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2002 | 10/11 | Wickliffe | 38 | 6 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2002 | 10/18 | Aurora | 26 | 6 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2002 | 10/25 | Chagrin Falls | 3 | 0 | W | 1 | 1OT | Away | Chagrin Falls | C. S. Harris Stadium | Matt Rosati | |||||
| 2002 | 11/2 | University School | 3 | 20 | L | 1 | Neutral | Lyndhurst | Korb Field | Matt Rosati | playoff at Lyndhurst | |||||
| 2003 | 8/22 | Notre Dame - Cathedral Latin | 34 | 13 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2003 | 8/29 | Brush | 42 | 6 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2003 | 9/5 | Kenston | 30 | 13 | W | 1 | Away | Chagrin Falls | Matt Rosati | |||||||
| 2003 | 9/12 | Cardinal | 36 | 8 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2003 | 9/19 | Berkshire | 44 | 0 | W | 1 | Away | Burton | Dr. William A. Reed Field | Matt Rosati | ||||||
| 2003 | 9/26 | Aurora | 35 | 0 | W | 1 | Away | Aurora | Matt Rosati | |||||||
| 2003 | 10/3 | Perry | 44 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2003 | 10/10 | Chagrin Falls | 48 | 14 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2003 | 10/17 | Wickliffe | 37 | 19 | W | 1 | Away | Wickliffe | Matt Rosati | |||||||
| 2003 | 10/24 | Orange | 63 | 0 | W | 1 | Away | Pepper Pike | Matt Rosati | |||||||
| 2003 | 10/31 | Notre Dame - Cathedral Latin | 20 | 13 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | playoff at Chesterland | |||||
| 2003 | 11/7 | Lake Catholic | 0 | 21 | L | 1 | Neutral | Euclid | Sparky DiBiasio Stadium | Matt Rosati | playoff at Euclid | |||||
| 2004 | 8/28 | Notre Dame - Cathedral Latin | 12 | 26 | L | 1 | Away | Munson | Lion Stadium | Matt Rosati | ||||||
| 2004 | 9/3 | Brush | 24 | 14 | W | 1 | Away | Lyndhurst | Korb Field | Matt Rosati | ||||||
| 2004 | 9/10 | Kenston | 7 | 21 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2004 | 9/17 | Akron Garfield | 10 | 21 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2004 | 9/23 | Cardinal | 3 | 0 | W | 1 | Away | Middlefield | Matt Rosati | |||||||
| 2004 | 10/1 | Aurora | 14 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2004 | 10/8 | Perry | 21 | 27 | L | 1 | 2OT | Away | Perry | Alumni Stadium | Matt Rosati | |||||
| 2004 | 10/15 | Chagrin Falls | 13 | 16 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Matt Rosati | ||||||
| 2004 | 10/22 | Wickliffe | 40 | 6 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2004 | 10/29 | Orange | 40 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2005 | 8/26 | Notre Dame - Cathedral Latin | 41 | 20 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2005 | 9/2 | Brush | 16 | 7 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2005 | 9/9 | Cleveland Heights | 6 | 18 | L | 1 | Away | Cleveland Heights | Hosford Stadium | Matt Rosati | ||||||
| 2005 | 9/16 | Kenston | 21 | 49 | L | 1 | Away | Chagrin Falls | Matt Rosati | |||||||
| 2005 | 9/23 | Wickliffe | 45 | 7 | W | 1 | Away | Wickliffe | Matt Rosati | |||||||
| 2005 | 9/30 | Aurora | 7 | 10 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2005 | 10/7 | Orange | 26 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2005 | 10/14 | Perry | 45 | 21 | W | 1 | Away | Perry | Alumni Stadium | Matt Rosati | ||||||
| 2005 | 10/22 | Beachwood | 13 | 0 | W | 1 | Away | Beachwood | Matt Rosati | |||||||
| 2005 | 10/28 | Chagrin Falls | 28 | 34 | L | 1 | 1OT | Home | Chesterland | Howell Field | Matt Rosati | |||||
| 2006 | 8/26 | Notre Dame - Cathedral Latin | 19 | 7 | W | 1 | Away | Munson | Lion Stadium | Matt Rosati | ||||||
| 2006 | 9/1 | Brush | 21 | 0 | W | 1 | Away | Lyndhurst | Korb Field | Matt Rosati | ||||||
| 2006 | 9/8 | Cleveland Heights | 23 | 0 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2006 | 9/15 | Kenston | 28 | 7 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2006 | 9/21 | Wickliffe | 50 | 7 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2006 | 9/29 | Aurora | 14 | 16 | L | 1 | Away | Aurora | Aurora Veterans Stadium | Matt Rosati | ||||||
| 2006 | 10/6 | Orange | 42 | 7 | W | 1 | Away | Pepper Pike | Matt Rosati | |||||||
| 2006 | 10/13 | Perry | 38 | 30 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2006 | 10/20 | Beachwood | 41 | 6 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2006 | 10/27 | Chagrin Falls | 35 | 0 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Matt Rosati | ||||||
| 2007 | 8/24 | Padua | 7 | 12 | L | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2007 | 8/31 | Painesville Riverside | 29 | 24 | W | 1 | Away | Painesville | Riverside Stadium | Dave Bors | ||||||
| 2007 | 9/7 | Brush | 20 | 6 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2007 | 9/14 | Chagrin Falls | 19 | 39 | L | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2007 | 9/20 | Kenston | 7 | 27 | L | 1 | Away | Chagrin Falls | Dave Bors | |||||||
| 2007 | 9/28 | Wickliffe | 49 | 14 | W | 1 | Away | Wickliffe | Dave Bors | |||||||
| 2007 | 10/5 | Aurora | 14 | 21 | L | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2007 | 10/12 | Orange | 56 | 0 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2007 | 10/19 | Perry | 41 | 7 | W | 1 | Away | Perry | Alumni Stadium | Dave Bors | ||||||
| 2007 | 10/27 | Beachwood | 39 | 0 | W | 1 | Away | Beachwood | Dave Bors | |||||||
| 2008 | 8/22 | Padua | 19 | 26 | L | 1 | Away | Parma | Dave Bors | |||||||
| 2008 | 8/29 | Painesville Riverside | 48 | 0 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2008 | 9/5 | Brush | 21 | 7 | W | 1 | Away | Lyndhurst | Korb Field | Dave Bors | ||||||
| 2008 | 9/12 | Chagrin Falls | 0 | 25 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Dave Bors | ||||||
| 2008 | 9/19 | Kenston | 31 | 6 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2008 | 9/26 | Wickliffe | 28 | 21 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2008 | 10/3 | Aurora | 7 | 27 | L | 1 | Away | Aurora | Aurora Veterans Stadium | Dave Bors | ||||||
| 2008 | 10/10 | Orange | 17 | 9 | W | 1 | Away | Pepper Pike | Dave Bors | |||||||
| 2008 | 10/17 | Perry | 11 | 20 | L | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2008 | 10/24 | Beachwood | 29 | 0 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2009 | 8/27 | Chardon | 39 | 7 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2009 | 9/4 | Painesville Riverside | 35 | 14 | W | 1 | Away | Painesville | Riverside Stadium | Dave Bors | ||||||
| 2009 | 9/11 | Eastlake North | 57 | 20 | W | 1 | Away | Eastlake | Nick Carter Stadium | Dave Bors | ||||||
| 2009 | 9/17 | Harvey | 56 | 13 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2009 | 9/25 | Perry | 28 | 21 | W | 1 | Away | Perry | Alumni Stadium | Dave Bors | ||||||
| 2009 | 10/3 | Aurora | 28 | 10 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2009 | 10/9 | Orange | 20 | 0 | W | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2009 | 10/16 | Chagrin Falls | 7 | 14 | L | 1 | Home | Chesterland | Howell Field | Dave Bors | ||||||
| 2009 | 10/23 | Kenston | 21 | 0 | W | 1 | Away | Chagrin Falls | Dave Bors | |||||||
| 2009 | 10/30 | Wickliffe | 28 | 0 | W | 1 | Away | Wickliffe | Dave Bors | |||||||
| 2009 | 11/6 | Ashland | 7 | 28 | L | 1 | Away | Ashland | Ashland Community Stadium | Dave Bors | playoff at Ashland | |||||
| 2010 | 8/27 | Chardon | 42 | 14 | W | 1 | Away | Chardon | Memorial Field | Lou Cirino | ||||||
| 2010 | 9/3 | Painesville Riverside | 42 | 0 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2010 | 9/10 | Eastlake North | 41 | 12 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2010 | 9/16 | Harvey | 34 | 32 | W | 1 | Away | Painesville | Jack Britt Memorial Stadium | Lou Cirino | ||||||
| 2010 | 9/24 | Perry | 28 | 21 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2010 | 10/1 | Aurora | 14 | 17 | L | 1 | Away | Aurora | Aurora Veterans Stadium | Lou Cirino | ||||||
| 2010 | 10/8 | Orange | 48 | 24 | W | 1 | Away | Pepper Pike | Lou Cirino | |||||||
| 2010 | 10/15 | Chagrin Falls | 0 | 28 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Lou Cirino | ||||||
| 2010 | 10/22 | Kenston | 14 | 21 | L | 1 | 1OT | Home | Chesterland | Howell Field | Lou Cirino | |||||
| 2010 | 10/29 | Wickliffe | 48 | 6 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2011 | 8/26 | Chardon | 30 | 9 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2011 | 9/2 | Painesville Riverside | 21 | 0 | W | 1 | Away | Painesville | Riverside Stadium | Lou Cirino | ||||||
| 2011 | 9/9 | Willoughby South | 42 | 28 | W | 1 | Away | Willoughby | Harry E. Winters Stadium | Lou Cirino | ||||||
| 2011 | 9/16 | Harvey | 40 | 14 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2011 | 9/23 | Perry | 18 | 10 | W | 1 | Away | Perry | Alumni Stadium | Lou Cirino | ||||||
| 2011 | 9/30 | Aurora | 7 | 17 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2011 | 10/6 | Orange | 20 | 7 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2011 | 10/14 | Chagrin Falls | 0 | 17 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2011 | 10/21 | Kenston | 9 | 12 | L | 1 | Away | Chagrin Falls | Lou Cirino | |||||||
| 2011 | 10/29 | Beachwood | 28 | 25 | W | 1 | Away | Beachwood | Lou Cirino | |||||||
| 2011 | 11/4 | Walsh Jesuit | 0 | 35 | L | 1 | Away | Cuyahoga Falls | Conway Memorial Stadium | Lou Cirino | playoff at Cuyahoga Falls | |||||
| 2012 | 8/24 | Chardon | 12 | 41 | L | 1 | Away | Chardon | Memorial Field | Lou Cirino | ||||||
| 2012 | 8/31 | Painesville Riverside | 41 | 31 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2012 | 9/7 | Willoughby South | 7 | 41 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2012 | 9/14 | Harvey | 34 | 0 | W | 1 | Away | Painesville | Jack Britt Memorial Stadium | Lou Cirino | ||||||
| 2012 | 9/21 | Perry | 28 | 21 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2012 | 9/28 | Aurora | 6 | 33 | L | 1 | Away | Aurora | Aurora Veterans Stadium | Lou Cirino | ||||||
| 2012 | 10/5 | Orange | 0 | 17 | L | 1 | Away | Pepper Pike | Lou Cirino | |||||||
| 2012 | 10/12 | Chagrin Falls | 16 | 30 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Lou Cirino | ||||||
| 2012 | 10/19 | Kenston | 21 | 17 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2012 | 10/26 | Beachwood | 7 | 22 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2013 | 8/30 | Chardon | 20 | 15 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2013 | 9/6 | Painesville Riverside | 48 | 29 | W | 1 | Away | Painesville | Riverside Stadium | Lou Cirino | ||||||
| 2013 | 9/13 | Padua | 34 | 35 | L | 1 | Away | Parma | Lou Cirino | |||||||
| 2013 | 9/21 | Harvey | 48 | 13 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2013 | 9/27 | Perry | 25 | 15 | W | 1 | Away | Perry | Alumni Stadium | Lou Cirino | ||||||
| 2013 | 10/4 | Aurora | 35 | 28 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2013 | 10/11 | Orange | 49 | 28 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2013 | 10/18 | Chagrin Falls | 20 | 22 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2013 | 10/25 | Kenston | 24 | 38 | L | 1 | Away | Chagrin Falls | Lou Cirino | |||||||
| 2013 | 11/2 | Beachwood | 27 | 15 | W | 1 | Away | Beachwood | Lou Cirino | |||||||
| 2013 | 11/8 | Poland Seminary | 28 | 29 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | playoff at Chesterland | |||||
| 2014 | 8/29 | Chardon | 6 | 8 | L | 1 | Away | Chardon | Memorial Field | Lou Cirino | ||||||
| 2014 | 9/6 | Painesville Riverside | 28 | 52 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2014 | 9/12 | Padua | 21 | 14 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2014 | 9/19 | Harvey | 34 | 22 | W | 1 | Away | Painesville | Jack Britt Memorial Stadium | Lou Cirino | ||||||
| 2014 | 9/26 | Perry | 28 | 21 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2014 | 10/3 | Aurora | 0 | 38 | L | 1 | Away | Aurora | Aurora Veterans Stadium | Lou Cirino | ||||||
| 2014 | 10/10 | Orange | 27 | 24 | W | 1 | Away | Pepper Pike | Lou Cirino | |||||||
| 2014 | 10/17 | Chagrin Falls | 34 | 36 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Lou Cirino | ||||||
| 2014 | 10/24 | Kenston | 27 | 50 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2014 | 10/31 | Beachwood | 35 | 6 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2015 | 8/28 | Chardon | 6 | 24 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2015 | 9/4 | Painesville Riverside | 36 | 20 | W | 1 | Away | Painesville | Riverside Stadium | Lou Cirino | ||||||
| 2015 | 9/11 | Padua | 42 | 7 | W | 1 | Away | Parma | Lou Cirino | |||||||
| 2015 | 9/18 | Geneva | 41 | 13 | W | 1 | Away | Harpersfield | Spire Institute | Lou Cirino | ||||||
| 2015 | 9/25 | Harvey | 39 | 13 | W | 1 | Away | Painesville | Jack Britt Memorial Stadium | Lou Cirino | ||||||
| 2015 | 10/2 | Beachwood | 42 | 0 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2015 | 10/9 | Orange | 35 | 13 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2015 | 10/16 | Wickliffe | 55 | 0 | W | 1 | Away | Wickliffe | Lou Cirino | |||||||
| 2015 | 10/23 | Perry | 49 | 28 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2015 | 10/30 | Chagrin Falls | 24 | 21 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2015 | 11/6 | Buckeye | 35 | 28 | W | 1 | 3OT | Away | Medina | Edwin Steingass Field | Lou Cirino | playoff at Medina | ||||
| 2015 | 11/13 | St. Vincent - St. Mary | 0 | 42 | L | 1 | Neutral | Ravenna | Gilcrest Field | Lou Cirino | playoff at Ravenna | |||||
| 2016 | 8/26 | Chardon | 0 | 28 | L | 1 | Away | Chardon | Memorial Field | Lou Cirino | ||||||
| 2016 | 9/2 | Painesville Riverside | 16 | 21 | L | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2016 | 9/9 | Padua | 31 | 27 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2016 | 9/16 | Geneva | 27 | 7 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2016 | 9/23 | Harvey | 42 | 0 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2016 | 9/30 | Beachwood | 49 | 7 | W | 1 | Away | Beachwood | Lou Cirino | |||||||
| 2016 | 10/7 | Orange | 18 | 28 | L | 1 | Away | Pepper Pike | Lou Cirino | |||||||
| 2016 | 10/14 | Wickliffe | 21 | 7 | W | 1 | Home | Chesterland | Howell Field | Lou Cirino | ||||||
| 2016 | 10/21 | Perry | 28 | 33 | L | 1 | Away | Perry | Alumni Stadium | Lou Cirino | ||||||
| 2016 | 10/28 | Chagrin Falls | 20 | 13 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Lou Cirino | ||||||
| 2017 | 8/25 | Chardon | 14 | 42 | L | 1 | Away | Chardon | Memorial Field | Brian Craemer | ||||||
| 2017 | 9/1 | Notre Dame - Cathedral Latin | 12 | 13 | L | 1 | 2OT | Home | Chesterland | Howell Field | Brian Craemer | |||||
| 2017 | 9/8 | Kenston | 7 | 42 | L | 1 | Away | Chagrin Falls | Brian Craemer | |||||||
| 2017 | 9/15 | Geneva | 26 | 14 | W | 1 | Away | Harpersfield | Spire Institute | Brian Craemer | ||||||
| 2017 | 9/22 | Harvey | 27 | 20 | W | 1 | Away | Painesville | Jack Britt Memorial Stadium | Brian Craemer | ||||||
| 2017 | 9/28 | Beachwood | 59 | 31 | W | 1 | Home | Chesterland | Howell Field | Brian Craemer | ||||||
| 2017 | 10/6 | Orange | 20 | 27 | L | 1 | Home | Chesterland | Howell Field | Brian Craemer | ||||||
| 2017 | 10/13 | Wickliffe | 14 | 21 | L | 1 | 1OT | Away | Wickliffe | Brian Craemer | ||||||
| 2017 | 10/20 | Perry | 7 | 35 | L | 1 | Home | Chesterland | Howell Field | Brian Craemer | ||||||
| 2017 | 10/27 | Chagrin Falls | 6 | 27 | L | 1 | Home | Chesterland | Howell Field | Brian Craemer | ||||||
| 2018 | 8/24 | Chardon | 20 | 19 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2018 | 8/31 | Notre Dame - Cathedral Latin | 7 | 42 | L | 1 | Away | Medina | Lion Stadium | Adam Soplovich | ||||||
| 2018 | 9/7 | Kenston | 0 | 37 | L | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2018 | 9/14 | Beachwood | 7 | 10 | L | 1 | Away | Beachwood | Adam Soplovich | |||||||
| 2018 | 9/21 | Geneva | 8 | 16 | L | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2018 | 9/28 | Harvey | 24 | 7 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2018 | 10/5 | Perry | 21 | 56 | L | 1 | Away | Perry | Alumni Stadium | Adam Soplovich | ||||||
| 2018 | 10/12 | Chagrin Falls | 0 | 31 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Adam Soplovich | ||||||
| 2018 | 10/19 | Orange | 41 | 20 | W | 1 | Away | Pepper Pike | Adam Soplovich | |||||||
| 2018 | 10/26 | South Range | 10 | 0 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2019 | 8/30 | Chardon | 3 | 41 | L | 1 | Away | Chardon | Memorial Field | Adam Soplovich | ||||||
| 2019 | 9/6 | Notre Dame - Cathedral Latin | 28 | 35 | L | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2019 | 9/13 | Kenston | 10 | 27 | L | 1 | Home | Chagrin Falls | Adam Soplovich | |||||||
| 2019 | 9/20 | Lakeside | 45 | 0 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2019 | 9/27 | Orange | 25 | 13 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2019 | 10/4 | Geneva | 14 | 42 | L | 1 | Away | Geneva | Adam Soplovich | |||||||
| 2019 | 10/11 | Harvey | 49 | 16 | W | 1 | Away | Painesville | Jack Britt Memorial Stadium | Adam Soplovich | ||||||
| 2019 | 10/18 | Ashtabula Edgewood | 31 | 6 | W | 1 | Away | Ashtabula | Corlew Field | Adam Soplovich | ||||||
| 2019 | 10/25 | Chagrin Falls | 27 | 16 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2019 | 11/1 | Perry | 7 | 48 | L | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2020 | 8/29 | Lakeside | 21 | 19 | W | 1 | Away | Ashtabula | Lakeside Stadium | Adam Soplovich | ||||||
| 2020 | 9/4 | Conneaut | 24 | 7 | W | 1 | Away | Conneaut | Adam Soplovich | |||||||
| 2020 | 9/11 | Geneva | 14 | 28 | L | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2020 | 9/17 | Harvey | 38 | 0 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2020 | 9/25 | Ashtabula Edgewood | 58 | 14 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2020 | 10/2 | Chagrin Falls | 30 | 22 | W | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Adam Soplovich | ||||||
| 2020 | 10/9 | Akron East | 26 | 0 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | playoff at Chesterland | |||||
| 2020 | 10/16 | St. Vincent - St. Mary | 6 | 48 | L | 1 | Away | Akron | John Cistone Field | Adam Soplovich | playoff at Akron | |||||
| 2021 | 8/20 | Bay | 17 | 24 | L | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2021 | 8/27 | Geneva | 28 | 0 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2021 | 9/3 | Parma | 43 | 0 | W | 1 | Away | Parma | Byers Field | Adam Soplovich | ||||||
| 2021 | 9/10 | Kirtland | 7 | 33 | L | 1 | Away | Kirtland | Adam Soplovich | |||||||
| 2021 | 9/17 | Ashtabula Edgewood | 50 | 13 | W | 1 | Away | Ashtabula | Corlew Field | Adam Soplovich | ||||||
| 2021 | 9/24 | Buckeye | 14 | 7 | W | 1 | Away | Medina | Edwin Steingass Field | Adam Soplovich | ||||||
| 2021 | 10/1 | Orange | 62 | 0 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2021 | 10/8 | Geneva | 29 | 14 | W | 1 | Away | Geneva | Adam Soplovich | |||||||
| 2021 | 10/15 | Chagrin Falls | 33 | 0 | W | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2021 | 10/22 | Perry | 7 | 28 | L | 1 | Home | Chesterland | Howell Field | Adam Soplovich | ||||||
| 2021 | 10/29 | Streetsboro | 42 | 56 | L | 1 | Away | Streetsboro | Adam Soplovich | playoff at Streetsboro | ||||||
| 2022 | 8/19 | Bay | 21 | 27 | L | 1 | 1OT | Away | Bay Village | Bay Memorial Stadium | Matt Rosati | |||||
| 2022 | 8/26 | Streetsboro | 6 | 28 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2022 | 9/2 | Parma | 20 | 6 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2022 | 9/9 | Kirtland | 0 | 42 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2022 | 9/16 | Ashtabula Edgewood | 20 | 33 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2022 | 9/23 | Lakeside | 0 | 38 | L | 1 | Away | Ashtabula | Lakeside Stadium | Matt Rosati | ||||||
| 2022 | 9/30 | Orange | 38 | 7 | W | 1 | Away | Pepper Pike | Matt Rosati | |||||||
| 2022 | 10/7 | Geneva | 9 | 38 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2022 | 10/14 | Chagrin Falls | 17 | 21 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Matt Rosati | ||||||
| 2022 | 10/21 | Perry | 7 | 37 | L | 1 | Away | Perry | Alumni Stadium | Matt Rosati | ||||||
| 2023 | 8/18 | Chardon | 0 | 35 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2023 | 8/25 | Kenston | 14 | 49 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2023 | 9/1 | Aurora | 7 | 35 | L | 1 | Away | Aurora | Aurora Veterans Stadium | Matt Rosati | ||||||
| 2023 | 9/8 | Madison | 25 | 35 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2023 | 9/15 | Lakeside | 35 | 12 | W | 1 | Away | Ashtabula | Lakeside Stadium | Matt Rosati | ||||||
| 2023 | 9/22 | Hawken | 22 | 15 | W | 1 | Away | Gates Mills | Matt Rosati | |||||||
| 2023 | 9/29 | Chagrin Falls | 21 | 7 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2023 | 10/6 | Lutheran West | 0 | 12 | L | 1 | Away | Rocky River | Matt Rosati | |||||||
| 2023 | 10/13 | Perry | 0 | 34 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2023 | 10/20 | Orange | 40 | 0 | W | 1 | Away | Pepper Pike | Matt Rosati | |||||||
| 2024 | 8/23 | Chagrin Falls | 15 | 17 | L | 1 | Away | Chagrin Falls | C. S. Harris Stadium | Matt Rosati | ||||||
| 2024 | 8/30 | Kenston | 7 | 38 | L | 1 | Away | Chagrin Falls | Matt Rosati | |||||||
| 2024 | 9/6 | Aurora | 0 | 37 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2024 | 9/13 | Lakeside | 36 | 24 | W | 1 | Away | Ashtabula | Lakeside Stadium | Matt Rosati | ||||||
| 2024 | 9/20 | Ashtabula Edgewood | 42 | 14 | W | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2024 | 9/27 | Hawken | 17 | 21 | L | 1 | Home | Chesterland | Howell Field | Matt Rosati | ||||||
| 2024 | 10/4 | Harvey | 34 | 41 | L | 1 | Away | Painesville | Jack Britt Memorial Stadium | Matt Rosati | ||||||
| 2024 | 10/10 | Lutheran West | 20 | 23 | L | 1 | Home | Chesterland | Howell Field | Eric Stendalen | ||||||
| 2024 | 10/18 | Perry | 7 | 63 | L | 1 | Away | Perry | Alumni Stadium | Eric Stendalen | ||||||
| 2024 | 10/25 | Orange | 22 | 25 | L | 1 | Home | Chesterland | Howell Field | Eric Stendalen | ||||||
| 2025 | 8/22 | Geneva | 18 | 28 | L | 1 | Away | Geneva | Rossi Santo | |||||||
| 2025 | 8/29 | Notre Dame - Cathedral Latin | 12 | 38 | L | 1 | Home | Chesterland | Howell Field | Rossi Santo | ||||||
| 2025 | 9/5 | Chagrin Falls | 42 | 14 | W | 1 | Home | Chesterland | Howell Field | Rossi Santo | ||||||
| 2025 | 9/12 | Conneaut | 42 | 0 | W | 1 | Home | Chesterland | Howell Field | Rossi Santo | ||||||
| 2025 | 9/19 | Ashtabula Edgewood | 36 | 12 | W | 1 | Away | Ashtabula | Corlew Field | Rossi Santo | ||||||
| 2025 | 9/26 | Hawken | 33 | 36 | L | 1 | Away | Gates Mills | Rossi Santo | |||||||
| 2025 | 10/3 | Harvey | 28 | 14 | W | 1 | Home | Chesterland | Howell Field | Rossi Santo | ||||||
| 2025 | 10/10 | Lutheran West | 42 | 13 | W | 1 | Away | Rocky River | Rossi Santo | |||||||
| 2025 | 10/17 | Perry | 21 | 35 | L | 1 | Home | Chesterland | Howell Field | Rossi Santo | ||||||
| 2025 | 10/24 | Orange | 47 | 15 | W | 1 | Away | Pepper Pike | Rossi Santo | |||||||
| 2025 | 10/31 | Streetsboro | 21 | 35 | L | 1 | Away | Streetsboro | Rossi Santo | playoff at Streetsboro | ||||||
| 2026 | 8/21 | Fairview | 27 | 0 | W | 1 | Home | Chesterland | Howell Field | Rossi Santo | ||||||
| 2026 | 8/28 | Notre Dame - Cathedral Latin | Away | Chardon | Lozick Field | Rossi Santo | ||||||||||
| 2026 | 9/4 | Chagrin Falls | Away | Chagrin Falls | C. S. Harris Stadium | Rossi Santo | ||||||||||
| 2026 | 9/11 | Hawken | Away | Gates Mills | Rossi Santo | |||||||||||
| 2026 | 9/18 | Orange | Home | Chesterland | Howell Field | Rossi Santo | ||||||||||
| 2026 | 9/25 | Ashtabula Edgewood | Away | Ashtabula | Corlew Field | Rossi Santo | ||||||||||
| 2026 | 10/2 | Jefferson | Home | Chesterland | Howell Field | Rossi Santo | ||||||||||
| 2026 | 10/9 | Geneva | Home | Chesterland | Howell Field | Rossi Santo | ||||||||||
| 2026 | 10/16 | Harvey | Home | Chesterland | Howell Field | Rossi Santo | ||||||||||
| 2026 | 10/23 | Perry | Away | Perry | Alumni Stadium | Rossi Santo | ||||||||||
| [1] | 14,334 | 11,654 | 386 | 319 | 11 | .547 | ||||||||||
| 20.13 | 16.37 | 3.76 |