| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1938 | 10/7 | Canton St. John | 19 | 0 | W | 1 | Home | Orrville | Harry Strobel | first night game | |||||
| 1939 | 10/13 | Canton St. John | 29 | 0 | W | 1 | Home | Orrville | Harry Strobel | ||||||
| 1940 | 10/11 | Canton St. John | 34 | 0 | W | 1 | Home | Orrville | Harry Strobel | ||||||
| 1941 | 10/17 | Canton St. John | 26 | 13 | W | 1 | Home | Orrville | Harry Strobel | ||||||
| 1942 | 10/16 | Canton St. John | 19 | 32 | L | 1 | Home | Orrville | Jack McLaughlin | ||||||
| 1943 | 10/8 | Canton St. John | 0 | 20 | L | 1 | Home | Orrville | Marshall McCuen | ||||||
| 1944 | 10/13 | Canton St. John | 7 | 20 | L | 1 | Home | Orrville | Marshall McCuen | ||||||
| 1945 | 10/12 | Canton Central Catholic | 32 | 13 | W | 1 | Home | Orrville | Marshall McCuen | ||||||
| 1946 | 10/12 | Canton Central Catholic | 6 | 6 | T | 1 | Away | Canton | Bill Coyer | ||||||
| 1947 | 10/10 | Canton Central Catholic | 26 | 0 | W | 1 | Home | Orrville | Bill Coyer | ||||||
| 1970 | 10/9 | Canton Central Catholic | 0 | 7 | L | 1 | Home | Orrville | Red Rider Stadium | Mo Tipton | |||||
| 1971 | 10/9 | Canton Central Catholic | 8 | 16 | L | 1 | Away | Canton | Mo Tipton | ||||||
| 1989 | 9/15 | Canton Central Catholic | 14 | 17 | L | 1 | 1OT | Home | Orrville | Red Rider Stadium | Bill McMillan | ||||
| 1990 | 9/15 | Canton Central Catholic | 15 | 16 | L | 1 | Away | Canton | Bill McMillan | ||||||
| 1991 | 9/21 | Canton Central Catholic | 16 | 21 | L | 1 | Away | Canton | Bill McMillan | ||||||
| 1992 | 9/25 | Canton Central Catholic | 10 | 21 | L | 1 | Home | Orrville | Red Rider Stadium | Bill McMillan | |||||
| 1993 | 9/25 | Canton Central Catholic | 3 | 27 | L | 1 | Away | Canton | Bill McMillan | ||||||
| 1994 | 9/23 | Canton Central Catholic | 14 | 21 | L | 1 | Home | Orrville | Red Rider Stadium | Bill McMillan | |||||
| 1995 | 10/27 | Canton Central Catholic | 34 | 7 | W | 1 | Away | Canton | Bill McMillan | ||||||
| 1996 | 10/25 | Canton Central Catholic | 27 | 6 | W | 1 | Home | Orrville | Red Rider Stadium | Bill McMillan | |||||
| 1997 | 10/24 | Canton Central Catholic | 7 | 14 | L | 1 | Away | Canton | Bill McMillan | ||||||
| 1998 | 10/30 | Canton Central Catholic | 52 | 21 | W | 1 | Home | Orrville | Red Rider Stadium | Bill McMillan | |||||
| 1999 | 10/22 | Canton Central Catholic | 28 | 29 | L | 1 | Away | Canton | Lowell Klinefelter Field | Bill McMillan | |||||
| 2006 | 11/3 | Canton Central Catholic | 48 | 27 | W | 1 | Home | Orrville | Red Rider Stadium | Doug Davault | playoff at Orrville | ||||
| 2024 | 9/6 | Canton Central Catholic | 59 | 37 | W | 1 | Home | Orrville | Red Rider Stadium | Matt Zuercher | |||||
| 2025 | 9/5 | Canton Central Catholic | 28 | 7 | W | 1 | Away | Canton | Lowell Klinefelter Field | Brent Besancon | |||||
| 561 | 398 | 12 | 13 | 1 | .481 | ||||||||||
| 21.58 | 15.31 | 6.27 | |||||||||||||