| 2023 |
| Fri., Nov. 3 | vs. Westerville South | W 50-7 | 1st Round Playoffs | | Fri., Nov. 10 | vs. Lake | W 35-6 | 2nd Round Playoffs | | Fri., Nov. 17 | vs. Green | W 31-6 | 3rd Round Playoffs | | Fri., Nov. 24 | @ Anderson | W 55-7 | Semi-finals Playoffs | | Thu., Nov. 30 | vs. Archbishop Hoban | W 7-2 | Championship Game |
| 2022 |
| Fri., Oct. 28 | vs. Perry | W 48-7 | 1st Round Playoffs | | Fri., Nov. 4 | vs. Canal Winchester | W 34-0 | 2nd Round Playoffs | | Fri., Nov. 11 | vs. Big Walnut | W 42-21 | 3rd Round Playoffs | | Fri., Nov. 18 | vs. Lake | W 24-6 | Semi-finals Playoffs | | Fri., Nov. 25 | vs. Archbishop Hoban | L 20-41 | Championship Game |
| 2021 |
| Fri., Oct. 29 | vs. Independence | W 76-22 | 1st Round Playoffs | | Fri., Nov. 5 | vs. Westerville South | W 50-19 | 2nd Round Playoffs | | Fri., Nov. 12 | Big Walnut | W 38-0 | 3rd Round Playoffs | | Fri., Nov. 19 | Green | L 25-26 | Semi-finals Playoffs |
| 2020 |
| Fri., Oct. 16 | vs. Walnut Ridge | W 56-0 | 1st Round Playoffs | | Fri., Oct. 23 | vs. Hoover | W 48-23 | 1st Round Playoffs | | Fri., Oct. 30 | vs. Westerville South | W 45-36 | 2nd Round Playoffs | | Fri., Nov. 6 | @ Perry | W 43-13 | 3rd Round Playoffs | | Fri., Nov. 13 | vs. La Salle | W 14-10 | Semi-finals Playoffs | | Fri., Nov. 20 | @ Archbishop Hoban | L 6-35 | Championship Game |
| 2019 |
| | vs. Warren Harding | W 55-0 | 1st Round Playoffs | | | Massillon Perry | W 35-7 | 2nd Round Playoffs | | | Akron Hoban | W 17-14 | 3rd Round Playoffs | | | Avon | W 35-10 | Semi-finals Playoffs | | | Cincinnati LaSalle | L 17-34 | Championship Game |
| 2018 |
| | vs. Col. Walnut Ridge | W 45-14 | 1st Round Playoffs | | | Col. Whitehall | W 35-17 | 2nd Round Playoffs | | | Wadsworth | W 41-19 | 3rd Round Playoffs | | | Cincinnati Winton Woods | W 41-20 | Semi-finals Playoffs | | | Akron Hoban | L 28-42 | Championship Game |
| 2017 |
| | vs. Boardman | W 28-23 | 1st Round Playoffs | | | Ashland | W 28-7 | 2nd Round Playoffs | | | New Albany | W 24-6 | 3rd Round Playoffs | | | Cincinnati Winton Woods | L 21-56 | Semi-finals Playoffs |
| 2016 |
| | vs. Dublin Scioto | L 21-31 | 1st Round Playoffs |
| 2014 |
| | @ Perrysburg | L 7-56 | 1st Round Playoffs |
| 2013 |
| | vs. Nordonia | W 33-17 | 1st Round Playoffs | | | Medina Highland | L 14-17 | 2nd Round Playoffs |
| 2012 |
| | vs. Nordonia | W 63-34 | 1st Round Playoffs | | | Canton McKinley | W 28-19 | 2nd Round Playoffs | | | Toledo Whitmer | L 16-49 | 3rd Round Playoffs |
| 2010 |
| | @ Toledo Whitmer | L 24-28 | 1st Round Playoffs |
| 2009 |
| | vs. North Canton Hoover | W 17-10 | 1st Round Playoffs | | | Twinsburg | W 10-7 | 2nd Round Playoffs | | | Canton McKinley | W 10-7 | 3rd Round Playoffs | | | Cleveland Glenville | L 17-31 | Semi-finals Playoffs |
| 2008 |
| | @ North Canton Hoover | L 7-14 | 1st Round Playoffs |
| 2006 |
| | @ Massillon Perry | W 41-20 | 1st Round Playoffs | | | Toledo Whitmer | L 10-14 | 2nd Round Playoffs |
| 2005 |
| | vs. North Canton Hoover | W 45-14 | 1st Round Playoffs | | | Findlay | W 27-20 | 2nd Round Playoffs | | | Canton McKinley | W 21-3 | 3rd Round Playoffs | | | Lakewood St. Edward | W 21-17 | Semi-finals Playoffs | | | Cincinnati St. Xavier | L 17-24 | Championship Game |
| 2002 |
| | @ North Canton Hoover | W 31-0 | 1st Round Playoffs | | | Massillon Perry | W 23-21 | 2nd Round Playoffs | | | Pickerington | W 14-0 | 3rd Round Playoffs | | | Warren Harding | L 20-21 (OT) | Semi-finals Playoffs |
| 2001 |
| | vs. Marion Harding | W 31-0 | 1st Round Playoffs | | | Canton McKinley | W 35-19 | 2nd Round Playoffs | | | North Canton Hoover | W 27-7 | 3rd Round Playoffs | | | Cleveland St. Ignatius | L 20-49 | Semi-finals Playoffs |
| 2000 |
| | vs. Marion Harding | L 13-17 | 1st Round Playoffs |
| 1999 |
| | vs. Massillon Perry | L 6-23 | 1st Round Playoffs |
| 1996 |
| | Brunswick | L 6-7 | 1st Round Playoffs |
| 1994 |
| | Fremont Ross | W 35-28 | 1st Round Playoffs | | | Canton McKinley | L 20-27 | 2nd Round Playoffs |
| 1993 |
| | Mansfield Senior | W 46-6 | 1st Round Playoffs | | | Walsh Jesuit | L 20-30 | 2nd Round Playoffs |
| 1991 |
| | @ Akron Ellet | W 28-6 | 1st Round Playoffs | | | Toledo St. Johns | W 42-21 | 2nd Round Playoffs | | | Cleveland St. Ignatius | L 13-14 | Semi-finals Playoffs |
| 1990 |
| | Massillon Jackson | W 21-15 | 1st Round Playoffs | | | Sandusky | L 7-27 | 2nd Round Playoffs |
| 1989 |
| | vs. Walsh Jesuit | W 42-24 | 1st Round Playoffs | | | Akron Garfield | W 43-7 | 2nd Round Playoffs | | | Cleveland St. Ignatius | L 21-42 | Semi-finals Playoffs |
| 1982 |
| | vs. Sandusky | W 29-7 | 1st Round Playoffs | | | Berea | W 31-0 | Semi-finals Playoffs | | | Cincinnati Moeller | L 14-35 | Championship Game |
| 1980 |
| | @ Canton McKinley | W 14-6 | 1st Round Playoffs | | | Willoughby South | W 21-6 | Semi-finals Playoffs | | | Cincinnati Moeller | L 7-30 | Championship Game |
| 1979 |
| | Parma Padua | L 0-12 | Semi-finals Playoffs |
| 1972 |
| | Cincinnati Princeton | L 14-17 | Semi-finals Playoffs |
|
| Massillon Playoff Totals |
| Record |
56-29-0 2340-1512 |
| Home Record | 24-4 |
| Away Record | 6-4 |
|
