| 2019 |
| Fri., Nov. 8 | @ Henry County | L 6-10 | 1st Round Playoffs |
| 2018 |
| Fri., Nov. 2 | vs. Dyer County | W 41-13 | 1st Round Playoffs | | Fri., Nov. 9 | @ Henry County | L 8-31 | 2nd Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Henry County | L 24-42 | 1st Round Playoffs |
| 2016 |
| Fri., Nov. 4 | vs. Hardin County | W 34-3 | 1st Round Playoffs | | Fri., Nov. 11 | vs. Lexington | W 31-24 | 2nd Round Playoffs | | Fri., Nov. 18 | vs. Memphis East | L 12-20 | 3rd Round Playoffs |
| 2015 |
| Fri., Nov. 6 | vs. Lexington | L 26-31 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. Memphis East | W 55-21 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Hardin County | W 47-21 | 2nd Round Playoffs | | Fri., Nov. 21 | Henry County | W 48-23 | 3rd Round Playoffs | | Fri., Nov. 28 | vs. Hillsboro | L 7-35 | Semi-finals Playoffs |
| 2013 |
| Fri., Nov. 8 | vs. Dyer County | W 42-19 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Melrose | W 54-20 | 2nd Round Playoffs | | Fri., Nov. 22 | @ Henry County | L 21-42 | 3rd Round Playoffs |
| 2012 |
| Fri., Nov. 2 | vs. Lawrence County | W 42-3 | 1st Round Playoffs | | Fri., Nov. 9 | vs. Craigmont | W 49-28 | 2nd Round Playoffs | | Fri., Nov. 16 | @ Jackson North Side | L 42-45 | 3rd Round Playoffs |
| 2011 |
| | Craigmont | W 49-42 | 1st Round Playoffs | | | Dyer County | W 48-13 | 2nd Round Playoffs | | | Henry County | L 14-24 | 3rd Round Playoffs |
| 2010 |
| | Memphis East | W 33-6 | 1st Round Playoffs | | | Hardin County | W 54-12 | 2nd Round Playoffs | | | Jackson North Side | W 47-13 | 3rd Round Playoffs | | | Hendersonville | L 19-21 | Semi-finals Playoffs |
| 2009 |
| | Hardin County | L 20-21 | 1st Round Playoffs |
| 2008 |
| | White Station | L 7-48 | 1st Round Playoffs |
| 2007 |
| | Whitehaven | L 0-31 | 1st Round Playoffs |
| 2006 |
| | Germantown | W 10-7 | 1st Round Playoffs | | | Wooddale | L 3-6 | 2nd Round Playoffs |
| 2005 |
| | Wooddale | W 40-0 | 1st Round Playoffs | | | Millington | W 41-10 | 2nd Round Playoffs | | | Germantown | W 19-7 | 3rd Round Playoffs | | | Ravenwood | L 10-28 | Semi-finals Playoffs |
| 2004 |
| | Hardin County | W 20-16 | 1st Round Playoffs | | | Haywood | W 27-6 | 2nd Round Playoffs | | | Melrose | L 0-35 | 3rd Round Playoffs |
| 2003 |
| | Hardin County | L 24-27 | 1st Round Playoffs |
| 2002 |
| | Brighton | W 28-0 | 1st Round Playoffs | | | Kingsbury | W 22-0 | 2nd Round Playoffs | | | Covington | W 24-20 | 3rd Round Playoffs | | | Crockett County | W 29-0 | Semi-finals Playoffs | | | Fulton | W 21-14 | Championship Game |
| 2001 |
| | Obion County | W 35-0 | 1st Round Playoffs | | | Kingsbury | W 33-14 | 2nd Round Playoffs | | | Covington | L 12-17 | 3rd Round Playoffs |
| 2000 |
| | Dyer County | W 57-24 | 1st Round Playoffs | | | Westview | L 28-42 | 2nd Round Playoffs |
| 1999 |
| | Obion County | W 46-10 | 1st Round Playoffs | | | Westview | W 56-33 | 2nd Round Playoffs | | | Covington | L 0-34 | 3rd Round Playoffs |
| 1998 |
| | Dyer County | W 43-32 | 1st Round Playoffs | | | Covington | W 24-21 | 2nd Round Playoffs | | | Melrose | L 10-12 | 3rd Round Playoffs |
| 1997 |
| | Jackson South Side | W 44-43 | 1st Round Playoffs | | | Covington | L 14-49 | 2nd Round Playoffs |
| 1996 |
| | McNairy Central | L 23-29 | 1st Round Playoffs |
| 1995 |
| | Humboldt | L 0-72 | 1st Round Playoffs |
| 1994 |
| | McNairy Central | L 13-28 | 1st Round Playoffs |
| 1993 |
| | Chester County | W 17-12 | 1st Round Playoffs | | | Marshall County | L 7-20 | 2nd Round Playoffs |
| 1991 |
| | Frayser | W 14-7 | 1st Round Playoffs | | | Milan | W 14-12 | 2nd Round Playoffs | | | Springfield | L 13-27 | 3rd Round Playoffs |
| 1988 |
| | Memphis University | L 13-43 | 1st Round Playoffs |
| 1986 |
| | Evangelical Christian | W 6-0 | 1st Round Playoffs | | | Milan | L 6-28 | 2nd Round Playoffs |
| 1985 |
| | Memphis University | L 7-28 | 1st Round Playoffs |
| 1982 |
| | Memphis University | L 3-21 | 2nd Round Playoffs |
| 1981 |
| | Collierville | L 14-27 | 2nd Round Playoffs |
|
| Ridgeway Playoff Totals |
| Record |
38-32-0 1750-1523 |
| Home Record | 9-3 |
| Away Record | 0-5 |
|
