| 2023 |
| Fri., Nov. 17 | vs. Edmond Santa Fe | W 24-10 | 1st Round Playoffs | | Fri., Nov. 24 | vs. Union | W 33-27 | 2nd Round Playoffs | | Fri., Dec. 1 | vs. Bixby | L 21-49 | 3rd Round Playoffs |
| 2022 |
| Fri., Nov. 11 | vs. Edmond North | W 68-14 | 1st Round Playoffs | | Fri., Nov. 18 | @ Mustang | W 34-31 | 2nd Round Playoffs | | Fri., Nov. 25 | vs. Bixby | L 14-28 | 3rd Round Playoffs |
| 2020 |
| Fri., Nov. 13 | vs. Moore | W 51-19 | 1st Round Playoffs | | Fri., Nov. 20 | vs. Norman North | W 63-16 | 2nd Round Playoffs | | Fri., Nov. 27 | Owasso | W 39-15 | Semi-finals Playoffs | | Sat., Dec. 5 | Edmond Santa Fe | W 41-14 | Championship Game |
| 2019 |
| Fri., Nov. 15 | @ Mustang | W 55-28 | 1st Round Playoffs | | Fri., Nov. 22 | vs. Moore | W 48-20 | Semi-finals Playoffs | | Sat., Dec. 7 | Owasso | L 6-14 | Championship Game |
| 2018 |
| | Putnam North | W 42-12 | 3rd Round Playoffs | | | Union | W 27-24 | Semi-finals Playoffs | | | Broken Arrow | L 20-28 | Championship Game |
| 2017 |
| | Moore | W 49-16 | 3rd Round Playoffs | | | Owasso | L 0-21 | Semi-finals Playoffs |
| 2016 |
| | Southmoore | W 56-42 | 3rd Round Playoffs | | | Union | L 21-45 | Semi-finals Playoffs |
| 2015 |
| | Norman North | W 69-34 | 3rd Round Playoffs | | | Union | W 33-17 | Semi-finals Playoffs | | | Broken Arrow | W 35-14 | Championship Game |
| 2014 |
| | Southmoore | W 41-7 | 3rd Round Playoffs | | | Owasso | W 42-14 | Semi-finals Playoffs | | | Union | W 21-14 | Championship Game |
| 2013 |
| | Owasso | W 14-10 | 1st Round Playoffs | | | Midwest City | W 33-14 | 3rd Round Playoffs | | | Westmoore | W 46-14 | Semi-finals Playoffs | | | Union | W 38-22 | Championship Game |
| 2012 |
| | Booker T Washington | W 59-14 | 1st Round Playoffs | | | Edmond North | W 34-12 | 3rd Round Playoffs | | | Union | W 41-10 | Semi-finals Playoffs | | | Norman North | W 55-20 | Championship Game |
| 2011 |
| | Stillwater | W 38-14 | 1st Round Playoffs | | | Edmond Santa Fe | W 48-21 | 3rd Round Playoffs | | | Union | L 29-30 | Semi-finals Playoffs |
| 2010 |
| | Bixby | W 56-26 | 1st Round Playoffs | | | Eisenhower | W 57-7 | 3rd Round Playoffs | | | Owasso | W 75-28 | Semi-finals Playoffs | | | Union | L 47-50 | Championship Game |
| 2009 |
| | Yukon | W 47-6 | 1st Round Playoffs | | | Edmond Memorial | W 28-14 | 3rd Round Playoffs | | | Southmoore | W 44-26 | Semi-finals Playoffs | | | Union | L 19-52 | Championship Game |
| 2008 |
| | Enid | #Lost 0-2 | 1st Round Playoffs | | | Edmond Santa Fe | #Lost 0-2 | 3rd Round Playoffs | | | Mustang | #Lost 0-2 | Semi-finals Playoffs | | | Union | L 20-34 | Championship Game |
| 2007 |
| | Stillwater | W 42-7 | 1st Round Playoffs | | | Westmoore | W 35-7 | 3rd Round Playoffs | | | Midwest City | W 35-7 | Semi-finals Playoffs | | | Union | W 42-24 | Championship Game |
| 2006 |
| | Broken Arrow | W 28-7 | 1st Round Playoffs | | | Lawton | W 29-12 | 3rd Round Playoffs | | | Muskogee | W 52-35 | Semi-finals Playoffs | | | Enid | W 28-7 | Championship Game |
| 2005 |
| | Sapulpa | L 21-24 | 1st Round Playoffs |
| 2004 |
| | Ponca City | W 42-17 | 1st Round Playoffs | | | Westmoore | W 34-14 | 3rd Round Playoffs | | | Putnam North | W 29-23 | Semi-finals Playoffs | | | Union | L 17-27 | Championship Game |
| 2003 |
| | Stillwater | W 21-6 | 1st Round Playoffs | | | Westmoore | W 27-11 | 3rd Round Playoffs | | | Union | W 14-12 | Semi-finals Playoffs | | | Edmond Santa Fe | W 17-10 | Championship Game |
| 2002 |
| | Sapulpa | W 7-0 | 1st Round Playoffs | | | Westmoore | L 10-14 | 3rd Round Playoffs |
| 2001 |
| | Stillwater | W 49-12 | 1st Round Playoffs | | | Owasso | W 50-30 | 3rd Round Playoffs | | | Edmond Santa Fe | W 35-21 | Semi-finals Playoffs | | | Putnam North | W 38-28 | Championship Game |
| 2000 |
| | Edmond Memorial | W 56-14 | 1st Round Playoffs | | | Stillwater | W 35-13 | 3rd Round Playoffs | | | Lawton | W 23-6 | Semi-finals Playoffs | | | Union | W 31-12 | Championship Game |
| 1999 |
| | Sapulpa | W 42-0 | 1st Round Playoffs | | | Owasso | W 39-23 | 3rd Round Playoffs | | | Eisenhower | W 32-6 | Semi-finals Playoffs | | | Union | W 14-7 | Championship Game |
| 1998 |
| | Edmond Memorial | W 38-13 | 1st Round Playoffs | | | Broken Arrow | W 35-13 | 3rd Round Playoffs | | | Moore | W 17-7 | Semi-finals Playoffs | | | Union | W 41-28 | Championship Game |
| 1997 |
| | Enid | W 48-0 | 1st Round Playoffs | | | Stillwater | W 63-0 | 3rd Round Playoffs | | | Moore | W 41-6 | Semi-finals Playoffs | | | Yukon | W 56-8 | Championship Game |
| 1996 |
| | Sand Springs | W 42-7 | 1st Round Playoffs | | | Muskogee | W 24-0 | 3rd Round Playoffs | | | Moore | W 20-13 | Semi-finals Playoffs | | | Midwest City | W 28-17 | Championship Game |
| 1995 |
| | Booker T Washington | W 34-8 | 1st Round Playoffs | | | Broken Arrow | W 35-17 | 3rd Round Playoffs | | | Midwest City | L 31-34 | Semi-finals Playoffs |
| 1994 |
| | Stillwater | L 14-20 | 1st Round Playoffs |
| 1993 |
| | Sand Springs | W 24-7 | 1st Round Playoffs | | | Owasso | W 34-3 | 3rd Round Playoffs | | | Midwest City | W 13-12 | Semi-finals Playoffs | | | Edmond | W 21-14 | Championship Game |
| 1992 |
| | Shawnee | W 28-10 | 1st Round Playoffs | | | Booker T Washington | W 17-6 | 3rd Round Playoffs | | | Norman | L 8-14 | Semi-finals Playoffs |
| 1991 |
| | Enid | L 3-6 | 1st Round Playoffs |
| 1990 |
| | Owasso | W 23-20 | 1st Round Playoffs | | | Sand Springs | L 3-6 | 3rd Round Playoffs |
| 1989 |
| | Sapulpa | L 13-33 | 1st Round Playoffs |
| 1987 |
| | Owasso | W 14-10 | 1st Round Playoffs | | | Putnam West | L 7-25 | 3rd Round Playoffs |
| 1986 |
| | Booker T Washington | L 3-28 | 1st Round Playoffs |
| 1984 |
| | Memorial | W 17-0 | 1st Round Playoffs | | | Booker T Washington | L 0-14 | 3rd Round Playoffs |
| 1983 |
| | Booker T Washington | L 0-45 | 1st Round Playoffs |
| 1982 |
| | Nathan Hale | W 7-6 | 1st Round Playoffs | | | McLain | W 10-7 | 3rd Round Playoffs | | | Booker T Washington | W 26-0 | Semi-finals Playoffs | | | Midwest City | W 10-7 | Championship Game |
| 1981 |
| | Thomas Edison | W 28-7 | 1st Round Playoffs | | | McLain | L 7-28 | 3rd Round Playoffs |
| 1979 |
| | Northeast | W 14-6 | 1st Round Playoffs | | | Claremore | W 10-9 | 3rd Round Playoffs | | | McAlester | W 20-10 | Semi-finals Playoffs | | | Ada | W 16-15 | Championship Game |
| 1978 |
| | Carl Albert | W 15-14 | 1st Round Playoffs | | | Bishop Kelley | W 13-7 | 3rd Round Playoffs | | | Okmulgee | W 24-10 | Semi-finals Playoffs | | | Duncan | L 13-32 | Championship Game |
| 1976 |
| | Stillwater | W 21-7 | 1st Round Playoffs | | | Sand Springs | W 14-0 | 3rd Round Playoffs | | | Owasso | W 13-6 | Semi-finals Playoffs | | | Douglass | L 6-7 | Championship Game |
| 1974 |
| | Owasso | L 14-16 | 1st Round Playoffs |
| 1971 |
| | Stilwell | W 28-8 | 3rd Round Playoffs | | | Sperry | T 14-14 | Semi-finals Playoffs | | | Watonga | L 6-14 | Championship Game |
| 1966 |
| | Jay | W 12-0 | 1st Round Playoffs | | | Newkirk | L 6-28 | 3rd Round Playoffs |
| 1963 |
| | Dewey | W 15-7 | 1st Round Playoffs | | | Grove | L 19-20 | 3rd Round Playoffs |
| 1962 |
| | Fairfax | W 24-12 | 1st Round Playoffs | | | Wyandotte | L 20-22 | 3rd Round Playoffs |
| 1961 |
| | Dewey | W 48-14 | 1st Round Playoffs | | | Coweta | W 46-14 | 3rd Round Playoffs | | | Heavener | W 20-8 | Semi-finals Playoffs | | | Lawton Douglass | L 0-29 | Championship Game |
| 1960 |
| | Hominy | L 22-46 | 1st Round Playoffs |
| 1948 |
| | Afton | L 14-15 | 1st Round Playoffs |
|
| Jenks Playoff Totals |
| Record |
109-37-1 4125-2328 |
| Home Record | 6-2 |
| Away Record | 2-0 |
|
