| 2017 (1) Skiatook over Glenpool 38-7 |
| 2014 (1) Newcastle over Glenpool 41-10 |
| 2011 (1) Glenpool over Piedmont 28-25 |
| 2011 (Q) Catoosa over Glenpool 27-0 |
| 2010 (1) Glenpool over Bishop McGuinness 26-23 |
| 2010 (Q) Wagoner over Glenpool 46-0 |
| 2009 (1) Douglass over Glenpool 14-0 |
| 2008 (1) Glenpool over Woodward 37-6 |
| 2008 (Q) Glenpool over Wagoner 26-7 |
| 2008 (S) Glenpool over Broken Bow 12-7 |
| 2008 (C) Glenpool over Bishop McGuinness 27-17 |
| 2007 (1) Glenpool over Guymon 40-0 |
| 2007 (Q) Glenpool over Grove 38-24 |
| 2007 (S) Glenpool over Broken Bow 7-6 |
| 2007 (C) Bishop McGuinness over Glenpool 14-9 |
| 2006 (1) Glenpool over Guymon 28-0 |
| 2006 (Q) Grove over Glenpool 35-29 |
| 2005 (1) Glenpool over Poteau 44-26 |
| 2005 (Q) Glenpool over Piedmont 35-34 |
| 2005 (S) Clinton over Glenpool 24-14 |
| 2004 (1) Glenpool over Poteau 38-8 |
| 2004 (Q) Ada over Glenpool 48-46 |
| 2003 (1) Glenpool over Weatherford 31-0 |
| 2003 (Q) Glenpool over Pryor 32-6 |
| 2003 (S) Glenpool over Sallisaw 54-18 |
| 2003 (C) Clinton over Glenpool 28-7 |
| 2002 (1) Glenpool over Star Spencer 48-41 |
| 2002 (Q) Glenpool over Poteau 40-13 |
| 2002 (S) Glenpool over Bishop McGuinness 13-9 |
| 2002 (C) Glenpool over Weatherford 41-0 |
| 2001 (1) Bishop McGuinness over Glenpool 40-28 |
| 2000 (1) Glenpool over Weatherford 27-16 |
| 2000 (Q) Clinton over Glenpool 68-7 |
| 1999 (1) Glenpool over Harrah 29-6 |
| 1999 (Q) Weatherford over Glenpool 35-13 |
| 1998 (1) Elk City over Glenpool 42-6 |
| 1997 (1) Elk City over Glenpool 41-13 |
| 1990 (1) Mannford over Glenpool 20-7 |
| 1989 (1) Sulphur over Glenpool 21-0 |
| 1984 (1) Glenpool over Webbers Falls 14-12 |
| 1984 (2) Talihina over Glenpool 20-3 |
| 1983 (1) Hominy over Glenpool 27-7 |
| 1980 (1) Glenpool over Arkoma 21-12 |
| 1980 (2) Talihina over Glenpool 17-14 |
| 1979 (1) Konawa over Glenpool 8-0 |
| 1971 (1) Davenport over Glenpool 34-6 |