| 2023 (1) Jones over Chisholm 53-8 |
| 2020 (1) Jones over Chisholm 41-8 |
| 2019 (1) Chisholm over Okemah 41-8 |
| 2019 (2) Beggs over Chisholm 27-8 |
| 2018 (1) Chisholm over Meeker 48-42 |
| 2018 (2) Adair over Chisholm 30-20 |
| 2017 (1) Chisholm over Meeker 37-7 |
| 2017 (2) Washington over Chisholm 34-14 |
| 2016 (1) Chisholm over Meeker 43-19 |
| 2016 (2) Chisholm over Washington 28-20 |
| 2016 (Q) Chisholm over Antlers 42-0 |
| 2016 (S) Victory Christian over Chisholm 21-6 |
| 2015 (1) Chisholm over Oklahoma Christian 37-15 |
| 2015 (2) Chisholm over Lindsay 14-10 |
| 2015 (Q) Chisholm over Vian 24-14 |
| 2015 (S) Adair over Chisholm 44-14 |
| 2014 (1) Chisholm over Millwood 29-7 |
| 2014 (2) Washington over Chisholm 34-26 |
| 2013 (1) Oklahoma Christian over Chisholm 35-7 |
| 2002 (1) Newcastle over Chisholm 41-20 |
| 2001 (1) Millwood over Chisholm 42-18 |
| 1996 (1) Chisholm over Hobart 6-2 |
| 1996 (2) Wewoka over Chisholm 28-27 |
| 1995 (1) Hobart over Chisholm 27-7 |
| 1992 (1) Hobart over Chisholm 21-0 |
| 1991 (1) Chisholm over Mangum 30-20 |
| 1991 (2) Okemah over Chisholm 31-13 |
| 1990 (1) Chisholm over Cache 34-6 |
| 1990 (2) Okemah over Chisholm 19-3 |
| 1988 (1) Stroud over Chisholm 9-7 |
| 1977 (1) Chisholm over Laverne 7-6 |
| 1977 (2) Millwood over Chisholm 14-7 |