| 2022-23: Hillcrest Company Pioneer Duals (Dec 9-10, 2022) |
| 2021-22: Hillcrest Company Pioneer Duals (Dec 11, 2021) |
| 2018-19: Iroquois [NY] vs. Pioneer [NY] (Jan 8, 2019) |
| 2017-18: 2nd Annual NYSPHSAA Section VI Dual Meet Wrestling Championships (Jan 20, 2018) |
| 2014-15: Iroquois [NY] vs. Pioneer [NY] (Jan 28, 2015) |
| 2014-15: Hillcrest Company Pioneer Duals (Dec 12-13, 2014) |
| 2013-14: Iroquois [NY] vs. Pioneer [NY] (Feb 4, 2014) |
| 2013-14: Hillcrest Company Pioneer Duals (Dec 14, 2013) |
| 2012-13: Iroquois [NY] vs. Pioneer [NY] (Jan 16, 2013) |
| 2011-12: Iroquois [NY] vs. Pioneer [NY] (Jan 4, 2012) |
| 2011-12: Hillcrest Company Pioneer Duals (Dec 16-17, 2011) |
| 2010-11: Iroquois [NY] vs. Pioneer [NY] (Jan 19, 2011) |
| 2010-11: Hillcrest Company Pioneer Duals (Dec 17-18, 2010) |
| 2006-07: Iroquois [NY] vs. Pioneer [NY] (Dec 20, 2006) |
| 1988-89: Iroquois [NY] vs. Pioneer [NY] (Feb 15, 1989) |
| 1982-83: Iroquois [NY] vs. Pioneer [NY] (Feb 12, 1983) |
| 1980-81: Iroquois [NY] vs. Pioneer [NY] (Feb 14, 1981) |
