| 2023-24: Medina [NY] vs. Wilson [NY] (Jan 3, 2024) |
| 2022-23: Medina [NY] vs. Wilson [NY] (Jan 4, 2023) |
| 2021-22: Medina [NY] vs. Wilson [NY] (Dec 22, 2021) |
| 2020-21: Medina [NY] vs. Wilson [NY] (May 18, 2021) |
| 2019-2020: Medina [NY] vs. Wilson [NY] (Jan 8, 2020) |
| 2018-19: Medina [NY] vs. Wilson [NY] (Dec 19, 2018) |
| 2017-18: Medina [NY] vs. Wilson [NY] (Dec 13, 2017) |
| 2016-17: Medina [NY] vs. Wilson [NY] (Dec 14, 2016) |
| 2015-16: 2nd Annual Gary Gross Memorial Wrestling Tournament (Jan 23, 2016) |
| 2015-16: Medina [NY] vs. Wilson [NY] (Jan 13, 2016) |
| 2014-15: 1st Annual Gary Gross Memorial Wrestling Tournament (Jan 24, 2015) |
| 2014-15: Medina [NY] vs. Wilson [NY] (Jan 14, 2015) |
| 2013-14: Medina [NY] vs. Wilson [NY] (Dec 11, 2013) |
| 2012-13: Medina [NY] vs. Wilson [NY] (Jan 9, 2013) |
| 2011-12: Medina [NY] vs. Wilson [NY] (Jan 4, 2012) |
| 2010-11: Medina [NY] vs. Wilson [NY] (Jan 5, 2011) |
| 2009-2010: Medina [NY] vs. Wilson [NY] (Dec 16, 2009) |
| 2008-09: Medina [NY] vs. Wilson [NY] (Jan 7, 2009) |
| 2007-08: Medina [NY] vs. Wilson [NY] (Feb 6, 2008) |
| 2006-07: Medina [NY] vs. Wilson [NY] (Dec 13, 2006) |
| 1973-74: Medina [NY] vs. Wilson [NY] (Feb 12, 1974) |
| 1966-67: Medina [NY] vs. Wilson [NY] (Jan 13, 1967) |
