| 2025-26: Fairport [NY] vs. Penfield [NY] (Jan 13, 2026) |
| 2024-25: Fairport [NY] vs. Penfield [NY] (Jan 16, 2025) |
| 2023-24: Fairport [NY] vs. Penfield [NY] (Jan 10, 2024) |
| 2022-23: Fairport [NY] vs. Penfield [NY] (Nov 30, 2022) |
| 2020-21: Fairport [NY] vs. Penfield [NY] (Feb 27, 2021) |
| 2019-2020: 8th Annual Takedown Cancer Wrestling Duals (Monroe County Division I) (Jan 25, 2020) |
| 2018-19: 7th Annual Takedown Cancer Wrestling Duals (Monroe County Division I) (Jan 19, 2019) |
| 2017-18: 6th Annual Takedown Cancer Wrestling Duals (Monroe County Division I) (Jan 20, 2018) |
| 2016-17: 5th Annual Takedown Cancer Wrestling Duals (Monroe County Division I) (Jan 21, 2017) |
| 2015-16: 4th Annual Takedown Cancer Wrestling Duals (Jan 23, 2016) |
| 2014-15: 3rd Annual Takedown Cancer Wrestling Duals (Jan 17, 2015) |
| 2013-14: 2nd Annual Takedown Cancer Wrestling Duals (Jan 18, 2014) |
| 2012-13: Fairport [NY] vs. Penfield [NY] (Dec 5, 2012) |
| 2011-12: Fairport [NY] vs. Penfield [NY] (Jan 17, 2012) |
| 2010-11: Fairport [NY] vs. Penfield [NY] (Jan 19, 2011) |
| 2009-2010: Fairport [NY] vs. Penfield [NY] (Jan 13, 2010) |
| 2008-09: Fairport [NY] vs. Penfield [NY] (Feb 4, 2009) |
| 2007-08: Fairport [NY] vs. Penfield [NY] (Feb 2, 2008) |
| 2006-07: Fairport [NY] vs. Penfield [NY] (Jan 9, 2007) |
| 2002-03: Fairport [NY] vs. Penfield [NY] (Feb 8, 2003) |
| 2001-02: Fairport [NY] vs. Penfield [NY] (Jan 5, 2002) |
| 1985-86: Fairport [NY] vs. Penfield [NY] (Jan 8, 1986) |
| 1974-75: Fairport [NY] vs. Penfield [NY] (Jan 18, 1975) |
| 1972-73: Fairport [NY] vs. Penfield [NY] (Jan 13, 1973) |
| 1970-71: Fairport [NY] vs. Penfield [NY] (Jan 15, 1971) |
