| 2023-24: Gates Chili [NY] vs. Irondequoit [NY] (Dec 20, 2023) |
| 2023-24: 42nd Annual DeMeco-Trainor Memorial Wrestling Tournament (Dec 9, 2023) |
| 2022-23: 41st Annual DeMeco-Trainor Memorial Wrestling Tournament (Dec 10, 2022) |
| 2021-22: Gates Chili [NY] vs. Irondequoit [NY] (Feb 1, 2022) |
| 2020-21: Gates Chili [NY] vs. Irondequoit [NY] (Feb 20, 2021) |
| 2019-2020: Gates Chili [NY] vs. Irondequoit [NY] (Dec 4, 2019) |
| 2018-19: Monroe County League Division III Duals (Jan 27, 2019) |
| 2017-18: Gates Chili [NY] vs. Irondequoit [NY] (Jan 15, 2018) |
| 2016-17: Gates Chili [NY] vs. Irondequoit [NY] (Jan 18, 2017) |
| 2014-15: 33rd Annual DeMeco-Trainor Memorial Wrestling Tournament (Dec 13, 2014) |
| 2010-11: Gates Chili LaRocca Duals (Jan 7-8, 2011) |
| 2009-2010: Gates Chili [NY] vs. Irondequoit [NY] (Dec 23, 2009) |
| 2004-05: Irondequoit Duals (Jan 22, 2005) |
| 1973-74: Gates Chili [NY] vs. Irondequoit [NY] (Feb 12, 1974) |
| 1969-1970: Gates Chili [NY] vs. Irondequoit [NY] (Feb 7, 1970) |
| 1966-67: Gates Chili [NY] vs. Irondequoit [NY] (Jan 5, 1967) |
