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| Year | Class 4A | School | Time | Class 3A | School | Time |
| 2025 | Chance Morris | Sheridan | 21.85 | Kyler Stinson | Cody | 22.39 |
| 2024 | Tegan Krause | Cheyenne Central | 22.46 | Reed McFadden | Lander | 22.71 |
| 2023 | Dominic Kaszas | Cheyenne East | 22.79 | Brendan Flock | Torrington | 22.59 |
| 2022 | Carter McComb | Sheridan | 22.56 | | | |
| 2021 | Carter McComb | Sheridan | 22.52 | | | |
| 2020 | Brock Bomar | Sheridan | 22.88 | | | |
| 2019 | Wyatt Moore | Star Valley | 22.61 | | | |
| 2018 | Roman Smith | Laramie | 22.86 | | | |
| 2017 | Lamont Frisby | Kelly Walsh | 22.49 | | | |
| 2016 | William Nolan | Cheyenne South | 23.09 | | | |
| 2015 | Chase Andersen | Natrona | 22.29 | | | |
| 2014 | Joey Czellecz | Kelly Walsh | 22.77 | | | |
| 2013 | Joey Czellecz | Kelly Walsh | 22.95 | | | |
| 2012 | Devin Harrison | Green River | 22.84 | | | |
| 2011 | Justin Melton | Laramie | 23.03 | | | |
| 2010 | Kody Williams | Sheridan | 23.07 | | | |
| 2009 | Taylor Villegas | Natrona | 23.21 | | | |
| 2008 | Stephen Michel | Laramie | 22.55 | | | |
| 2007 | Stephen Michel | Laramie | 22.88 | | | |
| 2006 | Brendan Ames | Cheyenne Central | 23.32 | | | |