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| Year | Class 4A | School | Time | Class 3A | School | Time |
| 2025 | Flynn Arnold | Laramie | 48.29 | Kyler Stinson | Cody | 50.23 |
| 2024 | Bradley Ekstrom | Thunder Basin | 50.38 | Reed McFadden | Lander | 50.94 |
| 2023 | Bradley Ekstrom | Thunder Basin | 51.34 | Matt Nelson | Cody | 51.46 |
| 2022 | Andrew Skorcz | Rock Springs | 51.30 | | | |
| 2021 | Darius Wiggins | Kelly Walsh | 50.54 | | | |
| 2020 | Brock Bomar | Sheridan | 50.95 | | | |
| 2019 | Dakota Merritt | Cheyenne East | 50.68 | | | |
| 2018 | Wyatt Peck | Star Valley | 50.72 | | | |
| 2017 | Logan Myers | Campbell County | 50.90 | | | |
| 2016 | Logan Myers | Campbell County | 50.99 | | | |
| 2015 | Carlos Salcido | Rock Springs | 50.17 | | | |
| 2014 | Clay Carlson | Kelly Walsh | 50.17 | | | |
| 2013 | David Livingston | Star Valley | 51.79 | | | |
| 2012 | Josh Morgan | Laramie | 51.45 | | | |
| 2011 | Brandon Nimmo | Cheyenne East | 51.45 | | | |
| 2010 | Alex Walker | Laramie | 52.49 | | | |
| 2009 | Jazz Bozner | Rock Springs | 52.14 | | | |
| 2008 | Kevin Brough | Star Valley | 53.29 | | | |
| 2007 | Mike Walrath | Laramie | 50.53 | | | |
| 2006 | Bob Hewitt-Gaffney | Campbell County | 50.98 | | | |