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| Year | Athlete | School | Time |
| 2021 | Kyland Fuller | Torrington | 2:03.17 |
| 2020 | Peter Visser | Star Valley | 1:58.24 |
| 2019 | Asefa Wetzel | Star Valley | 1:57.73 |
| 2018 | Wyatt Peck | Star Valley | 1:55.00 |
| 2017 | Cory Myers | Campbell County | 1:57.66 |
| 2016 | Elliott Miller | Cheyenne Central | 1:58.13 |
| 2015 | Hunter Davila | Kelly Walsh | 1:59.13 |
| 2014 | Hunter Davila | Kelly Walsh | 1:54.64 |
| 2013 | Ricky Faure | Rock Springs | 1:54.25 |
| 2012 | Ricky Faure | Rock Springs | 1:58.93 |
| 2011 | Dylan Morin | Sheridan | 2:00.22 |
| 2010 | Cody Francom | Green River | 2:01.89 |
| 2009 | Dominick Robinson | Campbell County | 2:02.57 |
| 2008 | Ethan Slight | Cody | 2:07.67 |
| 2007 | Matt Carey | Cheyenne Central | 2:06.14 |
| 2006 | Bob Hewitt-Gaffney | Campbell County | 2:05.98 |