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| Year | Champion | Course | Home |
|---|---|---|---|
| 2023 | Gabe Maier | Olilve Glenn, Cody | Cody |
| 2022 | Brock Ehler | Jacoby GC, Laramie | Cheyenne |
| 2021 | Brandon Williams | Purple Sage, Evanston | Cody |
| 2020 | Brock Ehler | Three Crowns – Casper | Cheyenne |
| 2019 | Gabe Maier | Riverton Country Club | Cody |
| 2018 | John Hornbeck | Buffalo Golf Club | Saratoga |
| 2017 | Troy Griffith | Cheyenne Country Club | Cheyenne |
| 2016 | Tyler Barry | White Mountain GC, Rock Springs | Gillette |
| 2015 | Todd Griffin | Riverton Country Club | Rock Springs |
| 2014 | John Hornbeck | Jacoby GC, Laramie | Saratoga |
| 2013 | Todd Griffin | White Mountain GC, Rock Springs | Rock Springs |
| 2012 | Todd Griffin | Paradise Valley CC, Casper | Rock Springs |
| 2011 | John Hornbeck | Bell Nob, Gillette | Saratoga |
| 2010 | Todd Griffin | Olive Glenn, Cody | Rock Springs |
| 2009 | Todd Griffin | Riverton Country Club | Rock Springs |
| 2008 | Todd Griffin | Sheridan | Rock Springs |
| 2007 | Philip Kalivas | Purple Sage, Evanston | Green River |
| 2006 | Todd Griffin | Bell Nob, Gillette | Casper |
| 2005 | Todd Griffin | Riverton Country Club | Casper |
| 2004 | John Hornbeck | Olive Glenn, Cody | Saratoga |
| 2003 | Morgan Splichal | White Mountain, Rock Springs | Gillette |
| 2002 | Roger Sheaffer | Riverton Country Club | Laramie |
| 2001 | Eugene Routledge | Bell Nob, Gillette | Gillette |
| 2000 | Mark Isakson | The Powderhorn, Sheridan | Sheridan |
| 1999 | Craig Reasoner | White Mountain, Rock Springs | Casper |
| 1998 | Craig Reasoner | Olive Glenn, Cody | Casper |
| 1997 | Jim Steever | Jacoby Golf Park, Laramie | Douglas |
| 1996 | Jim Steever | Bell Nob, Gillette | Douglas |
| 1995 | Dave Balling | Riverton Couintry Club | Cody |
| 1994 | Robb Slaughter | White Mountain, Rock Spring | Green River |
| 1993 | Steve Stine | Unknown | Worland |
| 1992 | John Longpre | Unknown | Laramie |
| 1991 | Doug Smith | Unknown | Unknown |
| 1990 | John Sundahl | Unknown | Unknown |
| 1989 | Jerry Long | Cheyenne Country Club | Cheyenne |
