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| Year | Champion | Course | Home |
|---|---|---|---|
| 2023 | Parker Paxton | Kendrick GC, Sheridan | Riverton |
| 2022 | William Harford | Buffalo Golf Club | Sheridan |
| 2021 | Kirby Coe-Kirkham | Jacoby GC, Laramie | Sheridan |
| 2020 | Jaren Calkins | Riverton Country Club | Lander |
| 2019 | Jared Edeen | Jacoby GC, Laramie | Cheyenne |
| 2018 | Jordan Costello | Purple Sage, Evanston | Pinedale |
| 2017 | Glenn Workman | Jacoby GC, Laramie | Laramie |
| 2016 | Quintin Pope | Three Crowns GC, Casper | Cheyenne |
| 2015 | Quintin Pope | Airport GC, Cheyenne | Cheyenne |
| 2014 | Andrew Garner | Rolling Green CC, Green River | Jackson |
| 2013 | Eddie Stewart | Riverton Country Club | Jackson |
| 2012 | Ryan Graham | Buffalo Golf Club | Buffalo |
| 2011 | Eddie Stewart | The Golf Club at Devils Tower | Jackson |
| 2010 | Gabe Maier | Riverton Country Club | Cody |
| 2009 | Gabe Maier | Bell Nob GC, Gillette | Cody |
| 2008 | Steve White | Jackson Hole Golf and Tennis | Jackson |
| 2007 | Mike Urbatchka | Olive Glenn, Cody | Cody |
| 2006 | Todd Griffin | White Mountain GC, Rock Springs | Casper |
| 2005 | Keegan Bradley | Bell Nob, Gillette | Jackson |
| 2004 | Ashdon Woods | Purple Sage, Evanston | Lander |
| 2003 | Ashdon Woods | Riverton Country Club | Lander |
| 2002 | Mike Urbatchka | Bell Nob GC, Gillette | Sheridan |
| 2001 | Mike Urbatchka | White Mountain GC, Rock Springs | Sheridan |
| 2000 | Mike Urbatchka | Riverton Country Club | Sheridan |
| 1999 | Kyle Landon | Olive Glenn, Cody | Casper |
| 1998 | Mike Urbatchka | The Powder Horn, Sheridan | Sheridan |
| 1997 | Dwayne Lewis | Riverton Country Club | Cheyenne |
| 1996 | Dave Balling | Jackson Hole Golf and Tennis | Cody |
| 1995 | Todd Griffin | White Mountain GC, Rock Springs | Rock Springs |
| 1994 | Todd Griffin | Jacoby Park, Laramie | Rock Springs |
| 1993 | Shawn Strohman | Jackson Hole Golf and Tennis | Cheyenne |
| 1992 | Dave Balling | Olive Glenn, Cody | Cody |
| 1991 | Doug Smith | Bell Nob, Gillette | Unknown |
| 1990 | Don Abbott | Jackson Hole Golf and Tennis | Cheyenne |
| 1989 | Craig Reed | White Mountain GC, Rock Springs | Gillette |
| 1988 | Dave Balling | Riverton Country Club | Cody |
| 1987 | Unknown | Jackson Hole Golf and Tennis | Unknown |
| 1986 | Dave Balling | Olive Glenn, Cody | Cody |
| 1985 | Jeff Hanson | Kendrick GC, Sheridan | Sheridan |
| 1984 | Unknown | Jackson Hole Golf and Tennis | Unknown |
| 1983 | Dave Carollo | Olive Glenn, Cody | Green River |
| 1982 | Jim Benepe | Kendrick GC, Sheridan | Sheridan |
| 1981 | Scott Purey | Jackson Hole Golf and Tennis | Casper |
| 1980 | Chuck Goudey | Casper Municipal | Laramie |
| 1979 | Brant Williams | Jacoby GC, Laramie | Newcastle |
| 1978 | Bob Vanscoy | Jackson Hole Golf and Tennis | Casper |
| 1977 | Brad Butler | Douglas Golf Club | Casper |
| 1976 | John Campbell | Casper Country Club | Casper |
| 1975 | Brad Butler | Jacoby GC, Laramie | Casper |
| 1974 | Ron Rickett | Olive Glenn, Cody | Cody |
| 1973 | Lonnie Reed | Jackson Hole Golf and Tennis | Gillette |
| 1972 | Ron McPherson | Casper Country Club | Casper |
| 1971 | Ron McNulty | Airport GC, Cheyenne | Cheyenne |
| 1970 | Ron McPherson | Cottonwood at Torrington | Casper |
| 1969 | Mickey Powers | Rolling Green CC, Green River | Cheyenne |
| 1968 | Mickey Powers | Airport GC, Cheyenne | Cheyenne |
| 1967 | Austin Redle | Sheridan Country Club | Sheridan |
| 1966 | Richard Haden | Casper Country Club | Cheyenne |
| 1965 | Capt. Robert McLendon | Cheyenne CC and Airport GC | Laramie |
| 1964 | Mike Geutz | Casper CC and Paradise Valley CC | Casper |
| 1963 | Ronald Long | Cheyenne CC and Airport GC | Laramie |
| 1962 | Lew Lepore | Casper CC and Paradise Valley CC | Cheyenne |
| 1961 | Wally Goodwin | Sheridan Country Club | Sheridan |
| 1960 | Robert Meek | Airport GC, Cheyenne | Casper |
| 1959 | Jim Bishop | Cheyenne Country Club | Gillette |
| 1958 | John Dregoiw | Sheridan Country Club | Sheridan |
| 1957 | Robert Craig | Casper Country Club | Casper |
| 1956 | Frank Shaffer | Park County Golf Course | Sheridan |
| 1955 | Jay Summerson | Airport GC, Cheyenne | Cheyenne |
| 1954 | Wally Goodwin | Sheridan Country Club | Sheridan |
| 1953 | Lew Lepore | Airport GC, Cheyenne | Cheyenne |
| 1952 | Robert Wiley | Casper Country Club | Casper |
| 1951 | John Dregoiw | Sheridan Country Club | Sheridan |
| 1950 | John Nelson | Laramie Country Club | Cheyenne |
| 1949 | Robert Wiley | Cheyenne Country Club | Casper |
| 1948 | Earl Williams | Sheridan Country Club | Casper |
| 1947 | Jay Gaer | Cheyenne Country Club | Laramie |
| 1946 | Jay Gaer | Casper Country Club | Laramie |
| 1945 | Ray Pickell | Sheridan Country Club | Sheridan |
| 1944 | Dr. F.W. Lebaron | Sheridan Country Club | Worland |
| 1943 | Cpl. Robert Campbell | Cheyenne Country Club | Cheyenne |
| 1942 | Jay Gaer | Casper Country Club | Cheyenne |
| 1941 | Robert Wiley | Sheridan Country Club | Casper |
| 1940 | John Dregoiw | Thermopolis Country Club | Sheridan |
| 1939 | Dan Webster | Laramie Country Club | Casper |
| 1938 | C.M. Bettinger | Casper Country Club | Casper |
| 1937 | C.M. Bettinger | Casper Country Club | Casper |
| 1936 | Jay Gaer | Casper Country Club | Laramie |
| 1935 | Jay Gaer | Cheyenne Country Club | Laramie |
| 1934 | Gene Shaw | Laramie Country Club | Casper |
| 1933 | Gene Shaw | Sheridan Country Club | Casper |
| 1932 | Herbert Quist | Casper Country Club | Casper |
| 1931 | Jay Gaer | Cheyenne Country Club | Laramie |
| 1930 | Jay Gaer | Sheridan Country Club | Laramie |
| 1929 | E.L. Woodford | Laramie Country Club | Laramie |
| 1928 | Earl Williams | Casper Country Club | Casper |
| 1927 | Major H.C. Dagley | Cheyenne Country Club | Cheyenne |
| 1926 | Al Seanor | Unknown | Casper |
| 1925 | Warren Smith | Unknown | Casper |
| 1924 | Glenn Littlefield | Unknown | Casper |
| 1923 | Major H.C. Dagley | Unknown | Cheyenne |
