| Year | Driver | City, ST | Car Owner |
|---|---|---|---|
| 2023 | Justin Grant | Ione, CA | TOPP Motorsports |
| 2022 | Justin Grant | Ione, CA | TOPP Motorsports |
| 2021 | Brady Bacon | Broken Arrow, OK | Dynamics #69 |
| 2020 | Brady Bacon | Broken Arrow, OK | Dynamics #69 |
| 2019 | C.J. Leary | Greenfield, IN | Reinbold/Underwood Motorsports |
| 2018 | Tyler Courtney | Indianapolis, IN | Clauson/Marshall/Newman Racing |
| 2017 | Chris Windom | Canton, IL | Baldwin Brothers |
| 2016 | Brady Bacon | Broken Arrow, OK | Dynamics #69 |
| 2015 | Robert Ballou | Rocklin, Calif | Ballou Motorsports #12 |
| 2014 | Brady Bacon | Broken Arrow, OK | Dynamics #69 |
| 2013 | Bryan Clauson | Noblesville, IN | Stewart/Curb-Agajanian Racing #20 |
| 2012 | Bryan Clauson | Noblesville, IN | CTR-BCI-Curb-Agajanian #7 |
| 2011 | Levi Jones | Olney, IL | Stewart #20 |
| 2010 | Levi Jones | Olney, IL | Stewart #20 |
| 2009 | Levi Jones | Olney, IL | Stewart #20 |
| 2008 | Jerry Coons Jr. | Tucson, AZ | Dynamics #69 |
| 2007 | Levi Jones | Olney, IL | Stewart #20 |
| 2006 | Josh Wise | Riverside, CA | Stewart #20 |
| 2005 | Levi Jones | Olney, IL | Benic #2B |
| 2004 | Jay Drake | Santa Maria, CA | Stewart #20 |
| 2003 | J. J. Yeley | Phoenix, AZ | Stewart #20 |
| 2002 | Tracy Hines | New Castle, IN | Dynamics #69 |
| 2001 | J. J. Yeley | Phoenix, AZ | GT #76 |
| 2000 | Tony Elliott | Warsaw, IN | Walker #66 |
| 1999 | Dave Darland | Lincoln, IN | Hoffman #69 |
| 1998 | Tony Elliott | Warsaw, IN | Walker/Vance #2 & Conroy #12 |
| 1997 | Brian Tyler | Parma, MI | Contos #4c |
| 1996 | Brian Tyler | Parma, MI | Contos #4c |
| 1995 | Tony Stewart | Columbus, IN | Niebel #20 |
| 1994 | Doug Kalitta | Ypsilanti, MI | Kalitta #22k |
| 1993 | Robbie Stanley | Brownsburg, IN | Dynamics #69 |
| 1992 | Robbie Stanley | Brownsburg, IN | Stanley #1 |
| 1991 | Robbie Stanley | Brownsburg, IN | Stanley #7 |
| 1990 | Steve Butler | Amarillo, TX | Dynamics #69 |
| 1989 | Rich Vogler | Chicago, IL | Dynamics #69 |
| 1988 | Steve Butler | Amarillo, TX | Stoops #1 |
| 1987 | Steve Butler | Amarillo, TX | Stoops #1 |
| 1986 | Steve Butler | Amarillo, TX | Stoops #6 |
| 1985 | Rick Hood | Phoenix, AZ | Fortune #39 |
| 1984 | Rick Hood | Phoenix, AZ | Fortune #39 |
| 1983 | Ken Schrader | Fenton, MO | Fortune #39 |
| 1982 | Sheldon Kinser | Bloomington, IN | Leyba #1 |
| 1981 | Sheldon Kinser | Bloomington, IN | Leyba #6 |
| 1980 | Rich Vogler | Chicago, IL | Seibert #2 |
| 1979 | Greg Leffler | Winchester, IN | Armstrong #43 |
| 1978 | Tom Bigelow | Whitewater, WI | Armstrong #43 |
| 1977 | Sheldon Kinser | Bloomington, IN | Hammond #56 |
| 1976 | Pancho Carter | Racine, WI | Stapp #4 |
| 1975 | Larry Dickson | Marietta, OH | Ensign #80 |
| 1974 | Pancho Carter | Racine, WI | Stapp #6 |
| 1973 | Rollie Beale | Toledo, OH | Kilman #2 |
| 1972 | Sammy Sessions | Nashville, MI | Amerling #4 |
| 1971 | Gary Bettenhausen | Tinley Park, IL | Davis #2 |
| 1970 | Larry Dickson | Marietta, OH | Lay #2 |
| 1969 | Gary Bettenhausen | Tinley Park, IL | Davis #2 |
| 1968 | Larry Dickson | Marietta, OH | Smith #4 & Stapp #27 |
| 1967 | Greg Weld | Kansas City, MO | Leffler #92 |
| 1966 | Roger McCluskey | San Antonio, TX | Anderson #51 |
| 1965 | Johnny Rutherford | Coffeyville, KS | Meskowski #9 |
| 1964 | Don Branson | Rantoul, IL | Phillips #3 |
| 1963 | Roger McCluskey | San Antonio, TX | Homeyer #2 |
| 1962 | Parnelli Jones | Texarkana, AR | Fike #1 |
| 1961 | Parnelli Jones | Texarkana, AR | Fike #1 |
| 1960 Midwest | Parnelli Jones | Texarkana, AR | Fike #51 |
| 1960 East | A.J. Foyt | Houston, TX | Watson #2 |
| 1959 Midwest | Don Branson | Rantoul, IL | Estes #4 |
| 1959 East | Tommy Hinnershitz | Muhlenberg, PA | Pfrommer #4 |
| 1958 Midwest | Eddie Sachs | Allentown, PA | Cheesman #25 |
| 1958 East | Johnny Thomson | Lowell, MA | Traylor #3 |
| 1957 Midwest | Elmer George | Hockerville, OK | Hulman #21 |
| 1957 East | Bill Randall | North Reading, MA | N/A |
| 1956 Midwest | Pat O'Connor | North Vernon, IN | Estes #9 |
| 1956 East | Tommy Hinnershitz | Muhlenberg, PA | #1 |
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