| September 4, 1948 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Lee Wallard | |
| October 10, 1948 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Johnnie Parsons | |
| September 3, 1949 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Tony Bettenhausen | |
| September 5, 1949 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Midget | Johnnie Parsons | |
| September 4, 1950 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Stock Car | Jay Frank | |
| September 1, 1951 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Tony Bettenhausen |
| September 3, 1951 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Tony Bettenhausen | |
| September 1, 1952 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Chuck Stevenson |
| September 5, 1953 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Midget | Mike Nazaruk | |
| September 7, 1953 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Sam Hanks |
| September 4, 1954 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Stock Car | Don O'Dell | |
| September 5, 1954 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Sprint Car (Midwest) | Pat O'Connor | |
| September 6, 1954 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Sam Hanks |
| September 3, 1955 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Stock Car | Frank Mundy | |
| September 4, 1955 | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Sprint Car (Midwest) | Bob Sweikert | |
| September 5, 1955 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | AAA Indy Car | Jimmy Bryan |
| September 1, 1956 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Marshall Teague | |
| September 2, 1956 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Sprint Car (Midwest) | Pat O'Connor | |
| September 3, 1956 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Jimmy Bryan |
| August 31, 1957 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC/ARCA Stock Car | Jerry Unser | |
| September 1, 1957 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Jimmy Bryan | |
| September 2, 1957 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Jud Larson |
| August 30, 1958 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC/ARCA Stock Car | Fred Lorenzen | |
| August 31, 1958 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Midget | Rodger Ward | |
| September 1, 1958 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Johnny Thomson |
| September 5, 1959 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC/ARCA Stock Car | Fred Lorenzen | |
| September 6, 1959 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Midget | Tony Bettenhausen | |
| September 7, 1959 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Rodger Ward |
| September 3, 1960 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Norm Nelson | |
| September 4, 1960 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Midget | Jack Turner | |
| September 5, 1960 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | A.J. Foyt |
| September 2, 1961 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Sprint Car | Elmer George | |
| September 3, 1961 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Paul Goldsmith | |
| September 4, 1961 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | A.J. Foyt |
| September 2, 1962 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Paul Goldsmith | |
| August 31, 1963 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Sprint Car | A.J. Foyt | |
| September 1, 1963 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Norm Nelson | |
| September 2, 1963 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | A.J. Foyt |
| September 5, 1964 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Midget | Don Branson | |
| September 6, 1964 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Joe Leonard | |
| September 7, 1964 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | A.J. Foyt |
| September 5, 1965 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Paul Goldsmith | |
| September 6, 1965 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Don Branson |
| September 4, 1966 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Don White | |
| September 5, 1966 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Bud Tinglestad |
| September 3, 1967 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Norm Nelson | |
| September 4, 1967 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | A.J. Foyt |
| September 1, 1968 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Don White | |
| September 2, 1968 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Mario Andretti | |
| August 31, 1969 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | A.J. Foyt | |
| September 1, 1969 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Al Unser |
| September 5, 1970 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Midget | Jimmy Caruthers | |
| September 5, 1970 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Midget | Jimmy Caruthers | |
| September 6, 1970 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Norm Nelson | |
| September 7, 1970 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car | Al Unser |
| September 5, 1971 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Verlin Eaker | |
| September 6, 1971 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | George Snider |
| May 28, 1972 | DuQuoin 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Tom Bigelow |
| September 3, 1972 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Jack Bowsher | |
| September 4, 1972 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | A.J. Foyt |
| September 2, 1973 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Butch Hartman | |
| September 3, 1973 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Mario Andretti |
| September 1, 1974 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Butch Hartman | |
| September 2, 1974 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Mario Andretti |
| August 23, 1975 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Butch Hartman | |
| August 24, 1975 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Tom Bigelow |
| August 28, 1976 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Bay Darnell | |
| August 29, 1976 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Bubby Jones |
| August 27, 1977 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Paul Feldner | |
| August 28, 1977 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Tom Bigelow |
| August 26, 1978 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Don White | |
| August 27, 1978 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Pancho Carter |
| August 25, 1979 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Rusty Wallace | |
| August 26, 1979 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Billy Vukovich |
| May 31, 1980 | Pizza Hut 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Gary Bettenhausen |
| August 23, 1980 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Sal Tovella | |
| August 24, 1980 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Gary Bettenhausen |
| August 29, 1981 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Dean Roper | |
| August 30, 1981 | Ted Horn Memorial | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car/Silver Crown | Rich Vogler |
| September 5, 1982 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Rick O'Brien | |
| September 6, 1982 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Indy Car/Silver Crown | Gary Bettenhausen |
| June 25, 1983 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Stock Car | Dean Roper | |
| September 4, 1983 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC/ARCA Stock Car | Dean Roper | |
| September 5, 1983 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Gary Bettenhausen |
| September 2, 1984 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC/ARCA Stock Car | David Goldsberry | |
| September 3, 1984 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Joe Saldana |
| September 1, 1985 | Southern Illinois 200 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Lee Raymond |
| September 2, 1985 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Rick Hood |
| August 31, 1986 | Southern Illinois 200 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Dean Roper |
| September 1, 1986 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Jack Hewitt |
| September 6, 1987 | Southern Illinois 200 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Dean Roper |
| September 7, 1987 | Silver Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Jack Hewitt |
| September 4, 1988 | Southern Illinois 200 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Bob Keselowski |
| September 5, 1988 | Silver Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Gary Bettenhausen |
| September 3, 1989 | Southern Illinois 200 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Bob Keselowski |
| September 4, 1989 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Chuck Gurney |
| September 2, 1990 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Bob Brevak | |
| September 3, 1990 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Jeff Swindell |
| September 1, 1991 | Southern Illinois 200 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Bob Strait |
| September 2, 1991 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Stevie Reeves |
| September 6, 1992 | Southern Illinois 250K | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Bob Schacht |
| September 7, 1992 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Johnny Parsons |
| September 5, 1993 | Southern Illinois 250K | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Billy Thomas |
| September 6, 1993 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Jack Hewitt |
| September 4, 1994 | Southern Illinois 250 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Dean Roper |
| September 10, 1994 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Chuck Gurney |
| September 3, 1995 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Bob Hill | |
| September 4, 1995 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Johnny Parsons |
| September 1, 1996 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Bob Hill |
| September 2, 1996 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Chuck Gurney |
| August 31, 1997 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Billy Thomas |
| September 1, 1997 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Russ Gamester |
| September 6, 1998 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Billy Thomas |
| September 7, 1998 | DuQuoin Century | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Jimmy Sills |
| September 5, 1999 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Jeff Finley |
| September 6, 1999 | Southern Illinoisan 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Tony Elliott |
| September 3, 2000 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Billy Thomas |
| September 4, 2000 | Southern Illinoisan 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Kasey Kahne |
| September 2, 2001 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Paul White |
| September 3, 2001 | Federated Auto Parts 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Frank Kimmel |
| September 1, 2002 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | J.J. Yeley |
| September 2, 2002 | Federated Auto Parts 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Frank Kimmel |
| September 1, 2003 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Tony Stewart |
| September 6, 2003 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Dick Tobias Jr. |
| September 5, 2004 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Tyler Walker |
| September 6, 2004 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Frank Kimmel |
| September 4, 2005 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Tracy Hines |
| September 5, 2005 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Frank Kimmel |
| August 27, 2006 | Best Western Classic | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Lincoln Welders Truck | Nick Gullatta |
| September 3, 2006 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Tracy Hines |
| September 4, 2006 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Ken Schrader |
| September 2, 2007 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Shane Cottle |
| September 3, 2007 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Ken Schrader |
| August 31, 2008 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Brian Tyler |
| September 1, 2008 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Frank Kimmel |
| September 7, 2009 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Parker Kligerman |
| September 5, 2010 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Kody Swanson |
| September 6, 2010 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Steve Arpin |
| September 4, 2011 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Kyle Larson |
| September 5, 2011 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Chris Buescher |
| September 1, 2013 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Chris Urish |
| September 2, 2013 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Ken Schrader |
| September 1, 2014 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Grant Enfinger |
| September 6, 2015 | Ted Horn 100 | DuQuoin State Fairgrounds, DuQuoin, IL | USAC Silver Crown | Shane Cockrum |
| September 7, 2015 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Grant Enfinger |
| September 4, 2016 | General Tire Grabber 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Tom Hessert III |
| September 4, 2017 | General Tire Grabber 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Austin Theriault |
| September 3, 2018 | General Tire Grabber 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Logan Seavey |
| August 31, 2019 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Christian Eckes |
| September 5, 2021 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Landen Lewis |
| September 4, 2022 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Ryan Unzicker |
| September 3, 2023 | Southern Illinois 100 | DuQuoin State Fairgrounds, DuQuoin, IL | ARCA Stock Car | Jesse Love |