| August 11, 1956 | Road America, Elkhart Lake, WI | NASCAR | Paul Goldsmith | |
| August 12, 1956 | Road America, Elkhart Lake, WI | NASCAR Grand National | Tim Flock | |
| July 31, 1960 | Road America Grand Prix | Road America, Elkhart Lake, WI | USAC Road Racing Championship | Jim Jeffords |
| September 8, 1963 | Road America 500 | Road America, Elkhart Lake, WI | SCCA US Road Racing Championship | Augie Pabst Bill Wuesthoff |
| September 13, 1964 | Road America 500 | Road America, Elkhart Lake, WI | SCCA US Road Racing Championship | Walt Hansgen Augie Pabst |
| September 5, 1965 | Road America 500 | Road America, Elkhart Lake, WI | SCCA US Road Racing Championship | Jim Hall Hap Sharp Ron Hissom |
| September 4, 1966 | Road America 500 | Road America, Elkhart Lake, WI | SCCA US Road Racing Championship | Charles Parsons |
| July 30, 1967 | Road America 500 | Road America, Elkhart Lake, WI | SCCA US Road Racing Championship | Charles Parsons Skip Scott |
| September 3, 1967 | Road America, Elkhart Lake, WI | SCCA Can-Am | Denis Hulme | |
| July 28, 1968 | Road America 500 | Road America, Elkhart Lake, WI | SCCA US Road Racing Championship | Skip Scott Charles Parsons |
| September 1, 1968 | Road America 200 | Road America, Elkhart Lake, WI | SCCA Can-Am | Denis Hulme |
| August 31, 1969 | Road America, Elkhart Lake, WI | SCCA Can-Am | Bruce McLaren | |
| July 19, 1970 | Road America, Elkhart Lake, WI | SCCA Trans Am U2 | Horst Kwech | |
| July 19, 1970 | Road America, Elkhart Lake, WI | SCCA Trans Am | Mark Donohue | |
| August 30, 1970 | Road America, Elkhart Lake, WI | SCCA Can-Am | Peter Gethin | |
| July 17, 1971 | Road America, Elkhart Lake, WI | SCCA Trans Am | Mark Donohue | |
| July 18, 1971 | Road America, Elkhart Lake, WI | SCCA Two-Five Challenge | John Morton | |
| August 29, 1971 | Road America, Elkhart Lake, WI | IMSA Formula Super Vee | Bill Scott | |
| August 29, 1971 | Road America, Elkhart Lake, WI | SCCA Can-Am | Peter Revson | |
| July 15, 1972 | Road America, Elkhart Lake, WI | SCCA Trans Am | Warren Tope | |
| July 16, 1972 | Road America, Elkhart Lake, WI | SCCA Two-Five Challenge | John Morton | |
| August 27, 1972 | Road America, Elkhart Lake, WI | SCCA Can-Am | George Follmer | |
| July 28, 1973 | Road America, Elkhart Lake, WI | SCCA Trans Am | John Greenwood | |
| August 26, 1973 | Road America, Elkhart Lake, WI | SCCA Can-Am | Mark Donohue | |
| July 27, 1974 | Road America, Elkhart Lake, WI | SCCA Trans Am | Peter Gregg | |
| July 28, 1974 | Road America, Elkhart Lake, WI | USAC/SCCA Formula 5000 | Mario Andretti | |
| August 25, 1974 | Road America, Elkhart Lake, WI | SCCA Can-Am | Scooter Patrick | |
| July 26, 1975 | Road America, Elkhart Lake, WI | SCCA Trans Am | Jerry Hansen | |
| July 27, 1975 | Road America, Elkhart Lake, WI | USAC/SCCA Formula 5000 | Mario Andretti | |
| August 24, 1975 | Handicap Race | Road America, Elkhart Lake, WI | Formula Libre | Vern Schuppan |
| July 24, 1976 | Road America, Elkhart Lake, WI | SCCA Trans Am | Carl Shafer | |
| July 25, 1976 | Road America, Elkhart Lake, WI | USAC/SCCA Formula 5000 | Jackie Oliver | |
| August 28, 1976 | Road America, Elkhart Lake, WI | USAC/SCCA Formula 5000 | Brian Redman | |
| August 29, 1976 | Road America, Elkhart Lake, WI | USAC/SCCA Formula 5000 | Vern Schuppan | |
| July 24, 1977 | Road America, Elkhart Lake, WI | SCCA Can-Am | Peter Gethin | |
| September 3, 1977 | Twin 80 Trans Am | Road America, Elkhart Lake, WI | SCCA Trans Am | Ludwig Heimrath |
| September 4, 1977 | Twin 80 Trans Am | Road America, Elkhart Lake, WI | SCCA Trans Am | Peter Gregg |
| July 23, 1978 | Road America, Elkhart Lake, WI | SCCA Can-Am | Alan Jones | |
| September 4, 1978 | Road America, Elkhart Lake, WI | SCCA Trans Am | Greg Pickett | |
| July 21, 1979 | Road America, Elkhart Lake, WI | SCCA Trans Am | Peter Gregg | |
| July 22, 1979 | Road America, Elkhart Lake, WI | SCCA Can-Am | Jacky Ickx | |
| September 2, 1979 | Pabst 500 | Road America, Elkhart Lake, WI | IMSA GT | David Hobbs Derek Bell |
| July 19, 1980 | Road America, Elkhart Lake, WI | SCCA Trans Am | Monte Shelton | |
| July 20, 1980 | Road America, Elkhart Lake, WI | SCCA Can-Am | Al Holbert | |
| August 31, 1980 | Pabst 500 | Road America, Elkhart Lake, WI | IMSA GT | John Paul John Paul Jr. |
| July 26, 1981 | Road America, Elkhart Lake, WI | SCCA Trans Am | Monte Shelton | |
| July 26, 1981 | Budweiser Can-Am Challenge | Road America, Elkhart Lake, WI | SCCA Can-Am | Geoff Brabham |
| August 23, 1981 | Pabst 500 | Road America, Elkhart Lake, WI | IMSA GT/World Sports Car Championship | Harald Grohs Rolf Stommelen |
| July 24, 1982 | Road America, Elkhart Lake, WI | SCCA Trans Am | Jerry Hansen | |
| July 25, 1982 | Road America, Elkhart Lake, WI | SCCA Can-Am | Al Holbert | |
| August 22, 1982 | Pabst 500 | Road America, Elkhart Lake, WI | IMSA GT | John Fitzpatrick David Hobbs |
| September 19, 1982 | Road America 200 | Road America, Elkhart Lake, WI | CART Indy Car | Hector Rebaque |
| July 17, 1983 | Road America, Elkhart Lake, WI | SCCA Can-Am | John Fitzpatrick | |
| July 31, 1983 | Provimi Veal 200 | Road America, Elkhart Lake, WI | CART Indy Car | Mario Andretti |
| July 31, 1983 | Road America, Elkhart Lake, WI | SCCA Trans Am | David Hobbs | |
| August 21, 1983 | Budweiser 500 | Road America, Elkhart Lake, WI | IMSA GT | Klaus Ludwig Tim Coconis |
| August 5, 1984 | Provimi Veal 200 | Road America, Elkhart Lake, WI | CART Indy Car | Mario Andretti |
| August 5, 1984 | Road America, Elkhart Lake, WI | SCCA Trans Am | Richard Spenard | |
| August 26, 1984 | Budweiser 500 | Road America, Elkhart Lake, WI | IMSA GT | Al Holbert Derek Bell |
| August 4, 1985 | Provimi Veal 200 | Road America, Elkhart Lake, WI | CART Indy Car | Jacques Villeneuve |
| August 4, 1985 | Road America, Elkhart Lake, WI | SCCA Trans Am | Willy T. Ribbs | |
| August 25, 1985 | Löwenbräu Classic | Road America, Elkhart Lake, WI | IMSA GT | Drake Olsen Bobby Rahal |
| July 26, 1986 | Qualifying Race | Road America, Elkhart Lake, WI | SCCA Trans Am | Pete Halsmer |
| July 27, 1986 | Road America, Elkhart Lake, WI | SCCA Trans Am | Pete Halsmer | |
| August 24, 1986 | Löwenbräu Classic | Road America, Elkhart Lake, WI | IMSA GT | Al Holbert Al Unser Jr. |
| September 20, 1986 | Road America, Elkhart Lake, WI | CART American Racing Series | Mike Groff | |
| September 21, 1986 | Race For Life 200 | Road America, Elkhart Lake, WI | CART Indy Car | Emerson Fittipaldi |
| September 21, 1986 | Road America, Elkhart Lake, WI | SCCA Formula Super Vee | Thomas Knapp | |
| August 16, 1987 | Löwenbräu Classic | Road America, Elkhart Lake, WI | IMSA GT | Price Cobb Johnny Dumfries |
| August 29, 1987 | Road America, Elkhart Lake, WI | SCCA Trans Am | Pete Halsmer | |
| August 30, 1987 | Living Well Provimi 200 | Road America, Elkhart Lake, WI | CART Indy Car | Mario Andretti |
| July 17, 1988 | Miller High Life 500 | Road America, Elkhart Lake, WI | IMSA GT | Geoff Brabham John Morton |
| September 10, 1988 | Road America, Elkhart Lake, WI | SCCA Corvette Challenge | Andy Pilgrim | |
| September 11, 1988 | Road America, Elkhart Lake, WI | SCCA Formula Super Vee | Robbie Groff | |
| September 11, 1988 | Briggs & Stratton 200 | Road America, Elkhart Lake, WI | SCCA Trans Am | Scott Pruett |
| September 11, 1988 | Road America, Elkhart Lake, WI | CART American Racing Series | Juan Fangio II | |
| September 11, 1988 | Road America 200 | Road America, Elkhart Lake, WI | CART Indy Car | Emerson Fittipaldi |
| September 11, 1988 | Road America, Elkhart Lake, WI | Pro Sports 2000 | Jay Hill | |
| July 16, 1989 | Miller High Life 500 | Road America, Elkhart Lake, WI | IMSA GT | Geoff Brabham Chip Robinson |
| September 9, 1989 | Road America, Elkhart Lake, WI | SCCA Trans Am | Dorsey Schroeder | |
| September 10, 1989 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Danny Sullivan |
| September 10, 1989 | Road America, Elkhart Lake, WI | CART American Racing Series | Tommy Byrne | |
| August 19, 1990 | Nissan Grand Prix of Road America | Road America, Elkhart Lake, WI | IMSA GTP/Lights | Geoff Brabham |
| August 19, 1990 | Nissan Grand Prix of Road America | Road America, Elkhart Lake, WI | IMSA GTO/GTU/AAC | Steve Millen |
| September 23, 1990 | Road America, Elkhart Lake, WI | CART American Racing Series | Paul Tracy | |
| September 23, 1990 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Michael Andretti |
| August 25, 1991 | Road America, Elkhart Lake, WI | IMSA GTO/GTU/AAC | Steve Millen | |
| August 25, 1991 | Nissan Grand Prix of Road America | Road America, Elkhart Lake, WI | IMSA GTP/Lights | Davy Jones |
| September 22, 1991 | Road America, Elkhart Lake, WI | IMSA Supercar | Hurley Haywood | |
| September 22, 1991 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Michael Andretti |
| August 8, 1992 | Road America, Elkhart Lake, WI | SCCA Oldsmobile Pro | Tony Ave | |
| August 9, 1992 | Nissan Grand Prix of Road America | Road America, Elkhart Lake, WI | IMSA GTP/Lights | Juan Fangio II |
| August 9, 1992 | Nissan Grand Prix of Road America | Road America, Elkhart Lake, WI | IMSA GTS/GTO/GTU | Paul Gentilozzi |
| August 22, 1992 | Road America, Elkhart Lake, WI | IMSA Firestone Firehawk | George Robinson Joe Varde | |
| August 23, 1992 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Emerson Fittipaldi |
| July 10, 1993 | Road America, Elkhart Lake, WI | IMSA Firestone Firehawk | Doug Goad Larry Schumacher | |
| July 11, 1993 | Piggly Wiggly Grand Prix | Road America, Elkhart Lake, WI | IMSA GT | John Winter Manuel Reuter |
| July 11, 1993 | Road America, Elkhart Lake, WI | IMSA Barber Saab Pro | Riccardo Dona | |
| August 22, 1993 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Paul Tracy |
| September 11, 1994 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Jacques Villeneuve |
| July 9, 1995 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Jacques Villeneuve |
| August 18, 1996 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Michael Andretti |
| August 17, 1997 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Alex Zanardi |
| August 16, 1998 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Dario Franchitti |
| July 11, 1999 | Texaco Havoline 200 | Road America, Elkhart Lake, WI | CART Indy Car | Christian Fittipaldi |
| July 11, 1999 | Road America, Elkhart Lake, WI | CART Toyota Atlantic | Andrew Bordin | |
| July 9, 2000 | Sargento Road America 500 | Road America, Elkhart Lake, WI | Grand Am Road Racing Championship | Mauro Baldi Didier Theys Fredy Lienhard |
| August 20, 2000 | Road America, Elkhart Lake, WI | CART Toyota Atlantic | Buddy Rice | |
| August 20, 2000 | Motorola 220 | Road America, Elkhart Lake, WI | CART Indy Car | Paul Tracy |
| July 8, 2001 | Road America 500 | Road America, Elkhart Lake, WI | Grand Am Rolex Sports Car Series | Mauro Baldi Didier Theys Fredy Lienhard |
| August 19, 2001 | Motorola 220 | Road America, Elkhart Lake, WI | CART Indy Car | Bruno Junqueira |
| August 19, 2001 | Road America, Elkhart Lake, WI | CART Toyota Atlantic | Hoover Orsi | |
| July 7, 2002 | Road America 500 | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Tom Kristensen Rinaldo Capello |
| August 18, 2002 | Grand Prix at Road America | Road America, Elkhart Lake, WI | CART Indy Car | Cristiano da Matta |
| August 18, 2002 | Road America, Elkhart Lake, WI | CART Barber Dodge Pro | Leonardo Maia | |
| August 18, 2002 | Road America, Elkhart Lake, WI | CART Toyota Atlantic | Luis Diaz | |
| August 3, 2003 | Mario Andretti Grand Prix | Road America, Elkhart Lake, WI | CART Indy Car | Bruno Junqueira |
| August 24, 2003 | Road America 500 | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Johnny Herbert J.J. Lehto |
| August 7, 2004 | Road America, Elkhart Lake, WI | CCWS Formula BMW | Andreas Wirth | |
| August 8, 2004 | Argent Mortgage Toyota Atlantic | Road America, Elkhart Lake, WI | CCWS Toyota Atlantic | Ryan Dalziel |
| August 8, 2004 | Grand Prix of Road America | Road America, Elkhart Lake, WI | CCWS Indy Car | Alex Tagliani |
| August 8, 2004 | Road America, Elkhart Lake, WI | CCWS Formula BMW | James Hinchcliffe | |
| August 22, 2004 | Road America 500 | Road America, Elkhart Lake, WI | IMSA American LeMans Series | J.J. Lehto Marco Werner |
| August 21, 2005 | Road America, Elkhart Lake, WI | CCWS Toyota Atlantic | Tõnis Kasemets | |
| August 21, 2005 | Generac 500 | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Emanuele Pirro Frank Biela |
| August 20, 2006 | Generac 500 | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Frank Biela Emanuele Pirro |
| September 24, 2006 | Grand Prix of Road America | Road America, Elkhart Lake, WI | CCWS Indy Car | A.J. Allmendinger |
| September 24, 2006 | Road America, Elkhart Lake, WI | CCWS Mazda Atlantic | Jonathan Bomarito | |
| August 11, 2007 | Generac 500 | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Romain Dumas Timo Bernhard |
| August 12, 2007 | Generac Power Weekend | Road America, Elkhart Lake, WI | CCWS Indy Car | Sébastien Bourdais |
| August 12, 2007 | Road America, Elkhart Lake, WI | CCWS Mazda Atlantic | Franck Perera | |
| August 9, 2008 | Road America, Elkhart Lake, WI | IMSA Mazda Atlantic | Jonathan Bomarito | |
| August 9, 2008 | Generac 500 | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Lucas Lühr Marco Werner |
| August 10, 2008 | Road America, Elkhart Lake, WI | IMSA Mazda Atlantic | Jonathan Summerton | |
| August 16, 2009 | Time Warner Cable Road Race Showcase | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Scott Sharp David Brabham |
| September 20, 2009 | Road America, Elkhart Lake, WI | SCCA Trans Am | Cliff Ebben | |
| June 19, 2010 | Bucyrus 200 | Road America, Elkhart Lake, WI | NASCAR Nationwide Series | Carl Edwards |
| June 20, 2010 | Road America, Elkhart Lake, WI | SCCA Trans Am | Tony Ave | |
| August 21, 2010 | Road America, Elkhart Lake, WI | IRL US F2000 | Sage Karam | |
| August 22, 2010 | Road Race Showcase | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Paul Drayson Jonathan Cocker |
| August 22, 2010 | Road America, Elkhart Lake, WI | IRL US F2000 | Sage Karam | |
| June 24, 2011 | Road America 200 | Road America, Elkhart Lake, WI | Grand Am Continental Tire Challenge | John Edwards Matt Bell |
| June 25, 2011 | Road America, Elkhart Lake, WI | Grand Am Rolex Sports Car Series | Scott Pruett Memo Rojas | |
| June 25, 2011 | Bucyrus 200 | Road America, Elkhart Lake, WI | NASCAR Nationwide Series | Reed Sorenson |
| August 19, 2011 | Road America, Elkhart Lake, WI | IRL US F2000 | Spencer Pigot | |
| August 20, 2011 | Road America, Elkhart Lake, WI | SCCA Trans Am | Cliff Ebben | |
| August 20, 2011 | Road America, Elkhart Lake, WI | IRL US F2000 | Petri Suvanto | |
| August 20, 2011 | Road Race Showcase | Road America, Elkhart Lake, WI | IMSA American LeMans Series | Klaus Graf Lucas Lühr |