Chicagoland Speedway Race Winners
Monster Energy NASCAR Cup Series
| Year | Race | Driver | Starting Pos. | Make |
| 2019 | Camping World 400 | Alex Bowman | 8 | Chevrolet |
| 2018 | Overton’s 400 | Kyle Busch | 16 | Toyota |
| 2017 | Tales of the Turtles 400 | Martin Truex Jr. | 3 | Toyota |
| 2016 | Teenage Mutant Ninja Turtles 400 | Martin Truex Jr. | 6 | Toyota |
| 2015 | MyAFibRisk.com 400 | Denny Hamlin | 29 | Toyota |
| 2014 | MyAFibStory.com 400 | Brad Keselowski | 25 | Ford |
| 2013 | GEICO 400 | Matt Kenseth | 10 | Toyota |
| 2012 | GEICO 400 | Brad Keselowski | 13 | Dodge |
| 2011 | GEICO 400 | Tony Stewart | 26 | Chevrolet |
| 2010 | LifeLock.com 400 | David Reutimann | 7 | Toyota |
| 2009 | LifeLock.com 400 | Mark Martin | 14 | Chevrolet |
| 2008 | LifeLock.com 400 | Kyle Busch | 1 | Toyota |
| 2007 | USG Sheetrock 400 | Tony Stewart | 19 | Chevrolet |
| 2006 | USG Sheetrock 400 | Jeff Gordon | 13 | Chevrolet |
| 2005 | USG SHEETROCK 400 | Dale Earnhardt Jr. | 25 | Chevrolet |
| 2004 | Tropicana 400 | Tony Stewart | 10 | Chevrolet |
| 2003 | Tropicana 400 | Ryan Newman | 14 | Dodge |
| 2002 | Tropicana 400 | Kevin Harvick | 32 | Chevrolet |
| 2001 | Chicagoland 400 | Kevin Harvick | 6 | Chevrolet |
