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Cars for Sale in Chicago, Illinois

Known as the Windy City, Chicago is the undisputed powerhouse city of the Midwest. It first came to prominence as the United States’s largest meatpacking center. Later, the city became a major railroad hub, which led to a boom in manufacturing, which still influences the city today. Now, Chicago has a diverse economy, home to 12 Fortune 500 companies across a myriad industries.

Chicago’s culture is noteworthy for its rich Improv comedy scene, supporting nationally-known stages such as The Second City and IO Theater. Jazz heritage is strong is strong in Chicago, which hosts one of the country’s largest festivals. The city’s residents have been instrumental in pushing various other musical genres to the forefront, including House, Industrial, Punk, and New Wave. Every year, Chicago hosts Lollapalooza and the Pitchfork Music Festival.

The massive O’Hare Airport, the highest-volume airport in the world, is based in Chicago, making the city one of the United States’s most major transportation hubs. Chicago’s Kennedy and Dan Ryan expressways are the busiest in the state. Because of its industrial heritage, many Chicagoans prefer American models to imports, though both are highly popular.

Browse our cars and trucks for sale near Chicago, IL

Makes

Top 28 Listings near Chicago, IL

2015 CHRYSLER 300 LIMITED EDITION
  19

Mileage: 76,757
Price: $15,695
Condition: Used
Color: Red
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2015 CHRYSLER 300 LIMITED EDITION in Union Grove WI
2013 FORD FLEX LIMITED
  15

Mileage: 107,855
Price: $15,990
Condition: Used
Color: Black
Racine, WI
InstaVIN Vehicle History and Title Reports for 2013 FORD FLEX LIMITED in Racine WI
2014 FORD ESCAPE SE
  13

Mileage: 25,685
Price: $17,890
Condition: Used
Color: Burgundy
Racine, WI
InstaVIN Vehicle History and Title Reports for 2014 FORD ESCAPE SE in Racine WI
2014 FORD FUSION SE
  13

Mileage: 104,465
Price: $10,990
Condition: Used
Color: Black
Racine, WI
InstaVIN Vehicle History and Title Reports for 2014 FORD FUSION SE in Racine WI
2016 FORD FUSION SE
  20

Mileage: 26,053
Price: $16,449
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 FORD FUSION SE in Highland IN
2017 DODGE GRAND CARAVAN SXT
  21

Mileage: 41,220
Price: $18,616
Condition: Used
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 DODGE GRAND CARAVAN SXT in Highland IN
2015 CHEVROLET EQUINOX LT LT1
  20

Mileage: 39,131
Price: $16,995
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 CHEVROLET EQUINOX LT LT1 in Highland IN
2019 CHEVROLET TRAX LS
  10

Mileage: 3
Price: $17,292
Condition: New
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2019 CHEVROLET TRAX LS in Highland IN
2015 CHEVROLET TRAVERSE LT LT1
  20

Mileage: 33,727
Price: $22,474
Condition: Used
Color: Beige
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 CHEVROLET TRAVERSE LT LT1 in Highland IN
2015 CHEVROLET SILVERADO 1500 WORK TRUCK
  20

Mileage: 27,842
Price: $27,699
Condition: Used
Color: Blue
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 CHEVROLET SILVERADO 1500 WORK TRUCK in Highland IN
2016 CHEVROLET EQUINOX LT
  20

Mileage: 39,445
Price: $17,997
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET EQUINOX LT in Highland IN
2016 CHEVROLET CORVETTE STINGRAY Z51 LT2
  20

Mileage: 12,891
Price: $46,948
Condition: Used
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET CORVETTE STINGRAY Z51 LT2 in Highland IN
2016 BUICK ENCLAVE PREMIUM
  20

Mileage: 41,996
Price: $29,954
Condition: Used
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 BUICK ENCLAVE PREMIUM in Highland IN
2019 CHEVROLET TRAX LT
  10

Mileage: 3
Price: $18,327
Price Reduced
Condition: New
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2019 CHEVROLET TRAX LT in Highland IN
2017 CHEVROLET EQUINOX LT LT1
  21

Mileage: 20,001
Price: $22,290
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 CHEVROLET EQUINOX LT LT1 in Highland IN
2016 CHEVROLET EQUINOX LTZ
  20

Mileage: 51,346
Price: $21,889
Condition: Used
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET EQUINOX LTZ in Highland IN
2015 CADILLAC ATS LUXURY
  20

Mileage: 10,916
Price: $23,494
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 CADILLAC ATS LUXURY in Highland IN
2016 CHEVROLET MALIBU LT LT1
  20

Mileage: 20,360
Price: $17,994
Price Reduced
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET MALIBU LT LT1 in Highland IN
2015 GMC SIERRA 1500 SLT
  20

Mileage: 26,594
Price: $33,994
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 GMC SIERRA 1500 SLT in Highland IN
2017 BUICK CASCADA PREMIUM
  20

Mileage: 5,310
Price: $25,499
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 BUICK CASCADA PREMIUM in Highland IN
2019 CHEVROLET EQUINOX LT LT1
  10

Mileage: 3
Price: $24,360
Condition: New
Color: Blue
Highland, IN
InstaVIN Vehicle History and Title Reports for 2019 CHEVROLET EQUINOX LT LT1 in Highland IN
2018 CHEVROLET EXPRESS 2500 WORK VAN
  20

Mileage: 10,656
Price: $26,779
Condition: Used
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2018 CHEVROLET EXPRESS 2500 WORK VAN in Highland IN
2019 CHEVROLET SILVERADO 3500HD WORK TRUCK
  11

Mileage: 3
Price: $45,990
Price Reduced
Condition: New
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2019 CHEVROLET SILVERADO 3500HD WORK TRUCK in Highland IN
2015 CHEVROLET EQUINOX LTZ
  20

Mileage: 38,972
Price: $21,945
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 CHEVROLET EQUINOX LTZ in Highland IN
2015 CHEVROLET SILVERADO 1500 LT LT1
  20

Mileage: 55,092
Price: $26,770
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 CHEVROLET SILVERADO 1500 LT LT1 in Highland IN
2014 CHEVROLET EQUINOX LT LT1
  20

Mileage: 83,935
Price: $14,995
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 CHEVROLET EQUINOX LT LT1 in Highland IN
2014 CHEVROLET MALIBU LT LT1
  19

Mileage: 87,285
Price: $10,899
Price Reduced
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 CHEVROLET MALIBU LT LT1 in Highland IN
2019 CHEVROLET MALIBU LT LT1
  10

Mileage: 3
Price: $22,840
Condition: New
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2019 CHEVROLET MALIBU LT LT1 in Highland IN

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