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

2016 GMC ACADIA DENALI
  20

Mileage: 64,945
Price: $29,490
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 GMC ACADIA DENALI in Highland IN
2016 CHEVROLET CRUZE LT
  19

Mileage: 31,451
Price: $14,995
Condition: Used
Color: Blue
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET CRUZE LT in Highland IN
2014 CHEVROLET EQUINOX LT LT1
  20

Mileage: 91,440
Price: $12,993
Condition: Used
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 CHEVROLET EQUINOX LT LT1 in Highland IN
2010 FORD EXPLORER SPORT TRAC XLT
  22

Mileage: 72,612
New Listing
Price: $16,995
Condition: Used
Color: Blue
Highland, IN
InstaVIN Vehicle History and Title Reports for 2010 FORD EXPLORER SPORT TRAC XLT in Highland IN
2015 JEEP CHEROKEE LIMITED EDITION
  20

Mileage: 21,377
Price: $22,997
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 JEEP CHEROKEE LIMITED EDITION 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
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
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
2018 CHEVROLET SILVERADO 1500 LT LT1
  20

Mileage: 17,573
Price: $31,994
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2018 CHEVROLET SILVERADO 1500 LT LT1 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
2001 MERCURY GRAND MARQUIS LS
  20

Mileage: 115,776
Price: $4,800
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2001 MERCURY GRAND MARQUIS LS 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
2017 GMC SIERRA 1500
  17

Mileage: 14,905
Price: $21,054
Condition: Used
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 GMC SIERRA 1500 in Highland IN
2015 FORD FUSION SE
  20

Mileage: 30,261
Price: $14,066
Price Reduced
Condition: Used
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 FORD FUSION SE in Highland IN
2015 CHEVROLET EQUINOX LT LT1
  20

Mileage: 30,325
Price: $22,290
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 CHEVROLET EQUINOX LT LT1 in Highland IN
2014 BUICK ENCLAVE LEATHER GROUP
  20

Mileage: 70,381
Price: $19,994
Price Reduced
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 BUICK ENCLAVE LEATHER GROUP in Highland IN
2018 CHEVROLET MALIBU LT LT1
  20

Mileage: 33,284
Price: $18,995
Condition: Used
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2018 CHEVROLET MALIBU LT LT1 in Highland IN
2019 CHEVROLET EQUINOX LS
  10

Mileage: 3
Price: $21,110
Condition: New
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2019 CHEVROLET EQUINOX LS in Highland IN
2017 TOYOTA CAMRY LE
  20

Mileage: 42,126
Price: $16,532
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 TOYOTA CAMRY LE 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
2018 CHEVROLET SILVERADO 1500 LT LT1
  10

Mileage: 12
Price: $34,512
Condition: New
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2018 CHEVROLET SILVERADO 1500 LT LT1 in Highland IN
2017 HYUNDAI SONATA SE
  20

Mileage: 49,089
Price: $14,779
Condition: Used
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 HYUNDAI SONATA SE in Highland IN
2014 CHEVROLET MALIBU LT LT1
  19

Mileage: 87,285
New Listing
Price: $11,900
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 CHEVROLET MALIBU LT LT1 in Highland IN
2018 CHEVROLET EXPRESS 2500 WORK VAN
  20

Mileage: 12,759
Price: $27,474
Condition: Used
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2018 CHEVROLET EXPRESS 2500 WORK VAN in Highland IN
2016 CHEVROLET CRUZE LIMITED LT LT1
  20

Mileage: 29,306
Price: $13,989
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET CRUZE LIMITED LT LT1 in Highland IN
2017 BUICK CASCADA PREMIUM
  20

Mileage: 5,310
Price: $25,899
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 BUICK CASCADA PREMIUM 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
2017 DODGE GRAND CARAVAN SXT
  21

Mileage: 41,219
New Listing
Price: $18,616
Condition: Used
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 DODGE GRAND CARAVAN SXT in Highland IN

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