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 JEEP GRAND CHEROKEE LIMITED EDITION
  21

Mileage: 48,257
New Listing
Price: $22,895
Condition: Used
Color: Gray
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2015 JEEP GRAND CHEROKEE LIMITED EDITION in Union Grove WI
2013 FORD FLEX LIMITED
  17

Mileage: 75,948
Price: $17,495
Condition: Used
Color: Black
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2013 FORD FLEX LIMITED in Union Grove WI
2018 HYUNDAI TUCSON SEL
  20

Mileage: 18,240
Price: $18,798
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2018 HYUNDAI TUCSON SEL 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
2017 CHEVROLET EXPRESS 3500 LT
  20

Mileage: 43,439
Price: $23,497
Condition: Used
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 CHEVROLET EXPRESS 3500 LT 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
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
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
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
2001 MERCURY GRAND MARQUIS LS
  20

Mileage: 115,776
Price: $3,999
Price Reduced
Condition: Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2001 MERCURY GRAND MARQUIS LS in Highland IN
2014 CHEVROLET SPARK LT LT1
  20

Mileage: 69,375
Price: $6,875
Condition: Used
Color: Green
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 CHEVROLET SPARK LT LT1 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 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
2018 FORD FLEX LIMITED
  22

Mileage: 19,898
Price: $27,695
Condition: Used
Color: Silver
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2018 FORD FLEX LIMITED in Union Grove WI
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
2018 CHEVROLET EXPRESS 2500 WORK VAN
  19

Mileage: 12,529
Price: $27,129
Condition: Used
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2018 CHEVROLET EXPRESS 2500 WORK VAN in Highland IN
2010 DODGE JOURNEY SE
  18

Mileage: 181,163
Price: $4,495
Condition: Used
Color: Red
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2010 DODGE JOURNEY SE in Union Grove WI
2017 CHEVROLET EQUINOX LT LT1
  20

Mileage: 14,824
Price: $22,891
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 CHEVROLET EQUINOX LT LT1 in Highland IN
2016 CHEVROLET TRAX LT
  20

Mileage: 21,234
Price: $16,900
Condition: Used
Color: Beige
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET TRAX LT 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
2011 JEEP COMPASS BASE
  17

Mileage: 136,817
Price: $6,495
Price Reduced
Condition: Used
Color: Gray
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2011 JEEP COMPASS BASE in Union Grove WI
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
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
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
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
2016 CHEVROLET SILVERADO 2500HD LTZ
  18

Mileage: 35,342
Price: $52,899
Condition: Used
Color: Blue
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET SILVERADO 2500HD LTZ in Highland IN
2017 CHEVROLET CRUZE LT
  20

Mileage: 61,613
Price: $12,702
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2017 CHEVROLET CRUZE LT in Highland IN
2014 BUICK ENCLAVE LEATHER GROUP
  20

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

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