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 CHEVROLET MALIBU LS LS1
  10

Mileage: 2
Price: $19,620
Condition: New
Color: Blue
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET MALIBU LS LS1 in Highland IN
2016 CHEVROLET MALIBU HYBRID
  10

Mileage: 2
Price: $27,432
Condition: New
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET MALIBU HYBRID in Highland IN
2014 JEEP WRANGLER UNLIMITED DRAGON EDITION
  20

Mileage: 14,426
Price: $37,195
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 JEEP WRANGLER UNLIMITED DRAGON EDITION in Highland IN
2016 CHEVROLET SILVERADO 1500 LTZ 1LZ
  10

Mileage: 2
Price: $44,745
Condition: New
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET SILVERADO 1500 LTZ 1LZ in Highland IN
2016 CHEVROLET SILVERADO 1500 WORK TRUCK
  10

Mileage: 80
Price: $34,412
Condition: New
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET SILVERADO 1500 WORK TRUCK in Highland IN
2016 CHEVROLET SILVERADO 1500 CUSTOM
  10

Mileage: 15
Price: $33,266
Condition: New
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET SILVERADO 1500 CUSTOM in Highland IN
2012 CHEVROLET TAHOE LS
  20

Mileage: 70,774
Price: $27,675
Condition: Certified Used
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2012 CHEVROLET TAHOE LS in Highland IN
2015 HYUNDAI ELANTRA
  20

Mileage: 35,916
Price: $14,500
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 HYUNDAI ELANTRA in Highland IN
2015 GMC SIERRA 2500HD SLE
  20

Mileage: 52,240
Price: $37,995
Condition: Certified Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 GMC SIERRA 2500HD SLE in Highland IN
2013 CHEVROLET SUBURBAN 1500 LTZ
  20

Mileage: 36,308
New Listing
Price: $46,695
Condition: Certified Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2013 CHEVROLET SUBURBAN 1500 LTZ in Highland IN
2011 CHEVROLET EQUINOX LT LT1
  20

Mileage: 75,371
Price: $15,995
Condition: Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2011 CHEVROLET EQUINOX LT LT1 in Highland IN
2016 CHEVROLET EQUINOX LS
  10

Mileage: 2
Price: $23,148
Condition: New
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET EQUINOX LS in Highland IN
2013 FORD FOCUS SE
  9

Mileage: 28,876
Price: $11,995
Condition: Used
Color: Red
Racine, WI
InstaVIN Vehicle History and Title Reports for 2013 FORD FOCUS SE in Racine WI
2015 BUICK ENCORE CONVENIENCE
  20

Mileage: 32,042
Price: $22,500
Condition: Certified Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 BUICK ENCORE CONVENIENCE in Highland IN
2011 GMC YUKON XL 1500 SLE
  20

Mileage: 63,520
Price: $29,995
Condition: Certified Used
Color: Black
Highland, IN
InstaVIN Vehicle History and Title Reports for 2011 GMC YUKON XL 1500 SLE in Highland IN
2013 CHEVROLET SILVERADO 1500 LT
  20

Mileage: 42,629
Price: $29,995
Condition: Certified Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2013 CHEVROLET SILVERADO 1500 LT in Highland IN
2015 CHEVROLET SILVERADO 1500 LTZ
  20

Mileage: 15,656
Price: $44,998
Condition: Used
Color: Red
Highland, IN
InstaVIN Vehicle History and Title Reports for 2015 CHEVROLET SILVERADO 1500 LTZ in Highland IN
2014 GMC SIERRA 1500 SLT
  20

Mileage: 43,929
Price: $39,995
Condition: Certified Used
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 GMC SIERRA 1500 SLT in Highland IN
2016 CHEVROLET EQUINOX LS
  10

Mileage: 2
Price: $23,148
Condition: New
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET EQUINOX LS in Highland IN
2016 CHEVROLET TRAX LT 1LT
  10

Mileage: 2
Price: $20,875
Condition: New
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET TRAX LT 1LT in Highland IN
2016 CHEVROLET SONIC LT
  10

Mileage: 2
Price: $15,651
Price Reduced
Condition: New
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET SONIC LT in Highland IN
2014 CHEVROLET MALIBU LS LS1
  20

Mileage: 30,378
Price: $14,995
Condition: Certified Used
Color: Gold
Highland, IN
InstaVIN Vehicle History and Title Reports for 2014 CHEVROLET MALIBU LS LS1 in Highland IN
2016 CHEVROLET CAMARO LT LT2
  10

Mileage: 26
Price: $38,946
Condition: New
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET CAMARO LT LT2 in Highland IN
2016 CHEVROLET EQUINOX LT
  10

Mileage: 5,436
Price: $26,565
Condition: New
Color: Gray
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET EQUINOX LT in Highland IN
2016 CHEVROLET IMPALA LT LT2
  20

Mileage: 16,047
Price: $29,875
Condition: Certified Used
Color: Blue
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET IMPALA LT LT2 in Highland IN
2016 CHEVROLET SONIC LT
  10

Mileage: 2
Price: $16,172
Condition: New
Color: Blue
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET SONIC LT in Highland IN
2016 CHEVROLET TRAX LS
  10

Mileage: 2
Price: $18,415
Condition: New
Color: White
Highland, IN
InstaVIN Vehicle History and Title Reports for 2016 CHEVROLET TRAX LS in Highland IN
2013 CHEVROLET SILVERADO 1500 LT
  20

Mileage: 28,919
Price: $29,995
Condition: Certified Used
Color: Silver
Highland, IN
InstaVIN Vehicle History and Title Reports for 2013 CHEVROLET SILVERADO 1500 LT in Highland IN

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