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

2017 JEEP GRAND CHEROKEE TRAILHAWK
  41

Mileage: 0
Price: $47,686
Condition: New
Color: Gray
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP GRAND CHEROKEE TRAILHAWK in Union Grove WI
2017 JEEP CHEROKEE
  31

Mileage: 0
Price: $35,375
Condition: New
Color: Black
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP CHEROKEE in Union Grove WI
2017 JEEP CHEROKEE
  29

Mileage: 0
Price: $32,045
Condition: New
Color: Black
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP CHEROKEE in Union Grove WI
2017 JEEP CHEROKEE LATITUDE
  30

Mileage: 0
Price: $29,733
Condition: New
Color: Silver
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP CHEROKEE LATITUDE in Union Grove WI
2017 JEEP CHEROKEE
  29

Mileage: 0
New Listing
Price: $32,045
Condition: New
Color: Gray
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP CHEROKEE in Union Grove WI
2017 JEEP WRANGLER UNLIMITED
  26

Mileage: 0
New Listing
Price: $31,432
Condition: New
Color: Silver
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP WRANGLER UNLIMITED in Union Grove WI
2005 DODGE RAM 2500 SLT
  33

Mileage: 146,377
Price: $12,495
Condition: Used
Color: Red
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2005 DODGE RAM 2500 SLT in Union Grove WI
2014 CHRYSLER TOWN & COUNTRY TOURING L
  40

Mileage: 41,719
Price: $20,895
Condition: Used
Color: Black
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2014 CHRYSLER TOWN & COUNTRY TOURING L in Union Grove WI
2017 DODGE GRAND CARAVAN SXT
  29

Mileage: 0
Price: $32,576
Condition: New
Color: Gray
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 DODGE GRAND CARAVAN SXT in Union Grove WI
2006 DODGE RAM 1500 LARAMIE
  33

Mileage: 103,148
Price: $12,695
Price Reduced
Condition: Used
Color: Red
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2006 DODGE RAM 1500 LARAMIE in Union Grove WI
2017 JEEP CHEROKEE
  29

Mileage: 0
New Listing
Price: $32,239
Condition: New
Color: Silver
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP CHEROKEE in Union Grove WI
2017 DODGE JOURNEY CROSSROAD
  25

Mileage: 0
Price: $30,945
Condition: New
Color: Silver
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 DODGE JOURNEY CROSSROAD in Union Grove WI
2017 JEEP CHEROKEE
  28

Mileage: 0
New Listing
Price: $32,045
Condition: New
Color: Red
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP CHEROKEE in Union Grove WI
2016 JEEP GRAND CHEROKEE LIMITED EDITION
  33

Mileage: 0
Price: $40,669
Condition: New
Color: Green
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2016 JEEP GRAND CHEROKEE LIMITED EDITION in Union Grove WI
2008 CHRYSLER TOWN & COUNTRY LIMITED EDITION
  32

Mileage: 76,749
Price: $10,695
Condition: Used
Color: Red
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2008 CHRYSLER TOWN & COUNTRY LIMITED EDITION in Union Grove WI
2017 JEEP WRANGLER UNLIMITED SAHARA
  29

Mileage: 0
New Listing
Price: $38,316
Condition: New
Color: Red
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP WRANGLER UNLIMITED SAHARA in Union Grove WI
2007 DODGE NITRO SLT
  32

Mileage: 63,964
Price: $9,695
Condition: Used
Color: Silver
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2007 DODGE NITRO SLT in Union Grove WI
2017 CHRYSLER PACIFICA TOURING
  29

Mileage: 0
Price: $32,083
Condition: New
Color: Black
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 CHRYSLER PACIFICA TOURING in Union Grove WI
2012 RAM 1500 BIG HORN
  33

Mileage: 53,544
Price: $22,895
Condition: Used
Color: Black
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2012 RAM 1500 BIG HORN in Union Grove WI
2017 JEEP CHEROKEE
  28

Mileage: 0
Price: $27,778
Condition: New
Color: Silver
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP CHEROKEE in Union Grove WI
2011 JEEP GRAND CHEROKEE LAREDO
  31

Mileage: 59,167
Price: $17,695
Condition: Used
Color: Blue
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2011 JEEP GRAND CHEROKEE LAREDO in Union Grove WI
2014 RAM 1500 BIG HORN
  32

Mileage: 39,859
Price: $27,695
Condition: Used
Color: White
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2014 RAM 1500 BIG HORN in Union Grove WI
2017 JEEP GRAND CHEROKEE
  27

Mileage: 0
Price: $39,416
Condition: New
Color: Gray
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP GRAND CHEROKEE in Union Grove WI
2017 JEEP CHEROKEE
  26

Mileage: 0
New Listing
Price: $32,045
Condition: New
Color: White
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 JEEP CHEROKEE in Union Grove WI
2011 CHRYSLER TOWN & COUNTRY TOURING L
  40

Mileage: 92,681
Price: $20,695
Condition: Used
Color: Blue
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2011 CHRYSLER TOWN & COUNTRY TOURING L in Union Grove WI
2017 DODGE CHARGER SE
  28

Mileage: 0
Price: $31,465
Condition: New
Color: Gray
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 DODGE CHARGER SE in Union Grove WI
2017 CHRYSLER PACIFICA TOURING
  30

Mileage: 0
Price: $32,352
Condition: New
Color: Silver
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 CHRYSLER PACIFICA TOURING in Union Grove WI
2017 CHRYSLER PACIFICA TOURING
  29

Mileage: 0
Price: $33,833
Condition: New
Color: White
Union Grove, WI
InstaVIN Vehicle History and Title Reports for 2017 CHRYSLER PACIFICA TOURING in Union Grove WI

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