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Used 2020 Jeep Wrangler for Sale near Chicago, IL

214 results

Year:
2019
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
270 hp 2L I4
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
104,371
Stock #:
B4129
VIN:
1C4HJXDN3KW623479
White 2019 Jeep Wrangler SUV / Crossover Four-Wheel Drive Automatic
Elgin Chrysler Dodge Jeep RAM

Sponsored by Elgin Chrysler Dodge Jeep RAM

2019 Jeep Wrangler

Unlimited Sport S 4WD

104,371 mi

Streamwood, IL
31 mi away
Good Deal

$17,742

Year:
2019
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
270 hp 2L I4
Exterior color:
Sting-Gray Clearcoat
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
38,371
Stock #:
P16066
VIN:
1C4HJXEN7KW535193
Sting-Gray Clearcoat 2019 Jeep Wrangler SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2019 Jeep Wrangler

Unlimited Sahara 4WD

38,371 mi

Bolingbrook, IL
27 mi away
Fair Deal
Third-party certified

$29,350

Year:
2021
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
59,490
Stock #:
H32881A
VIN:
1C4HJXDG7MW595027
Black Clearcoat 2021 Jeep Wrangler SUV / Crossover  8-Speed Automatic

 

2021 Jeep Wrangler

Unlimited Sport 80th Anniversary 4WD

59,490 mi

Chicago, IL
9 mi away
Great Deal

$25,368

CarGurus Analysis:

2020 Jeep Wrangler

4.4

  • With 218 currently listed for sale near Chicago, IL and an average price of $24,930.00, 44.5% of 2020 Jeep Wranglers for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Jeep Wrangler 4.38 / 5 stars.

  • 100.0% of 2020 Wrangler models on CarGurus are accident free.

  • The 2020 Jeep Wrangler boasts impressive off-road capabilities and now offers a new diesel engine, which enhances its torque and performance, making it even more appealing for adventurous drivers.

Research summarized using AI

 

Year:
2021
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
59,490
Stock #:
H32881A
VIN:
1C4HJXDG7MW595027
Black Clearcoat 2021 Jeep Wrangler SUV / Crossover  8-Speed Automatic

Sponsored Listing

2021 Jeep Wrangler

Unlimited Sport 80th Anniversary 4WD

59,490 mi

Chicago, IL
9 mi away
Great Deal

$25,368

Page 1 of 10

CarGurus Analysis: 2020 Jeep Wrangler

7.7
of 10
overall
Look and feel8/10
Technology8/10
Performance9/10
Safety8/10
Form & function6/10
Cost effectiveness7/10
Image Not Available

Summary

  • With 218 currently listed for sale near Chicago, IL and an average price of $24,930.00, 44.5% of 2020 Jeep Wranglers for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Jeep Wrangler 4.38 / 5 stars.

  • 100.0% of 2020 Wrangler models on CarGurus are accident free.

  • The 2020 Jeep Wrangler boasts impressive off-road capabilities and now offers a new diesel engine, which enhances its torque and performance, making it even more appealing for adventurous drivers.

Why it stands out

The 2020 Jeep Wrangler is a testament to rugged design and off-road prowess, characteristics that continue to define the Jeep brand. Known for its iconic styling—the round headlights, seven-slat grille, and easily removable top—the Wrangler remains a popular choice for outdoor enthusiasts. This model year introduces a new 3.0-liter V6 turbodiesel engine, which offers 260 horsepower and an impressive 442 lb-ft of torque, making it superior for off-road adventures. While the diesel engine can lead to greater operational costs, it provides enhanced performance during treks up challenging terrains. Although the Wrangler is valued for its capability, drivers should note its rough ride quality and fuel economy, which may not appeal to those used to more traditional SUVs. But for those in search of adventure, the 2020 Wrangler's multi-functional features and off-road capabilities make it a strong contender in the segment.

Other model years to consider

  • 2024 Jeep Wrangler

    • Average price: $40,883.00
    • Good/great deal percentage: 56.1%
    • User rating: 4.5 / 5
    • Total listings: 613
  • 2023 Jeep Wrangler

    • Average price: $40,520.00
    • Good/great deal percentage: 117.3%
    • User rating: 5 / 5
    • Total listings: 220
  • 2021 Jeep Wrangler

    • Average price: $28,530.00
    • Good/great deal percentage: 73.0%
    • User rating: 4.7 / 5
    • Total listings: 237

This analysis is based on CarGurus' proprietary market data from June 23, 2026, CarGurus experts' opinions, and generative AI.

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