Used 2021 Jeep Wrangler for Sale nearChicago, IL

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CarGurus Analysis:

2021 Jeep Wrangler

4.7

  • With 245 currently listed for sale near Chicago, IL and an average price of $28,751.00, 61.6% of 2021 Jeep Wranglers for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Jeep Wrangler 4.7 / 5 stars and CarGurus experts gave it a 7.67 / 10.

  • 100.0% of 2021 Wrangler models on CarGurus are accident free.

Research summarized using AI

Year:
2022
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
39,084
Stock #:
DMF1462A
VIN:
1C4HJXDG9NW105771
Black 2022 Jeep Wrangler SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$1,000

 

2022 Jeep Wrangler

Unlimited Sport Altitude 4WD

39,084 mi

Michigan City, IN
40 mi away
Great Deal

$28,759

$27,759

Year:
2021
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
270 hp 2L I4
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
34,712
Stock #:
P18232A
VIN:
1C4HJXFN3MW569519
Bright White Clearcoat 2021 Jeep Wrangler SUV / Crossover Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,778

 

2021 Jeep Wrangler

Unlimited Rubicon 4WD

34,712 mi

Downers Grove, IL
22 mi away
Fair Deal

$35,190

$33,412

Year:
2020
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
58,893
Stock #:
U10350
VIN:
1C4HJXFG8LW331942
Gray (Granite Crystal Metallic Clearcoat) 2020 Jeep Wrangler SUV / Crossover Four-Wheel Drive 8-Speed Automatic
Price drop

-$700

 

2020 Jeep Wrangler

Unlimited Rubicon 4WD

58,893 mi

Valparaiso, IN
40 mi away
Good Deal
Third-party certified

$29,980

$29,280

Year:
2021
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:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
77,649
Stock #:
P7883
VIN:
1C4HJXDN8MW678495
Sting-Gray Clearcoat 2021 Jeep Wrangler SUV / Crossover Four-Wheel Drive 8-Speed Automatic
Price drop

-$500

 

2021 Jeep Wrangler

Unlimited Islander 4WD

77,649 mi

Glenview, IL
19 mi away
Great Deal

$21,372

$20,872

Year:
2022
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
270 hp 2L I4
Exterior color:
Black Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,910
Stock #:
C9942
VIN:
1C4HJXEN7NW192681
Black Clearcoat 2022 Jeep Wrangler SUV / Crossover Four-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2022 Jeep Wrangler

Unlimited Sahara 4WD

36,910 mi

St Charles, IL
34 mi away
Fair Deal

$32,408

CarGurus Analysis: 2021 Jeep Wrangler

7.7
of 10
overall
Look and feel7/10
Technology8/10
Performance9/10
Safety7/10
Form & function8/10
Cost effectiveness7/10
Image Not Available

Summary

  • With 245 currently listed for sale near Chicago, IL and an average price of $28,751.00, 61.6% of 2021 Jeep Wranglers for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Jeep Wrangler 4.7 / 5 stars and CarGurus experts gave it a 7.67 / 10.

  • 100.0% of 2021 Wrangler models on CarGurus are accident free.

Why it stands out

The 2021 Jeep Wrangler stands out because it blends its long-running, instantly recognizable identity with powertrains that reflect changing buyer demands. It remains an icon with roots in the original Willys Jeep, and it still appeals by being rugged and different from the car-based SUVs that dominate the market. At the same time, Jeep keeps updating it to stay relevant, and the 2021 model offers both a plug-in hybrid option and a Hemi V8 in the four-door Wrangler Unlimited.

That mix of tradition and variety is a big part of the Wrangler’s appeal. Buyers get excellent off-road capability and a stylish design, along with multiple powertrain options that broaden its personality. The tradeoff is that it still has the drawbacks expected of a vehicle built around off-road toughness: poor ride quality, poor handling, and a lack of curtain airbags. Owners also tend to praise its adventurous character and off-road strength, though some note limited cargo space and a few interior quirks.

Other model years to consider

  • 2023 Jeep Wrangler

    • Average price: $39,684.00
    • Good/great deal percentage: 91.9%
    • User rating: 5 / 5
    • Total listings: 223
  • 2016 Jeep Wrangler

    • Average price: $17,218.00
    • Good/great deal percentage: 21.1%
    • User rating: 4.6 / 5
    • Total listings: 570
  • 2014 Jeep Wrangler

    • Average price: $15,017.00
    • Good/great deal percentage: 18.0%
    • User rating: 4.62 / 5
    • Total listings: 410

This analysis is based on CarGurus' proprietary market data from August 11, 2026, CarGurus experts' opinions, and generative AI.

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