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Certified Pre-Owned Jeep Wrangler for Sale in

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Chicago, IL
Value: 75 miles
Min: 75 milesMax: 75 miles
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Find a Used Jeep Wrangler in Chicago, IL

TrueCar has 42 used Jeep Wrangler models for sale in Chicago, IL, including a Jeep Wrangler Unlimited Rubicon and a Jeep Wrangler Unlimited Rubicon 4xe. Prices for a used Jeep Wrangler in Chicago, IL currently range from $3,995 to $159,901, with vehicle mileage ranging from 5 to 275,395. If you wish to buy your used Jeep Wrangler online, TrueCar has 36 models available to buy from home, allowing you to purchase your Jeep Wrangler remotely and have it delivered directly to your residence in the Chicago, IL area. If you prefer to purchase your Jeep Wrangler from a dealership near Chicago, IL, our TrueCar Certified Dealers have 6 used Jeep Wrangler listings available to shop from locally.

Nationwide Jeep Wrangler Listings by Year

VehiclePrice FromCertified Pre-OwnedUnder 100k MilesAccident FreeTotal Available
2025 Jeep Wrangler$30,42017 listings174 listings168 listings174 listings
2024 Jeep Wrangler$25,995130 listings1,099 listings1,045 listings1,099 listings
2023 Jeep Wrangler$22,48887 listings1,058 listings968 listings1,058 listings
2022 Jeep Wrangler$20,493140 listings1,202 listings1,067 listings1,206 listings
2021 Jeep Wrangler$17,590197 listings2,091 listings1,783 listings2,149 listings
2020 Jeep Wrangler$14,9992 listings921 listings823 listings1,002 listings
2019 Jeep Wrangler$15,9901 listing591 listings534 listings680 listings
2018 Jeep Wrangler$9,9880 listings973 listings899 listings1,218 listings
2017 Jeep Wrangler$11,1051 listing542 listings494 listings723 listings
2016 Jeep Wrangler$8,4952 listings395 listings427 listings625 listings

Jeep Wrangler Owner Reviews

4th Generation Jeep Wrangler

2018 - Present
Overall Rating
4.8
10 out of 10
Based on 1,177 Ratings
Performance
4.6
Comfort
4.2
Fuel Efficiency
3.8
Safety Technology
4.3
Features
4.5
All reviews
5.010 out of 10
Performance
4.0
Comfort
3.0
Fuel Efficiency
4.0
Safety Technology
4.0
Features
4.0
Performance
4.0
Comfort
3.0
Fuel Efficiency
4.0
Safety Technology
4.0
Features
4.0
pros
Openness
cons
Slower gas engine
Submitted by Scott on --- --- ----|2021 Jeep Wrangler Unlimited Sahara 4xe
5.010 out of 10
Performance
5.0
Comfort
5.0
Fuel Efficiency
4.0
Safety Technology
5.0
Features
5.0
pros
It rides perfectly, love all the equipment!
cons
The start/stop and auxiliary battery crap
Submitted by Ch on --- --- ----|2023 Jeep Wrangler Unlimited High Tide
5.010 out of 10
Performance
4.0
Comfort
5.0
Fuel Efficiency
1.0
Safety Technology
4.0
Features
5.0
pros
Extremely capable!
cons
Things inherent to a Jeep. Small trunk, road noise. But, perfectly expected.
Submitted by Mike on --- --- ----|2025 Jeep Wrangler Willys