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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 41 used Jeep Wrangler models for sale in Chicago, IL, including a Jeep Wrangler Unlimited Willys and a Jeep Wrangler Unlimited Sport 3.6L. Prices for a used Jeep Wrangler in Chicago, IL currently range from $3,995 to $159,901, with vehicle mileage ranging from 5 to 337,151. 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 5 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$25,995124 listings1,085 listings1,034 listings1,085 listings
2023 Jeep Wrangler$22,48889 listings1,036 listings947 listings1,036 listings
2022 Jeep Wrangler$20,493123 listings1,160 listings1,026 listings1,164 listings
2021 Jeep Wrangler$17,590183 listings2,046 listings1,743 listings2,105 listings
2020 Jeep Wrangler$16,9162 listings898 listings803 listings978 listings
2019 Jeep Wrangler$16,3001 listing589 listings531 listings679 listings
2018 Jeep Wrangler$9,9880 listings961 listings891 listings1,207 listings
2017 Jeep Wrangler$11,1051 listing542 listings487 listings720 listings
2016 Jeep Wrangler$8,4952 listings387 listings423 listings622 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