Used 2021 Jeep Wrangler for Sale near Chicago, IL
246 results
CarGurus Analysis:
2021 Jeep Wrangler
With 251 currently listed for sale near Chicago, IL and an average price of $28,546.00, 61.0% of 2021 Jeep Wranglers for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Wrangler 4.85 / 5 stars.
100.0% of 2021 Wrangler models on CarGurus are accident free.
The 2021 Jeep Wrangler features exciting new powertrains including a plug-in hybrid option and a powerful Hemi V8, making it a versatile choice for both on and off-road adventures.
CarGurus Analysis: 2021 Jeep Wrangler
overall

Summary
With 251 currently listed for sale near Chicago, IL and an average price of $28,546.00, 61.0% of 2021 Jeep Wranglers for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Wrangler 4.85 / 5 stars.
100.0% of 2021 Wrangler models on CarGurus are accident free.
The 2021 Jeep Wrangler features exciting new powertrains including a plug-in hybrid option and a powerful Hemi V8, making it a versatile choice for both on and off-road adventures.
Why it stands out
The 2021 Jeep Wrangler remains a beloved icon in the SUV market, celebrated for its rugged off-road capabilities and distinct styling that harks back to its origins. This model year introduces modern enhancements such as the thrilling Wrangler 4xe plug-in hybrid, capable of delivering an impressive 275 horsepower and an electric-only range of up to 22 miles. For those seeking raw power, the Wrangler Rubicon 392 offers a robust 6.4-liter V8 engine generating 470 hp, transforming this classic off-roader into a high-performance vehicle.
What truly makes the Wrangler appealing is its commitment to blend tradition with innovation, ensuring it meets the evolving demands of its loyal fanbase while remaining easy to customize. Despite some limitations in cabin comfort and modern technological features, the Wrangler's charm lies in its adventurous spirit and versatility, making it an ideal option for both outdoor enthusiasts and daily drivers.
Other model years to consider
- Average price: $14,358.00
- Good/great deal percentage: 26.8%
- User rating: 4.62 / 5
- Total listings: 418
- Average price: $34,743.00
- Good/great deal percentage: 67.4%
- User rating: 5 / 5
- Total listings: 215
- Average price: $25,971.00
- Good/great deal percentage: 49.1%
- User rating: 4.36 / 5
- Total listings: 214
This analysis is based on CarGurus' proprietary market data from April 28, 2026, CarGurus experts' opinions, and generative AI.
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Anonymous
Reviewed a 2021 Jeep Rubicon 4WD on Mar 13, 2025
Was really in the market for a Sahara as we do very little of road. Found a loaded Rubicon that checked all the boxes so we went with it. Although the suspension is a little stiffer then the Sahara it was not too bad. Love the one touch roof and removable rear windows.
Jim J
Reviewed a 2021 Jeep Wrangler on Feb 9, 2025
I’m moving from a 2004 TJ rubicon to a 2021 JL rubicon unlimited lots of improvements on the new jeep, the TJ is more hard core off-road. No other models compare to a jeep
Anonymous
Reviewed a 2021 Jeep Rubicon 4WD on May 19, 2025
I love the Rubicon lift as well as the red accents and my Sirius Guardian! Yes, $30k less than brand new! Nothing, it's my dream car! I would compare it to my previous Sahara!
Anonymous
Reviewed a 2021 Jeep Unlimited Sahara 4WD on Aug 3, 2024
I like the fob/keyless entry and easy to lock. This car was a fair value. I found not enough room in the glove compartment for all my stuff. Also the back trunk area was quite small. I also didnt like not knowing the A button auto-assist that if you dont turn it on when backing in, it can literally lock up your reverse and drive mode. Very frustrating....also my car dealer did NOT fix the right-side mirror having problems going up n down so now I have to bring it into a Jeep dealer by me to fix - but the dealership gave me a $500 refund for that. I did like the pick - up when stepping on the gas + I liked the way it hugs the road. Im not crazy about the way it cuts corners, Im afraid its gonna flip over.
2021 Jeep Wrangler Trims
| Trim type | MSRP |
|---|---|
| Sport S 4WD | $32,270 |
| Unlimited Sport Altitude 4WD | $37,765 |
| Unlimited Sport 4WD | $32,570 |
| Unlimited Sahara Altitude 4WD | $43,065 |
| Unlimited Willys 4WD | $38,625 |
| Unlimited Sport S 4WD | $35,770 |
| Unlimited Sahara 4WD | $39,470 |
| Unlimited Rubicon 4WD | $43,020 |
2021 Jeep Wrangler Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Wrangler prices has changed over time.
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