Used 2021 Jeep Gladiator for Sale near Chicago, IL
405 results
CarGurus Analysis:
2021 Jeep Gladiator
With 401 currently listed for sale near Chicago, IL and an average price of $30,064.00, 34.7% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Gladiator 5 / 5 stars.
96.3% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator introduced a new turbo-diesel engine option, enhancing its off-road performance and fuel efficiency.
CarGurus Analysis: 2021 Jeep Gladiator
overall
Summary
With 401 currently listed for sale near Chicago, IL and an average price of $30,064.00, 34.7% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Gladiator 5 / 5 stars.
96.3% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator introduced a new turbo-diesel engine option, enhancing its off-road performance and fuel efficiency.
Why it stands out
The 2021 Jeep Gladiator stands out in the midsize pickup category due to its unique blend of ruggedness and off-road capability, derived from its Jeep lineage. The truck offers a host of features that cater to adventure seekers, including a removable top and doors, as well as extensive aftermarket support for customization. This year, with the addition of a turbo-diesel engine option, the Gladiator not only boosts its performance but also achieves better fuel efficiency than its gasoline counterpart. While it excels in providing a fun driving experience, particularly in off-road scenarios, some buyers might find its fuel economy and ride quality less satisfactory. However, for those looking for a vehicle that can transition seamlessly from city driving to off-road adventures, the 2021 Gladiator proves itself as an exciting and versatile choice.
Other model years to consider
- Average price: $26,884.00
- Good/great deal percentage: 35.7%
- User rating: 4.82 / 5
- Total listings: 277
- Average price: $32,382.00
- Good/great deal percentage: 34.0%
- User rating: 4.2 / 5
- Total listings: 388
- Average price: $34,523.00
- Good/great deal percentage: 30.2%
- User rating: 4.82 / 5
- Total listings: 285
This analysis is based on CarGurus' proprietary market data from April 28, 2026, CarGurus experts' opinions, and generative AI.
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5.0 Overall rating
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Anonymous
Reviewed a 2021 Jeep Gladiator on Jul 7, 2025
Just what I wanted, rugged but tech savvy. Been out of the Jeep world for a bit glad to get behind the wheel of one again!
John G
Reviewed a 2021 Jeep Mojave Crew Cab 4WD on Dec 2, 2024
The vehicle and outfitting is excellent. I am extremely satisfied with the features. I think compared to other models, it has the best package for the price. I don’t believe it is missing anything I desired!
Dave M
Reviewed a 2021 Jeep Gladiator on Jun 17, 2021
I absolutely love my Jeep Gladiator. I call it a truck with a sense of adventure, and it’s American Made.
Eric H
Reviewed a 2021 Jeep Gladiator on Jul 6, 2021
I really like my 2021 Gladiator Mojave, because it is everything a Jeep should be, plus more! I find the ride to be smooth, the interior to be well laid out, comfortable, and roomy. I like the 5 bed on the Jeep/truck, and have used it several times already. Only issue I have with my Gladiator is its gas mileage. I have the 3.6 motor, and am only averaging 17.2 mpg city and highway driving combined.
2021 Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Freedom Crew Cab 4WD | $40,705 |
| Sport S Crew Cab 4WD | $38,045 |
| High Altitude Crew Cab 4WD | $52,210 |
| Willys Crew Cab 4WD | $40,305 |
| Overland Crew Cab 4WD | $41,105 |
| Sport Crew Cab 4WD | $34,645 |
| Mojave Crew Cab 4WD | $44,925 |
| Rubicon Crew Cab 4WD | $44,925 |
2021 Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Gladiator prices has changed over time.
See more price trends
