New & Used 2025 Jeep Gladiator for Sale near Chicago, IL
248 results
CarGurus Analysis:
2025 Jeep Gladiator
With 106 currently listed for sale near Chicago, IL and an average price of $39,544.00, 20.8% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2025 Jeep Gladiator 5 / 5 stars.
111.3% of 2025 Gladiator models on CarGurus are accident free.
The 2025 Jeep Gladiator stands out for its convertible top and off-road capabilities, making it a unique option among midsize pickups.
CarGurus Analysis: 2025 Jeep Gladiator
overall
Summary
With 106 currently listed for sale near Chicago, IL and an average price of $39,544.00, 20.8% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2025 Jeep Gladiator 5 / 5 stars.
111.3% of 2025 Gladiator models on CarGurus are accident free.
The 2025 Jeep Gladiator stands out for its convertible top and off-road capabilities, making it a unique option among midsize pickups.
Why it stands out
The 2025 Jeep Gladiator distinguishes itself in the crowded midsize pickup segment with its unique combination of form and function. While it shares many elements with the Wrangler, it boasts a specially engineered frame to support its truck capabilities, emphasizing its towing and hauling prowess, especially in the Sport trim. The Gladiator can tow up to 7,700 pounds and carry a payload of 1,725 pounds, although these figures wane with higher trims. The recent addition of vibrant color options and special-edition models enhances its appeal. One of its most notable features is the ability to drive in an open-air environment with removable doors and a fold-down roof, perfect for adventurous outings. However, buyers should be wary of its less competitive towing capacity compared to rivals like the Toyota Tacoma and Ford Ranger. Its performance can also be less refined at high speeds, but for off-road enthusiasts and those cherishing a distinct driving experience, the Gladiator's charm is undeniable.
Other model years to consider
- Average price: $29,990.00
- Good/great deal percentage: 36.0%
- User rating: 5 / 5
- Total listings: 369
- Average price: $26,780.00
- Good/great deal percentage: 33.5%
- User rating: 4.82 / 5
- Total listings: 260
- Average price: $34,968.00
- Good/great deal percentage: 33.7%
- User rating: 4.82 / 5
- Total listings: 258
This analysis is based on CarGurus' proprietary market data from April 14, 2026, CarGurus experts' opinions, and generative AI.
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5.0 Overall rating
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Mindy P
Reviewed a 2025 Jeep Mojave Crew Cab 4WD on Jul 19, 2025
Big fan of the Mojave X features. Love the ride and the capabilities.
John B
Reviewed a 2025 Jeep Mojave X Crew Cab 4WD on Sep 26, 2025
Hello, the truck is an awesome vehicle. Everything I could ask for except a few items, sill protector's, and a few other minor details. Other than that, I love it.
Samouy K
Reviewed a 2025 Jeep Gladiator on Dec 30, 2025
Love the color n lifted, perfect for outdoor adventures, value wise is a little too pricey but as long as the interest rate not double the price then I think worth the price
2025 Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Texas Trail Crew Cab 4WD | $43,800 |
| Sport Crew Cab 4WD | $38,100 |
| High Tide Crew Cab 4WD | $43,800 |
| NightHawk Crew Cab 4WD | $40,895 |
| Willys Crew Cab 4WD | $45,200 |
| Mojave Crew Cab 4WD | $51,100 |
| Rubicon Crew Cab 4WD | $51,100 |
| Sport S Crew Cab 4WD | $41,600 |
2025 Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Jeep Gladiator prices has changed over time.
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