New & Used 2025 Jeep Grand Cherokee for Sale near Chicago, IL
1,113 results
CarGurus Analysis:
2025 Jeep Grand Cherokee
With 351 currently listed for sale near Chicago, IL and an average price of $38,394.00, 38.7% of 2025 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2025 Jeep Grand Cherokee 5 / 5 stars.
100.0% of 2025 Grand Cherokee models on CarGurus are accident free.
CarGurus Analysis: 2025 Jeep Grand Cherokee
Summary
With 351 currently listed for sale near Chicago, IL and an average price of $38,394.00, 38.7% of 2025 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2025 Jeep Grand Cherokee 5 / 5 stars.
100.0% of 2025 Grand Cherokee models on CarGurus are accident free.
Why it stands out
The 2025 Jeep Grand Cherokee continues the legacy of its predecessors, offering shoppers a blend of luxury, capability, and ruggedness that has defined the brand for decades. With a total redesign in 2022, this generation enhances interior comfort with high-quality materials and advanced technology, while maintaining Jeep's renowned off-road abilities. Notably, the Grand Cherokee provides a range of options from basic rear-wheel drivetrains to advanced four-wheel-drive systems, catering to various needs and preferences. The robust selection of trims, including luxury options with fine leather and modern tech features, makes this SUV appealing for those wanting both off-road prowess and everyday usability. The Grand Cherokee's reputation as an accident-free vehicle only adds to its allure, making it a smart buy for SUV enthusiasts and families alike.
Other model years to consider
- Average price: $32,140.00
- Good/great deal percentage: 79.3%
- User rating: 5 / 5
- Total listings: 314
- Average price: $28,987.00
- Good/great deal percentage: 77.2%
- User rating: 4.86 / 5
- Total listings: 303
- Average price: $34,156.00
- Good/great deal percentage: 78.9%
- User rating: 5 / 5
- Total listings: 304
This analysis is based on CarGurus' proprietary market data from May 26, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
Car Deals with 0% APR in May 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Best Jeep Lease Deals in May 2026
From the subcompact Compass to the rugged Wrangler, Jeep has a range of models suited to all drivers. We’ve collected the best Jeep lease deals available this month.
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
5.0 Overall rating
Filter by rating
Michael R
Reviewed a 2025 Jeep Summit Reserve 4WD on Dec 31, 2024
The 2025 jeep has every safety feature available and many neat features massaging seats , heating and cooling back seats , door handles that light up and luxurious interior ,and a navigation system simplified ..
2025 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Altitude X RWD | $42,740 |
| Overland 4WD | $57,495 |
| Limited RWD | $43,405 |
| Laredo 4WD | $39,635 |
| Laredo X 4WD | $40,385 |
| Altitude 4WD | $44,240 |
| Altitude X 4WD | $44,740 |
| Limited 4WD | $45,405 |
2025 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Jeep Grand Cherokee prices has changed over time.
See more price trends2025 Jeep Grand Cherokee Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Average Price Found in South Bend, IN: The average price of $39,468 suggests strong demand may be influencing pricing in this market.
- Lowest Average Price in Lafayette, IN: At $37,185, it indicates a potentially more competitive market with higher inventory levels or price-sensitive consumers.
- Stable Inventory Across the Board: Most cities have relatively close average pricing, indicating balanced supply and demand dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| South Bend, IN | 282 | $39,468 |
| Aurora, IL | 359 | $38,605 |
| Kenosha, WI | 347 | $37,999 |
| Palatine, IL | 355 | $38,170 |
| Rockford, IL | 323 | $37,601 |
| Milwaukee, WI | 289 | $38,174 |
| Holland, MI | 323 | $37,496 |
| Janesville, WI | 321 | $37,710 |
| Kalamazoo, MI | 334 | $36,859 |
| Lafayette, IN | 311 | $37,185 |
Pricing by Trim Packages
Key Insights
- Most Common Trim: The Limited 4WD is the most represented at 337 listings, highlighting its popularity and likely strong consumer preference for features and capability.
- Potential Price Premium for Luxury Trims: The Summit 4WD is priced at $58,560, making it the highest priced trim, reflecting the added features and luxury appeal.
- Significant Inventory for Base Trims: The Laredo 4WD with 239 listings offers a more economical entry point while still featuring important technology and safety options.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Limited 4WD | 337 | $45,405 | 4X4 | 3.6L 293 hp V6 |
| Altitude 4WD | 290 | $44,240 | 4X4 | 3.6L 293 hp V6 |
| Laredo 4WD | 239 | $39,635 | 4X4 | 3.6L 293 hp V6 |
| Overland 4WD | 266 | $57,495 | 4X4 | 3.6L 293 hp V6 |
| Summit 4WD | 140 | $58,560 | 4X4 | 3.6L 293 hp V6 |
| Altitude X 4WD | 95 | $44,740 | 4X4 | 3.6L 293 hp V6 |
| Limited RWD | 41 | $43,405 | 4X2 | 3.6L 293 hp V6 |
| Laredo X 4WD | 63 | $40,385 | 4X4 | 3.6L 293 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium in 2026: The 2026 Jeep Grand Cherokee holds an average price of $47,781, representing a 22.7% increase over its MSRP, indicating high demand for new inventory.
- Steep Depreciation for Older Models: The 2014 model shows an average price of $11,321, reflecting a ~61.6% decrease from its original MSRP, emphasizing significant depreciation with age.
- Best Value Year: The 2024 model offers a more favorable price at $34,304, suggesting relatively modest depreciation of -3.1% compared to its MSRP.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Grand Cherokee | $38,920 | $47,781 | +22.7% |
| 2024 Jeep Grand Cherokee | $36,495 | $34,304 | -3.1% |
| 2023 Jeep Grand Cherokee | $39,535 | $32,232 | -18.5% |
| 2022 Jeep Grand Cherokee | $36,980 | $28,781 | -22.2% |
| 2021 Jeep Grand Cherokee | $35,460 | $25,250 | -28.8% |
| 2020 Jeep Grand Cherokee | $32,150 | $23,303 | -27.5% |
| 2019 Jeep Grand Cherokee | $31,945 | $19,432 | -39.1% |
| 2018 Jeep Grand Cherokee | $30,895 | $19,826 | -35.8% |
| 2017 Jeep Grand Cherokee | $30,395 | $15,484 | -48.9% |
| 2016 Jeep Grand Cherokee | $29,995 | $12,981 | -56.7% |
| 2015 Jeep Grand Cherokee | $29,995 | $12,598 | -57.9% |
| 2014 Jeep Grand Cherokee | $29,495 | $11,321 | -61.6% |
These recommendations are based on CarGurus' proprietary market data from May 28, 2026, CarGurus experts' opinions, and generative AI.
