Used 2023 Jeep Grand Cherokee for Sale nearChicago, IL

Compare 2023 Jeep Grand Cherokee Trims in Chicago, IL

The Grand Cherokee offers a range of trims from budget-friendly options to luxurious models, all featuring robust 4WD capabilities.

• Starting at $24,900
• Best MPG/MPGe: 19 city / 26 hwy
• Most Popular: Limited 4WD

Trim Overview

Prices updated weekly from CarGurus listings.

Quick Compare Table

Listing prices sourced from CarGurus — updated weekly. OEM specs from manufacturer data.

Missing data displayed as "—".

Trim Deep Dives

Laredo 4WD — "Who It's For"

The Laredo 4WD is the pick for shoppers who want a well-equipped SUV without breaking the bank. It offers great value with essential features.

• Avg. market price: $25,049 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 261 listings — widest selection in the lineup
• View Laredo 4WD listings

Laredo X 4WD — "Who It's For"

The Laredo X 4WD is the pick for shoppers who want added features like navigation and heated seats without a hefty price tag.

• Avg. market price: $24,900 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 71 listings
• View Laredo X 4WD listings

Altitude 4WD — "Who It's For"

The Altitude 4WD is the pick for shoppers who want a sporty look and all-wheel drive without going for the higher trims.

• Avg. market price: $28,850 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 329 listings — widest selection in the lineup
• View Altitude 4WD listings

Altitude X 4WD — "Who It's For"

The Altitude X 4WD is the pick for shoppers who want a stylish SUV with all-wheel drive at a competitive price.

• Avg. market price: $28,399 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 128 listings — widest selection in the lineup
• View Altitude X 4WD listings

Limited RWD — "Who It's For"

The Limited RWD is the pick for shoppers who want a well-rounded SUV with luxury features at a standard price.

• Avg. market price: $26,215 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 56 listings
• View Limited RWD listings

Limited 4WD — "Who It's For"

The Limited 4WD is the pick for shoppers who want a blend of luxury and capability, making it the most popular choice in the lineup.

• Avg. market price: $29,134 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 362 listings — widest selection in the lineup
• View Limited 4WD listings

Overland 4WD — "Who It's For"

The Overland 4WD is the pick for shoppers who want premium features and off-road capability in a stylish package.

• Avg. market price: $33,405 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 267 listings — widest selection in the lineup
• View Overland 4WD listings

Summit 4WD — "Who It's For"

The Summit 4WD is the pick for shoppers who want the ultimate luxury SUV experience with advanced features for off-road adventures.

• Avg. market price: $37,728 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 162 listings — widest selection in the lineup
• View Summit 4WD listings

Trim Recommendations

Most Popular — Limited 4WD

With 362 active listings, the Limited 4WD is the clear volume leader in the lineup.

Browse Limited 4WD listings

Best Budget Option — Laredo X 4WD

At $24,900 avg market price — below the lineup median of $28,624 — it's the most accessible entry point.

Browse Laredo X 4WD listings

Best for Fuel Economy — Laredo 4WD

The Laredo 4WD offers the best fuel efficiency in the lineup with 19/26 MPG.

Browse Laredo 4WD listings

These recommendations are based on CarGurus' proprietary market data from September 24, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2023 Jeep Grand Cherokee cost?

Prices have softened 7.41% compared to this time last year, making it a favorable time to shop this model year.

There are 8,141 listings available, which gives you a solid amount of inventory to compare before you buy.

Is the 2023 Jeep Grand Cherokee a good car?

Yes — the 2023 Jeep Grand Cherokee earns a user rating of 5/5, which points to strong owner satisfaction. It blends mainstream usability with the kind of capability that has long defined the nameplate, while also offering a more premium feel than many mainstream SUVs. You also get a broad trim range, so you can shop from basic and affordable versions to more luxurious and expensive ones depending on your needs. The market shows 35.7% of listings as good or great deals, which gives you some room to shop selectively.

Is the 2023 Jeep Grand Cherokee reliable?

Owners rate it 5/5, a strong signal of long-term satisfaction.

The 2023 Grand Cherokee is described as a vehicle that combines rugged character with premium touches, and that mix is part of its appeal for long-term ownership. It can also be cheaper to buy than luxury-brand rivals, though upkeep costs can be almost as high. For used buyers, that means reliability should be weighed alongside maintenance exposure and how well the specific vehicle has been cared for.

What should I look for when buying a used 2023 Jeep Grand Cherokee?

Accident-free inventory is solid at 89.4% — always verify the vehicle history report.

You should prioritize a history report first, then focus on a careful inspection of the specific vehicle’s condition and equipment. Because some Grand Cherokees lack features many buyers might assume are standard, it’s worth confirming the exact drivetrain and options on the listing. Pay close attention to signs of wear, maintenance consistency, and whether the vehicle matches the trim and features you expect.

Is now a good time to buy a used 2023 Jeep Grand Cherokee?

This is a moderate market, so you can be selective without expecting a deep buyer’s-market bargain.

• Deal availability: 35.7% of listings are priced as good or great deals.
• Inventory: There are 8,141 listings available.
• Price trend: Prices have softened 7.41% compared with last year.
• Clean inventory: 89.4% of listings are accident-free.

If you find a listing below $29,736, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2023 Jeep Grand Cherokee's resale value?

The current average of $29,736 sits slightly below last year's $32,115.

That price movement suggests the market has cooled a bit, which can help you buy more confidently now but may also limit short-term appreciation if you plan to resell soon. For a future seller, the softer pricing means your eventual resale value will depend heavily on condition, mileage, and how well the vehicle is equipped. Well-kept examples should still draw interest because the model’s blend of capability and premium appeal remains a strong selling point.

Vehicles with strong owner satisfaction ratings, like this model year's 5/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2023 Jeep Grand Cherokee or consider a different year?

If you're weighing the 2023 against nearby model years, here's how to think about it:

Choose the 2023 if:

• 35.7% of listings are priced as good or great deals.
• Accident-free inventory is solid at 89.4% — always verify the vehicle history report.
• Price trend: Prices have softened 7.41% compared with last year.
• Owners rate it 5/5 — a strong satisfaction signal.

Consider the 2022 if:

• At $27,003, the 2022 costs less than the current year's $29,736 average.
• It brings a redesigned SUV feel with strong off-road ability and upgraded technology.

The bottom line: If you want the best balance of current pricing, inventory depth, and owner satisfaction, the 2023 is the stronger all-around pick. If your priority is spending less up front, the 2022 is the better value-oriented alternative and still delivers the Grand Cherokee’s core strengths.

These recommendations are based on CarGurus' proprietary market data from September 22, 2026, CarGurus experts' opinions, and generative AI.