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 $24,360
• 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 budget-friendly SUV without sacrificing essential features.

• Avg. market price: $24,360 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 101 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 and AWD without a significant price jump.

• Avg. market price: $26,776 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 39 listings
• View Laredo X 4WD listings

Altitude 4WD — "Who It's For"

The Altitude 4WD is the pick for shoppers who want a stylish SUV with advanced tech features without going over budget.

• Avg. market price: $27,973 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 116 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 sporty feel with AWD capabilities without the highest price tag.

• Avg. market price: $28,278 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 49 listings
• View Altitude X 4WD listings

Limited RWD — "Who It's For"

The Limited RWD is the pick for shoppers who want a well-equipped SUV at a lower price point without 4WD.

• Avg. market price: $24,995 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 5 listings — lower availability; may limit negotiating room
• 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 without stepping up to the highest trims.

• Avg. market price: $28,070 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 343 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 luxury features and off-road capability without going for the top-tier Summit.

• Avg. market price: $30,618 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 89 listings
• 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 and off-road capability.

• Avg. market price: $37,978 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 70 listings
• View Summit 4WD listings

Trim Recommendations

Most Popular — Limited 4WD

With 343 active listings, the Limited 4WD is the clear volume leader in the lineup.

Browse Limited 4WD listings

Best Budget Option — Laredo 4WD

At $24,360 avg market price — below the lineup median of $28,021 — it's the most accessible entry point.

Browse Laredo 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 November 12, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2023 Jeep Grand Cherokee cost?

Prices have softened 8.06% compared to this time last year, making it a favorable time to shop this model year.

There are 7,517 listings available, which suggests you have a healthy amount of inventory to compare.

Is the 2023 Jeep Grand Cherokee a good car?

Yes — the 2023 Jeep Grand Cherokee earns a 5/5 user rating, which points to strong owner satisfaction. The overview shows a model that blends Jeep’s traditional off-road identity with a more premium, mainstream-friendly feel, so you get capability without giving up everyday comfort. It also gives you a wide trim spread, letting you shop from more basic versions to more luxurious, feature-rich ones depending on your budget and priorities. 37.0% of listings are priced 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 overview emphasizes a broad powertrain lineup and multiple four-wheel-drive systems, which can be a plus if you want flexibility in how the vehicle is equipped. It also highlights an upscale cabin and strong off-road credibility, both of which suggest a well-rounded ownership experience. For used buyers, the main long-term risk is choosing a heavily optioned or complex configuration without confirming that it has been maintained properly.

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

Accident-free inventory is solid at 87.8% — always verify the vehicle history report.

You should prioritize a history report first, then inspect the vehicle closely for signs of prior damage, uneven wear, or incomplete repairs. Focus on condition details that matter most on a premium-leaning SUV, including interior wear, electronics, and any evidence that off-road use may have taken a toll. If you are considering a higher-trim or more complex version, make sure every feature works as intended before you commit.

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 every listing to be a bargain.

• Deal availability: 37.0% of listings are priced as good or great deals.
• Inventory: There are 7,517 listings available.
• Price trend: Prices have softened 8.06% compared with last year.
• Clean inventory: 87.8% of listings are accident-free.

If you find a listing below $28,811, 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 $28,811 sits slightly below last year's $31,338.

That price movement suggests the market has cooled, which can help you buy more confidently now but may also mean future resale gains are more limited. If you plan to sell later, the current discounting trend means your best protection is buying well and keeping the vehicle in strong condition. Trim choice and overall condition will matter a lot when it comes time to trade or sell.

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:

• 37.0% of listings are priced as good or great deals.
• Accident-free inventory is solid at 87.8% — always verify the vehicle history report.
• Price trend: Prices have softened 8.06% compared with last year.
• Owners rate it 5/5 — a strong satisfaction signal.

Consider the 2022 if:

• At $25,854, the 2022 costs less than the current year's $28,811 average.
• It offers a redesigned package with strong capability and added 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 upfront, the 2022 is the better value-oriented alternative.

How does the 2023 Jeep Grand Cherokee compare to the 2023 Ford Explorer?

Read our full side-by-side expert comparison here.

These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.