Used 2016 Jeep Grand Cherokee for Sale nearChicago, IL

Compare 2016 Jeep Grand Cherokee Trims in Chicago, IL

The 2016 Jeep Grand Cherokee offers a range of trims from budget-friendly options to luxurious models, all featuring robust performance and versatility.

• Starting at $9,743
• 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 — "Who It's For"

The Laredo is the pick for shoppers who want essential features without paying for luxury upgrades.

• Avg. market price: $11,245 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 7 listings — lower availability; may limit negotiating room
• View Laredo listings

Laredo 4WD — "Who It's For"

The Laredo 4WD is the pick for shoppers who want all-wheel drive without a hefty price tag.

• Avg. market price: $9,743 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 101 listings — widest selection in the lineup
• View Laredo 4WD listings

Laredo E 4WD — "Who It's For"

The Laredo E 4WD is the pick for shoppers who want sporty features and all-wheel drive without breaking the bank.

• Avg. market price: $13,472 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 18 listings — lower availability; may limit negotiating room
• View Laredo E 4WD listings

Limited — "Who It's For"

The Limited is the pick for shoppers who want a balance of luxury and practicality without going overboard.

• Avg. market price: $13,472 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 6 listings — lower availability; may limit negotiating room
• View Limited listings

Limited 4WD — "Who It's For"

The Limited 4WD is the pick for shoppers who want a well-rounded SUV with luxury features and all-wheel drive.

• Avg. market price: $12,325 (updated weekly)
• MPG/MPGe: 18 city / 25 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 combined with off-road capability.

• Avg. market price: $12,870 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 89 listings
• View Overland 4WD listings

High Altitude 4WD — "Who It's For"

The High Altitude 4WD is the pick for shoppers who want sporty features and luxury in an all-wheel drive package.

• Avg. market price: $13,599 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 18 listings — lower availability; may limit negotiating room
• View High Altitude 4WD listings

Summit 4WD — "Who It's For"

The Summit 4WD is the pick for shoppers who want the ultimate luxury and performance in an SUV.

• Avg. market price: $14,298 (updated weekly)
• MPG/MPGe: 18 city / 25 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 $9,743 avg market price — below the lineup median of $13,171 — it's the most accessible entry point.

Browse Laredo 4WD listings

Best for Fuel Economy — Laredo

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

Browse Laredo listings

These recommendations are based on CarGurus' proprietary market data from November 12, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2016 Jeep Grand Cherokee cost?

Prices have softened 8.01% compared to this time last year, making it a favorable time to shop this model year.

There are 3,263 listings available, which suggests you should have a reasonable amount of inventory to compare.

Is the 2016 Jeep Grand Cherokee a good car?

Yes — the 2016 Jeep Grand Cherokee earns a 4.8/5 user rating and a 6.8/10 expert rating. The standout strength is Look and feel at 9/10.

Owners consistently praise its comfort, performance, and luxurious features, and they also call out the spacious interior and powerful Hemi engine. The overview points to a vehicle that fits buyers who want real off-pavement confidence, towing ability, and broad everyday versatility. That combination makes it appealing if you want an SUV that can handle rugged use without giving up upscale appeal.

Only 32.4% of listings are priced as good or great deals, so the market still rewards shoppers who compare carefully.

Is the 2016 Jeep Grand Cherokee reliable?

Owners rate it 4.8/5, a strong signal of long-term satisfaction.

Owner feedback highlights comfort, performance, luxurious features, and a spacious interior, while also describing the vehicle as a strong fit for everyday use and rugged adventures. The expert commentary adds that the Grand Cherokee is built for capability and can be counted on for towing and off-pavement use, though it also notes that the model asks you to accept some compromises. The cost-effectiveness notes also warn that reliability predictions are unimpressive, so used buyers should pay close attention to maintenance history and overall condition before committing.

What should I look for when buying a used 2016 Jeep Grand Cherokee?

At 56.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and then prioritize a thorough pre-purchase inspection, especially if the listing has any accident history. Focus on signs of prior bodywork, uneven wear, and any evidence that the vehicle has been used hard off-road or for towing. Because this model is bought for capability as much as comfort, condition matters a lot more than mileage alone.

Key things to evaluate:

• Trim level: Jeep sells this SUV in Laredo, Limited, Overland, Summit, and SRT model series. The Overland test vehicle adds a more upscale feel with bronze exposed stitching and bronze accent trim and panels, while the base Laredo is the starting point for the lineup.
• Powertrain: The standard 3.6-liter V6 makes 295 horsepower and 260 lb-ft of torque, and Jeep also offers a 5.7-liter V8 for maximum towing capacity. The V6 is described as providing robust acceleration and good sound when revved.
• Safety package: The optional Advanced Technology package adds blind-spot monitoring with rear cross-traffic alert, adaptive cruise control with forward-collision warning, and automatic emergency braking. It is pricey, so check whether a used example has it.
• Infotainment: Uconnect uses an 8.4-inch color touchscreen in Overland trim, with large graphics and easy-to-use virtual buttons. For 2016, it adds Siri Eyes Free and Do Not Disturb functions, but the system is aging and Uconnect Access uses a slow 3G connection.
• Fuel efficiency: Jeep says official fuel economy estimates rise to 21 mpg combined for 2016, and a test vehicle averaged 18.7 mpg during a week of testing.

Which 2016 Jeep Grand Cherokee trim should I buy?

The 2016 Jeep Grand Cherokee is offered in 5 trim levels: Laredo, Limited, Overland, Summit, and SRT.

Here's the short version:

• Laredo: This is the entry point, and it makes sense if you want the Grand Cherokee’s core capability and styling without paying for the more upscale trims. It is also the trim that can be paired with the 75th Anniversary Edition package.
• Limited: This is the best-value trim for many shoppers because it adds more equipment while staying below the luxury-focused upper trims. It can also be paired with the 75th Anniversary Edition package.
• Overland: This is the sweet spot if you want a more premium cabin and the 8.4-inch Uconnect screen, plus the upscale look of bronze trim and stitching. The test vehicle’s Advanced Technology package also shows how well this trim can be equipped.
• Summit: Choose this if you want the most luxury-oriented Grand Cherokee experience short of the performance model. It sits near the top of the lineup and is aimed at buyers who care most about upscale presentation.
• SRT: This is the performance choice. It is described as track-ready right from the showroom floor and is the trim to consider if you want pavement-focused speed rather than the standard Grand Cherokee mission.

The safety package note is important: the optional Advanced Technology package adds blind-spot monitoring, rear cross-traffic alert, adaptive cruise control, forward-collision warning, and automatic emergency braking.

Is now a good time to buy a used 2016 Jeep Grand Cherokee?

This looks like a moderate, selective buyer’s market, so you can shop patiently but should move quickly on strong listings.

• Deal availability: 32.4% of listings are priced as good or great deals.
• Inventory: There are 3,263 listings available.
• Price trend: Prices have softened 8.01% compared with last year.
• Clean inventory: 56.8% of listings are accident-free.

If you find a listing below $12,833, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2016 Jeep Grand Cherokee's resale value?

The current average of $12,835 sits slightly below last year's $13,952.

That decline suggests the market has already adjusted downward, which can help you as a buyer but may limit upside if you plan to resell soon. If you buy at the right price and keep the vehicle in strong condition, you can reduce the impact of that depreciation. The Grand Cherokee’s broad appeal and strong owner satisfaction can still support demand, especially for well-equipped examples.

Vehicles with strong owner satisfaction ratings, like this model year's 4.8/5, tend to retain buyer demand, which supports resale value over time.

Is the 2016 Jeep Grand Cherokee safe?

The 2016 Jeep Grand Cherokee does not meet the criteria for a Top Safety Pick nomination from IIHS, and it has a Marginal rating in the small overlap frontal impact test.

It earns a 7/10 safety score from our experts.

The optional Advanced Technology package adds blind-spot monitoring with rear cross-traffic alert, adaptive cruise control with forward-collision warning, and automatic emergency braking. That package meaningfully improves the safety story, but it is not standard, so you should verify whether a used example has it. The Marginal small-overlap result is the main caution to keep in mind when shopping.

Should I buy a 2016 Jeep Grand Cherokee or consider a different year?

If you're weighing the 2016 against nearby model years, here's how to think about it:

Choose the 2016 if:

• 32.4% of listings are priced as good or great deals.
• At 56.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 8.01% compared with last year.
• Owners rate it 4.8/5 — a strong satisfaction signal.
• The 2016 update brings improved fuel economy, updated steering, and a more modern shifter.

Consider the 2015 if:

• At $11,366, the 2015 costs less than the current year's $12,835 average.
• It offers broad trim and engine choice with strong appeal across budgets.

Consider the 2017 if:

• At $14,097, the 2017 costs more than the current year's $12,835 average.
• It adds a more premium-feeling lineup with Trailhawk off-road emphasis.

The bottom line: The 2016 is the right pick if you want the updated model-year improvements and a lower average price than the 2017. If you are especially price-sensitive, the 2015 can save money while still delivering the Grand Cherokee’s core strengths.

How does the 2016 Jeep Grand Cherokee compare to the 2016 Ford Explorer?

Our experts score the 2016 Jeep Grand Cherokee 6.8/10 and the 2016 Ford Explorer 6.8/10.

The Grand Cherokee leans harder into off-road ability, towing, and upscale image, while the Explorer is the more conventional family SUV choice. The Jeep also has the stronger fuel economy figures and a lower average used price, but the Ford has more listings and a higher accident-free share. If you want rugged capability and a more distinctive personality, the Grand Cherokee has the edge; if you want a more mainstream alternative with broader inventory, the Explorer is worth a look.

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