Used 2014 Jeep Grand Cherokee for Sale nearChicago, IL

Compare 2014 Jeep Grand Cherokee Trims in Chicago, IL

The 2014 Jeep Grand Cherokee offers a range of trims from budget-friendly options to luxurious models, all featuring robust performance and versatility.

• Starting at $8,676
• Best MPG/MPGe: 17 city / 25 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 a well-equipped SUV without paying for luxury features.

• Avg. market price: $12,648 (updated weekly)
• MPG/MPGe: 17 city / 25 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 breaking the bank.

• Avg. market price: $8,676 (updated weekly)
• MPG/MPGe: 17 city / 24 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 the luxury price tag.

• Avg. market price: $12,648 (updated weekly)
• MPG/MPGe: 17 city / 24 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: $12,648 (updated weekly)
• MPG/MPGe: 17 city / 25 hwy
• Inventory: 6 listings — lower availability; may limit negotiating room
• View Limited listings

Altitude 4WD — "Who It's For"

The Altitude 4WD is the pick for shoppers who want a stylish SUV with all-wheel drive and modern tech features.

• Avg. market price: $11,200 (updated weekly)
• MPG/MPGe: 17 city / 24 hwy
• Inventory: 116 listings — widest selection in the lineup
• View Altitude 4WD listings

Limited 4WD — "Who It's For"

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

• Avg. market price: $11,672 (updated weekly)
• MPG/MPGe: 17 city / 24 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: $11,058 (updated weekly)
• MPG/MPGe: 17 city / 24 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.

• Avg. market price: $10,167 (updated weekly)
• MPG/MPGe: 17 city / 24 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 $8,676 avg market price — below the lineup median of $11,436 — it's the most accessible entry point.

Browse Laredo 4WD listings

Best for Fuel Economy — Laredo

The Laredo offers the best fuel economy in the lineup with 17/25 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 2014 Jeep Grand Cherokee cost?

Prices have softened 6.91% compared to this time last year, making it a favorable time to shop this model year.

There are 2,558 listings available, which gives you a solid amount of inventory to compare.

Is the 2014 Jeep Grand Cherokee a good car?

Yes — it earns a 4.7/5 user rating and a 7.5/10 expert rating. The standout strength is Technology at 10/10.

Drivers consistently praise the spacious interior, luxurious features, comfortable ride, and strong power, especially in the diesel model. The overview also points to a useful daily-driving balance, with capability that does not come at the expense of practicality. For you, that means this Grand Cherokee makes the most sense if you want an SUV that can handle family duty, comfort, and capability in one package.

The market also shows 31.2% good or great deals, which suggests there are worthwhile opportunities if you shop carefully.

Is the 2014 Jeep Grand Cherokee reliable?

Owners rate it 4.7/5, a strong signal of long-term satisfaction.

User feedback highlights a dependable-feeling ownership experience for many drivers, along with praise for the comfortable ride and strong performance. The expert review also describes it as a vehicle that has made significant progress in daily drivability while retaining its capability, which supports the idea that it can be a trustworthy all-around SUV when maintained properly. The cost-effectiveness notes also point to average predicted reliability and a depreciation risk that you should keep in mind if you plan to own it for the long haul.

If you buy used, focus on maintenance history and feature-related repair exposure, since some owners report expensive repairs tied to certain equipment.

What should I look for when buying a used 2014 Jeep Grand Cherokee?

At 57.1% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and confirm whether any prior damage was repaired properly. A pre-purchase inspection matters here because condition can vary widely, especially on SUVs that may have been used for towing, off-road driving, or heavy commuting. Pay close attention to how the vehicle drives, whether electronics work correctly, and whether any premium features have been maintained without issue.

Key things to evaluate:

• Trim level: Jeep offers five flavors: Laredo, Limited, Overland, Summit and SRT. The lineup ranges from more basic versions to increasingly luxurious trims, while the SRT is built for pavement performance. The base setup is less richly equipped than higher trims, so you should compare feature content carefully if you want more comfort or convenience.
• Powertrain: The standard setup is a 290-horsepower, 3.6-liter V6 paired with a new 8-speed automatic transmission designed to improve fuel economy. The review also notes available V8 powertrains, and the diesel model is praised by owners for strong power.
• Safety package: Forward Collision Warning with Crash Mitigation joins the optional Advanced Technology Group, which also includes Adaptive Cruise Control, advanced brake assist, and Blind Spot Detection with Rear Cross Path Detection. Other available features include Trailer Sway Control, rain-sensing wipers, adaptive headlights, run-flat tires and Call 9-1-1 services, depending on trim level.
• Infotainment: Uconnect Access uses an 8.4-inch color touchscreen with simple menus, crisp graphics and improved voice recognition. It also adds mobile Wi-Fi access, Bluetooth music streaming, hands-free text messaging and Emergency Call/9-1-1 service.
• Fuel efficiency: The review cites a 19 mpg combined EPA rating and a mixed-driving test average of 18.8 mpg.

Which 2014 Jeep Grand Cherokee trim should I buy?

The 2014 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, so it makes the most sense if you want the Grand Cherokee’s core capability and are willing to skip some of the richer comfort and technology content found higher up the range.
• Limited: This is the best-value trim for many shoppers because it adds a more upscale cabin feel and the kind of equipment that makes the Grand Cherokee easier to live with every day.
• Overland: Choose this if you want a stronger luxury lean and more of the premium character that helps the Grand Cherokee feel more special than a typical SUV.
• Summit: This is the trim to target if you want the most upscale version of the standard lineup and care most about comfort and refinement.
• SRT: This is the performance-focused choice, and it is the one to buy if you want pavement-oriented driving character rather than the standard model’s broader balance.

The safety content also notes that some features are trim dependent, so make sure the equipment you want is standard on the version you choose.

Is now a good time to buy a used 2014 Jeep Grand Cherokee?

This is a moderate market for selective buyers, so it rewards comparison shopping more than impulse buying.

• Deal availability: 31.2% of listings are priced as good or great deals.
• Inventory: There are 2,558 listings available.
• Price trend: Prices have softened 6.91% compared with last year.
• Clean inventory: 57.1% of listings are accident-free.

If you find a listing below $10,509, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2014 Jeep Grand Cherokee's resale value?

The current average of $10,546 sits slightly below last year's $11,328.

That decline suggests the market has already adjusted downward, which can make future resale more sensitive to condition, mileage, and equipment. If you buy one now, your best protection against weaker resale is choosing a clean example with strong maintenance records and desirable features. Well-kept trucks with the right trim and equipment should hold buyer interest better than neglected ones.

Vehicles with strong owner satisfaction ratings, like this model year's 4.7/5, tend to retain buyer demand, which supports resale value over time.

Is the 2014 Jeep Grand Cherokee safe?

The 2014 Jeep Grand Cherokee earns four-star ratings overall from NHTSA, with three-star rollover resistance for 2WD models and four-star rollover resistance for 4WD models. The Insurance Institute for Highway Safety gives it the highest rating of Good in 4 of its 5 evaluations.

It earns an 8/10 safety score from our experts.

Jeep says the Grand Cherokee offers over 70 safety- and security-related features, including standard rain-brake support, ready-alert braking, and a driver knee airbag. Forward Collision Warning with Crash Mitigation is part of the optional Advanced Technology Group, which also includes Adaptive Cruise Control, advanced brake assist, and Blind Spot Detection with Rear Cross Path Detection. Depending on trim level, you can also get Trailer Sway Control, rain-sensing wipers, adaptive headlights, run-flat tires and Call 9-1-1 services.

Should I buy a 2014 Jeep Grand Cherokee or consider a different year?

If you're weighing the 2014 against nearby model years, here's how to think about it:

Choose the 2014 if:

• 31.2% of listings are priced as good or great deals.
• At 57.1% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 6.91% compared with last year.
• Owners rate it 4.7/5 — a strong satisfaction signal.
• The 2014 stands out for its refined capability and improved daily drivability.

Consider the 2015 if:

• At $11,366, the 2015 costs more than the current year's $10,546 average.
• It offers a broader range of trims and engines.

The bottom line: If you want the better value today, the 2014 is the stronger starting point because prices have eased and inventory is healthy. If you are willing to spend more for broader choice, the next model year may be worth a look.

How does the 2014 Jeep Grand Cherokee compare to the 2014 Dodge Durango?

Our experts score the 2014 Jeep Grand Cherokee 7.5/10 and the 2014 Dodge Durango 7.5/10.

The Grand Cherokee and Durango are closely matched overall, but the Jeep leans more toward refinement and off-road capability, while the Durango is the more practical value play in this comparison. The Grand Cherokee also has far more listings available, which gives you more room to shop for the right condition and price. If you want the stronger capability story and broader used-market selection, the Jeep is the more compelling pick; if you want to prioritize price and a slightly better deal share, the Durango deserves a look.

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