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 luxury models, all featuring robust 4WD capabilities.

• Starting at $9,065
• 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 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: $9,065 (updated weekly)
• MPG/MPGe: 17 city / 24 hwy
• Inventory: 261 listings — widest selection in the lineup
• View Laredo 4WD listings

Laredo E 4WD — "Who It's For"

The Laredo E 4WD is ideal for those seeking additional features and AWD capability without a significant price increase.

• Avg. market price: $11,826 (updated weekly)
• MPG/MPGe: 17 city / 24 hwy
• Inventory: 66 listings
• View Laredo E 4WD listings

Limited — "Who It's For"

The Limited is the choice for buyers wanting a balance of luxury and practicality without going overboard on price.

• Avg. market price: $11,826 (updated weekly)
• MPG/MPGe: 17 city / 25 hwy
• Inventory: 39 listings
• View Limited listings

Altitude 4WD — "Who It's For"

The Altitude 4WD appeals to those who desire a stylish SUV with advanced tech features and all-weather capability.

• Avg. market price: $11,826 (updated weekly)
• MPG/MPGe: 17 city / 24 hwy
• Inventory: 329 listings — widest selection in the lineup
• View Altitude 4WD listings

Limited 4WD — "Who It's For"

The Limited 4WD is perfect for shoppers who want a well-rounded SUV with luxury features and strong off-road capability.

• Avg. market price: $11,028 (updated weekly)
• MPG/MPGe: 17 city / 24 hwy
• Inventory: 362 listings — widest selection in the lineup
• View Limited 4WD listings

Overland 4WD — "Who It's For"

The Overland 4WD is suited for those who want a sporty SUV with premium features and advanced technology.

• Avg. market price: $12,495 (updated weekly)
• MPG/MPGe: 17 city / 24 hwy
• Inventory: 267 listings — widest selection in the lineup
• View Overland 4WD listings

Summit 4WD — "Who It's For"

The Summit 4WD is for buyers seeking a luxurious SUV experience with top-tier features and comfort.

• Avg. market price: $10,456 (updated weekly)
• MPG/MPGe: 17 city / 24 hwy
• Inventory: 162 listings — widest selection in the lineup
• View Summit 4WD listings

SRT 4WD — "Who It's For"

The SRT 4WD is designed for performance enthusiasts who want a powerful SUV with luxury features.

• Avg. market price: $27,870 (updated weekly)
• MPG/MPGe: 13 city / 19 hwy
• Inventory: 70 listings
• View SRT 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 4WD

At $9,065 avg market price — below the lineup median of $11,826 — it's the most accessible entry point.

Browse Laredo 4WD listings

Best for Fuel Economy — Limited

The Limited offers the best fuel economy in the lineup with 17 city / 25 hwy MPG.

Browse Limited listings

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

How much does the 2014 Jeep Grand Cherokee cost?

Prices have softened 6.76% compared to this time last year, making it a favorable time to shop this model year.

There are 2,695 listings available, which gives you a solid amount of inventory to compare.

Is the 2014 Jeep Grand Cherokee a good car?

Yes — the 2014 Jeep Grand Cherokee earns a 4.74/5 user rating and a 7.5/10 expert rating. The standout strength is Technology at 10/10.

You get a mix of spacious interior room, luxurious features, and a comfortable ride, plus high-tech options that many SUV shoppers will appreciate. It also stands out for its strong power delivery and broad usefulness, especially if you want an SUV that can handle daily driving without giving up serious capability. The overview frames it as a more practical tool for everyday living than many buyers expect, while still keeping its off-road identity intact.

Only 30.7% of listings are priced as good or great deals, so the market is usable but selective.

Is the 2014 Jeep Grand Cherokee reliable?

Owners rate it 4.74/5, a strong signal of long-term satisfaction.

User feedback points to a vehicle that many drivers find dependable in day-to-day use, with praise for its strong performance, comfortable ride, and high-tech features. At the same time, some owners mention reliability concerns and expensive repairs tied to certain features, so the ownership experience can vary depending on how the vehicle was equipped and maintained. The expert review also notes average predicted reliability and warns that depreciation risk is not especially favorable.

Jeep also says dealers are often offering rebates, low-rate financing, and subsidized lease deals, which can help offset ownership costs up front.

For used buyers, the main long-term risk is that repair costs and feature complexity can outweigh the Grand Cherokee’s strengths if maintenance history is weak.

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

At 58.8% 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 or repair history. Focus on condition, maintenance records, and whether the equipment on the truck matches what you want, since some owners have been frustrated by needing specific trims to get certain capabilities. It is also worth checking for signs of expensive repairs tied to the vehicle’s more advanced features.

Key things to evaluate:

• Trim level: Jeep serves the Grand Cherokee in five flavors: Laredo, Limited, Overland, Summit and SRT. The base setup is the most stripped-down, while higher trims add more luxury and capability; the Summit debuts as the new luxury-themed trim, and the SRT is built for performance on pavement.
• Powertrain: The standard setup uses a 290-horsepower, 3.6-liter V6 with a new 8-speed automatic transmission designed to improve fuel economy. Jeep also offers a new clean-diesel V6 engine, and the available V8 powertrains are less conservative with fuel.
• Safety package: The Grand Cherokee offers over 70 safety- and security-related features, including standard rain-brake support, ready-alert braking, and a driver knee airbag. The optional Advanced Technology Group adds Forward Collision Warning with Crash Mitigation, Adaptive Cruise Control, advanced brake assist, and Blind Spot Detection with Rear Cross Path Detection.
• Infotainment: Uconnect Access brings an 8.4-inch color touchscreen, simple menus, crisp graphics, improved voice recognition, mobile Wi-Fi access, Bluetooth music streaming, hands-free text messaging, and Emergency Call/9-1-1 service.
• Fuel efficiency: The mixed-driving test average came out to 18.8 mpg, and the EPA combined rating is 19 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 don’t need the extra luxury or performance equipment found higher up the range.
• Limited: This is the best-value choice for many shoppers because it adds a more upscale cabin and the kind of equipment that makes the Grand Cherokee feel properly premium without jumping all the way to the top end.
• Overland: Choose this if you want a more luxurious setup and are willing to pay for more comfort and refinement.
• Summit: This is the luxury-focused trim, and it is the one to target if you want the most upscale Grand Cherokee experience.
• SRT: This is the performance model, built for pavement-focused driving rather than the standard Grand Cherokee mission.

The safety content also notes that some features, including Forward Collision Warning with Crash Mitigation and the Advanced Technology Group, depend on trim level.

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

This is a moderate, selective buyer’s market, so you have room to shop carefully without rushing.

• Deal availability: 30.7% of listings are priced as good or great deals.
• Inventory: There are 2,695 listings available.
• Price trend: Prices have softened 6.76% compared with last year.
• Clean inventory: 58.8% of listings are accident-free.

If you find a listing below $10,671, 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 $10,769 sits slightly below last year's $11,549.

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, you reduce the chance of taking a bigger depreciation hit later. The model’s broad appeal and strong owner satisfaction can help support demand, but the price trend shows that values have softened.

Vehicles with strong owner satisfaction ratings, like this model year's 4.74/5, 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 in rollover resistance for 4WD models, and three-star ratings for 2WD models from NHTSA. 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 comes with 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 available, and the optional Advanced Technology Group adds Adaptive Cruise Control, advanced brake assist, Blind Spot Detection, and 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.

One caveat is that the Grand Cherokee has not been evaluated in the IIHS small overlap frontal-impact test.

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:

• 30.7% of listings are priced as good or great deals.
• At 58.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 6.76% compared with last year.
• Owners rate it 4.74/5 — a strong satisfaction signal.
• Jeep says it made significant progress in improving daily drivability without reducing ultimate off-roading capability.

Consider the 2015 if:

• At $11,720, the 2015 costs more than the current year's $10,769 average.
• It offers a wider range of trims and engines for buyers who want more choice.

The bottom line: If you want the better value today, the 2014 is the stronger starting point because prices have softened and inventory is healthy. If you are willing to spend more for a broader trim-and-engine spread, the 2015 is the better alternative for shoppers who want more configuration flexibility.

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