Used 2019 Jeep Grand Cherokee for Sale nearMilwaukee, WI

Compare 2019 Jeep Grand Cherokee Trims in Milwaukee, WI

The 2019 Jeep Grand Cherokee offers a range of trims from budget-friendly options to well-equipped models, all featuring robust 4WD capabilities.

• Starting at $14,790
• 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 paying for luxury features. It's a great value option.

• Avg. market price: $19,088 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 206 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 added features and all-wheel drive without a hefty price tag.

• Avg. market price: $15,150 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 54 listings
• View Laredo E 4WD listings

Limited RWD — "Who It's For"

The Limited RWD is the pick for shoppers who want a well-rounded SUV with a focus on fuel efficiency and comfort.

• Avg. market price: $19,088 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 53 listings
• View Limited RWD 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: $21,438 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 315 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 balance of luxury and capability without breaking the bank. It's the most popular trim.

• Avg. market price: $18,413 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 880 listings — widest selection in the lineup
• View Limited 4WD listings

Trailhawk 4WD — "Who It's For"

The Trailhawk 4WD is the pick for shoppers who want off-road capability with luxury features, making it a versatile choice.

• Avg. market price: $19,088 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 61 listings
• View Trailhawk 4WD listings

Overland 4WD — "Who It's For"

The Overland 4WD is the pick for shoppers who want premium features and comfort in a capable SUV.

• Avg. market price: $19,088 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 204 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 and off-road capability in a single package.

• Avg. market price: $14,790 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 125 listings — widest selection in the lineup
• View Summit 4WD listings

Trim Recommendations

Most Popular — Limited 4WD

With 880 active listings, the Limited 4WD is the clear volume leader in the lineup.

Browse Limited 4WD listings

Best Budget Option — Summit 4WD

At $14,790 avg market price — below the lineup median of $19,088 — it's the most accessible entry point.

Browse Summit 4WD listings

Best for Fuel Economy — Limited RWD

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

Browse Limited RWD listings

These recommendations are based on CarGurus' proprietary market data from September 2, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2019 Jeep Grand Cherokee cost?

Prices have softened 10.43% compared to this time last year, making it a favorable time to shop this model year.

There are 6,808 listings available, which suggests solid inventory availability for shoppers comparing trims and conditions.

If you find a listing below $18,221.44, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2019 Jeep Grand Cherokee a good car?

Generally — 4.39/5 from owners and 6.67/10 from experts point to a model that lands well with shoppers who want one SUV to cover very different needs. The standout strength is Technology at 9/10.

Owners consistently praise the smooth ride, spacious interior, and extensive features, and they also call out its value and performance compared with competitors. That lines up with the overview’s emphasis on a vehicle that is easy to drive every day while still being capable when you need more from it.

For you, that means the Grand Cherokee makes the most sense if you want a versatile SUV with broad appeal rather than a narrowly focused commuter. 31.4% of listings are priced as good or great deals, which gives you some room to shop selectively.

Is the 2019 Jeep Grand Cherokee reliable?

Owners rate it 4.39/5, a solid signal of long-term satisfaction.

The owner summary also points to a dependable-feeling ownership experience, with praise for its value, performance, and overall satisfaction. The expert drive notes reinforce that sense of confidence by describing the vehicle’s systems as working as advertised and in subtle enough fashion that you’re likely to keep them engaged.

If you’re considering a used one, the main long-term ownership risk is that satisfaction can coexist with expensive repairs or wear-related issues, so condition and maintenance history matter a lot.

What should I look for when buying a used 2019 Jeep Grand Cherokee?

At 64.9% 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 pre-purchase inspection, especially if the listing price looks unusually attractive. Focus on body condition, signs of prior collision repair, and whether the equipment on the specific trim matches what you expect.

Key things to evaluate:

• Trim level: The Laredo starts the lineup with a 7-inch touchscreen, while higher trims add Jeep’s more sophisticated Uconnect setup, upgraded graphics, faster response, and more premium equipment. The Limited X stands out as a value-oriented step up with unique styling touches, upgraded wheels, special leather seats, and the Advanced Active Safety Group on the test vehicle.
• Powertrain: Most versions use a 3.6-liter V6 with 295 horsepower and an 8-speed automatic, while higher-output options include a 5.7-liter V8, a 6.4-liter V8, and the 707-horsepower supercharged 6.2-liter V8 in the Trackhawk. The available 4WD systems and off-road hardware add capability, but they can also affect fuel economy.
• Safety package: The Advanced Active Safety Group adds parking assist, adaptive cruise control with full stop, forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, and rain-sensing wipers. Standard blind-spot monitoring with rear cross-traffic alert is also part of the safety story, but the crash-test results are a major caution.
• Infotainment: The Laredo gets a 7-inch display, and other trims get Uconnect with Apple CarPlay, Android Auto, satellite radio, voice recognition, and navigation. Higher trims can also bring premium audio, including a 19-speaker Harman Kardon system.
• Fuel efficiency: The V6 is described as returning a combined 21 mpg, though real-world testing came in lower, at 18.3 mpg on one loop and 17.4 mpg in city-heavy driving. The Trackhawk averaged 13.1 mpg.

Which 2019 Jeep Grand Cherokee trim should I buy?

The 2019 Jeep Grand Cherokee is offered in 12 trim levels: Laredo, Altitude, Trailhawk, Summit, Trackhawk, Limited X, and the additional trims referenced in the lineup description.

Here's the short version:

• Laredo: This is the entry point, and it makes sense if you want the Grand Cherokee’s core size and capability without paying for the higher-end extras. It comes with the 7-inch touchscreen, and it’s the trim to watch if you’re trying to keep the purchase price down.
• Limited X: This is the best-value trim if you want the strongest mix of style, equipment, and capability. It adds distinctive exterior details, special interior trim, and the kind of content that makes the Grand Cherokee feel more upscale without jumping into luxury pricing.
• Trailhawk: Choose this if you care most about off-road capability. The content identifies it as the trim aimed at improved off-roading, so it’s the one to target if trail use matters more than appearance alone.
• Summit: This is the trim to consider if you want the most luxury-focused version of the lineup. It’s the right fit when comfort and premium presentation matter more than value.
• Trackhawk: This is the performance choice. It brings the most extreme power output in the lineup and is the one for you if outright speed is the priority.

The safety-package note to keep in mind is that the Advanced Active Safety Group is not universal, so verify whether the specific listing includes it.

Is now a good time to buy a used 2019 Jeep Grand Cherokee?

This is a moderate, selective buyer’s market, so you can shop carefully without expecting every listing to be a bargain.

• Deal availability: 31.4% of listings are priced as good or great deals.
• Inventory: There are 6,808 listings available.
• Price trend: Prices have softened 10.43% compared with last year.
• Clean inventory: 64.9% of listings are accident-free.

If you find a listing below $18,221.44, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Jeep Grand Cherokee's resale value?

The current average of $18,219 sits slightly below last year's $20,341.

That price decline suggests the market has already absorbed some of the model’s depreciation, which can help future sellers if they buy at the right price. It also means your resale outcome will depend heavily on trim, condition, mileage, and whether the vehicle has a clean history.

Because demand is still supported by strong owner satisfaction, well-kept examples should remain easier to move than neglected ones. Vehicles with solid owner satisfaction ratings, like this model year's 4.39/5, tend to retain buyer demand, which supports resale value over time.

Is the 2019 Jeep Grand Cherokee safe?

The Insurance Institute for Highway Safety gives this SUV a Marginal rating for small-overlap frontal-impact protection for the driver and a Poor rating for small-overlap frontal-impact protection for the front passenger. It also carries a three-star rollover resistance rating from the federal government.

It earns a 4/10 safety score from our experts.

The Advanced Active Safety Group adds parking assist, adaptive cruise control with full stop, forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, and rain-sensing wipers. Standard blind-spot monitoring with rear cross-traffic alert is also part of the safety equipment story.

The key caution is that the crash-test results are weak enough that you should treat safety as a major part of your shopping decision, not an afterthought.

Should I buy a 2019 Jeep Grand Cherokee or consider a different year?

If you're weighing the 2019 against nearby model years, here's how to think about it:

Choose the 2019 if:

• 31.4% of listings are priced as good or great deals.
• At 64.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 10.43% compared with last year.
• Owners rate it 4.39/5 — a solid satisfaction signal.
• It combines strong everyday usability with broad capability and standout technology.

Consider the 2020 if:

• At $20,478, the 2020 costs more than the current year's $18,219 average.
• It adds a more up-to-date model-year context and a refreshed market position.

The bottom line: If you want the better value today, the 2019 is the stronger starting point because pricing has softened and inventory is healthy. If you’re willing to spend more for a newer model year, the 2020 is the cleaner alternative, but price-sensitive buyers should focus on the 2019 and shop condition carefully.

These recommendations are based on CarGurus' proprietary market data from September 4, 2026, CarGurus experts' opinions, and generative AI.