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 10.32% compared to this time last year, making it a favorable time to shop this model year.

There are 6,755 listings available, which suggests solid inventory for comparison shopping.

Is the 2019 Jeep Grand Cherokee a good car?

Generally — the 2019 Jeep Grand Cherokee earns a 4.39/5 user rating and a 6.67/10 expert rating. The standout strength is Technology at 9/10.

Owners most often praise its smooth ride, spacious interior, and extensive features. The overview also points to its unusual mix of everyday drivability and off-pavement capability, which helps explain why it appeals to you if you want one SUV that can handle both commuting and rougher use. The market also shows 32.7% of listings as good or great deals, which adds some shopping flexibility.

Is the 2019 Jeep Grand Cherokee reliable?

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

The owner feedback highlights a smooth ride, spacious interior, and extensive features, along with value and performance compared with competitors. That combination suggests you can count on it to feel useful and well-rounded in daily use, even if some shoppers expected more equipment at the price. The expert drive notes also emphasize that it performs admirably both on and off the road, which supports the case for dependable all-around use.

If you’re buying used, the main long-term risk is that condition and maintenance history matter a lot more than the badge alone.

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

At 64.4% 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 you’re considering a higher-mileage example or one with visible wear. Focus on body condition, interior wear, and evidence of prior repairs, since the listing mix includes a meaningful number of vehicles with accident history. If you want the best odds of a clean ownership experience, narrow your search to the best-documented examples.

Key things to evaluate:

• Trim level: The Laredo starts the lineup, and the Limited X stands out as the best-value choice because it combines style, equipment, and capability well. Higher trims add luxury or performance, while the base setup can leave you wanting more if you expect richer features.
• Powertrain: Most versions use a 3.6-liter V6 with 295 horsepower, with upgrades to a 360-hp 5.7-liter V8, a 425-hp 6.4-liter V8 in the SRT, or the Trackhawk’s 707-hp supercharged 6.2-liter V8.
• 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. Blind-spot monitoring with rear cross-traffic alert is standard, but some advanced features are only available on higher trims or with packages.
• Infotainment: The Laredo gets a 7-inch touchscreen, while other trims get Uconnect with Apple CarPlay, Android Auto, satellite radio, voice recognition, and navigation. The system is described as quick and easy to use.
• Fuel efficiency: The V6 is rated at 21 mpg combined, and the expert testing notes city and highway figures drop by 1 mpg with 4WD.

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, Laredo E, X Packages, All-Weather Trail Rated Package, Limited, SRT, and Limited X.

Here's the short version:

• Laredo: This is the entry point, and it gives you the core Grand Cherokee experience with the 7-inch touchscreen. It makes sense if you want the lowest starting point, but you’ll likely want to move up if you care about richer standard equipment.
• Limited X: This is the best-value trim because it adds the most compelling mix of style, equipment, and capability. The test vehicle’s upgraded appearance and available safety content make it the trim most shoppers should cross-shop first.
• Trailhawk: Choose this if you want the most off-road-focused version mentioned in the lineup. The content frames it as the trim for improved off-roading capability.
• Summit: This is the luxury choice, aimed at you if you want the most upscale feel and are willing to pay for it.
• SRT / Trackhawk: These are the performance-oriented choices, with the Trackhawk sitting at the extreme end of the lineup and the SRT offering a major step up in power.

The safety package note to keep in mind is that the Advanced Active Safety Group is available on higher-spec versions and adds several key driver-assistance features.

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

The market looks selective rather than overheated, so you can shop carefully and still find worthwhile listings.

• Deal availability: 32.7% of listings are priced as good or great deals.
• Inventory: There are 6,755 listings available.
• Price trend: Prices have softened 10.32% compared with last year.
• Clean inventory: 64.4% of listings are accident-free.

If you find a listing below $18,213, 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 $18,215 sits slightly below last year's $20,312.

That softer pricing suggests the model has already absorbed a meaningful amount of depreciation, which can help future sellers if they buy at the right price. If you shop carefully now, you may have less downside left than a buyer who paid closer to last year’s average. Strong demand for a well-liked SUV with broad appeal can also help support resale interest later.

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 2019 Jeep Grand Cherokee earns 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 from IIHS, and rear-drive versions earn a three-star rollover resistance rating from NHTSA.

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

The available Advanced Active Safety Group includes 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 adds useful everyday protection, but the crash-test results are a major caution if safety is your top priority.

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:

• 32.7% of listings are priced as good or great deals.
• At 64.4% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 10.32% compared with last year.
• Owners rate it 4.39/5 — a solid satisfaction signal.
• The 2019 stands out for its rare mix of on-road ease and off-road ability.

Consider the 2020 if:

• At $20,476, the 2020 costs more than the current year's $18,215 average.
• It adds a more up-to-date feel and remains a versatile five-passenger SUV.

The bottom line: If you want the better value play, 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 11, 2026, CarGurus experts' opinions, and generative AI.