Used 2019 Jeep Grand Cherokee for Sale nearChicago, IL

How much does the 2019 Jeep Grand Cherokee cost?

Prices have softened 10.16% compared to this time last year, making it a favorable time to shop this model year.

There are 6,741 listings available, which suggests solid inventory for shoppers comparing options.

If you find a listing below $18,311.01, 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 our experts point to a model that lands well with shoppers who want one SUV to do a lot of different jobs.

The standout strength is Technology at 9/10.

Owners repeatedly praise the smooth ride, spacious interior, extensive features, and strong value and performance relative to competitors. The Grand Cherokee’s broad appeal comes through in the overview as well: you can use it for daily driving and still have the capability to handle more demanding terrain.

That said, the market shows 28.6% good or great deals, so you have room to shop carefully and compare condition, equipment, and price.

Is the 2019 Jeep Grand Cherokee reliable?

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

Owner feedback points to a vehicle that feels dependable in everyday use, with praise centered on its smooth ride, value, and performance. The expert drive notes also describe it as a capable SUV that feels composed on pavement and ready for more demanding use, which supports the idea that it can be a trustworthy long-term companion when maintained properly.

If you’re buying used, the main ownership risk is less about day-to-day livability and more about choosing a well-kept example with a clean history and consistent maintenance.

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

At 65% 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 or heavily optioned example. Focus on body condition, signs of prior repair, and whether the equipment on the window sticker matches what’s actually on the vehicle. Because this model can be bought in very different configurations, the condition and equipment level matter a lot.

Key things to evaluate:

• Trim level: The Laredo starts the lineup, while the Limited X adds a performance vented hood, revised bumpers, unique 20-inch wheels, special leather seats, and an upscale cabin treatment. The base trim also lacks the more sophisticated Uconnect setup unless you add it as an option.
• Powertrain: Most versions use a 3.6-liter V6 with 295 horsepower and an 8-speed automatic. You can also find a 5.7-liter V8, a 6.4-liter V8 in the SRT, and a 707-horsepower supercharged 6.2-liter V8 in the Trackhawk.
• 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.
• Infotainment: The Laredo gets a 7-inch touchscreen, while other trims get a more advanced Uconnect system with Apple CarPlay, Android Auto, satellite radio, voice recognition, and navigation. Higher trims can also bring premium audio.
• Fuel efficiency: The V6 is described as returning a combined 21 mpg, though real-world testing came in lower. The Trackhawk averaged 13.1 mpg in testing.

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, Laredo X, All-Weather Trail Rated Package, Limited, SRT, and Summit with 4WD.

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 at the lowest starting price. It’s also the trim where the 7-inch touchscreen is standard, though the more advanced Uconnect setup is optional here.
• Limited X: This is the best-value trim. It adds distinctive styling, an upscale cabin, and the kind of equipment mix that best balances value, style, equipment, and capability.
• Trailhawk: Choose this if you want the most off-road-focused version mentioned in the data. It’s the trim tied to improved off-roading capability.
• Summit: This is the luxury-leaning choice, aimed at buyers who want a more premium feel and are willing to pay for it.
• SRT: Pick this if you want the 6.4-liter V8 and the stronger braking hardware that comes with the performance-oriented setup.
• Trackhawk: This is the outrageous performance choice, with 707 horsepower and a price that moves well beyond the rest of the lineup.

The safety package note to keep in mind is that the Advanced Active Safety Group is available, but not every trim gets the same standard driver-assistance content.

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 with some leverage if you’re patient and focused.

• Deal availability: 28.6% of listings are priced as good or great deals.
• Inventory: There are 6,741 listings available.
• Price trend: Prices have softened 10.16% compared with last year.
• Clean inventory: 65.0% of listings are accident-free.

If you find a listing below $18,311.01, 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 $18,308 sits slightly below last year's $20,378.

That price decline suggests the market has already adjusted downward, which can help you buy at a more favorable point in the cycle. For a future seller, that also means resale value will depend heavily on condition, mileage, and trim choice rather than just model-year desirability.

Well-equipped versions with strong owner satisfaction tend to hold attention better, especially when they combine the Grand Cherokee’s comfort and capability with desirable features.

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 earns a three-star rollover resistance rating from the federal government for rear-drive versions.

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

The Grand Cherokee comes with standard blind-spot monitoring and rear cross-traffic alert, and it can be equipped with semi-autonomous parallel and perpendicular parking assistance. 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.

The weak crash-test results are the main caveat here, so you should weigh safety carefully if that’s a 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:

• 28.6% of listings are priced as good or great deals.
• At 65% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 10.16% compared with last year.
• Owners rate it 4.39/5 — a solid satisfaction signal.
• The 2019 stands out for its broad versatility, with strong daily-driving manners and real off-road capability.

Consider the 2020 if:

• At $20,632, the 2020 costs more than the current year's $18,308 average.
• It remains an appealing but flawed choice with a tenth-year-production update cycle.

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

These recommendations are based on CarGurus' proprietary market data from August 28, 2026, CarGurus experts' opinions, and generative AI.