Used 2019 Jeep Cherokee for Sale nearNew York, NY

How much does the 2019 Jeep Cherokee cost?

Prices have softened 9.06% compared to this time last year, making it a favorable time to shop this model year.

There are 4,874 listings available, which suggests solid inventory for comparison shopping.

If you find a listing below $15,033.71, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2019 Jeep Cherokee a good car?

Yes — the 2019 Jeep Cherokee earns a 4.67/5 user rating, which points to strong owner satisfaction.

Drivers most often praise its comfort, smooth ride, and array of features. Many also like the spacious interior and the V6’s performance, while affordability and value for money come up as recurring positives.

For you, that makes this model especially appealing if you want a used SUV with a more modern cabin, useful tech, and Jeep’s familiar all-weather character. 27.7% of listings are priced as good or great deals, so there are still opportunities to find value if you shop carefully.

Is the 2019 Jeep Cherokee reliable?

Owners rate it 4.67/5, a strong signal of long-term satisfaction.

Review feedback points to a vehicle many owners find reliable, dependable, and trouble-free enough to recommend over the long term, especially when it comes to comfort and everyday usability. At the same time, some owners mention tech issues, so you should pay close attention to how the electronics and features behave during a test drive.

For used buyers, the main long-term ownership risk is making sure you avoid a poorly maintained example, since condition and service history matter more when you’re shopping a model with mixed owner experiences.

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

At 69.6% 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 reported damage was minor or more serious. Then prioritize a thorough inspection of the body, alignment, and interior condition so you can spot signs of past repairs or neglect.

Because this model has a reputation for transmission issues in the broader generation, a careful test drive should focus on how smoothly it shifts and whether anything feels delayed, jerky, or inconsistent.

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

This looks like a moderate, selective buyer’s market, so you can shop with some leverage if you’re patient and compare listings closely.

• Deal availability: 27.7% of listings are priced as good or great deals.
• Inventory: There are 4,874 listings available.
• Price trend: Prices have softened 9.06% compared with last year.
• Clean inventory: 69.6% of listings are accident-free.

If you find a listing below $15,033.71, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Jeep Cherokee's resale value?

The current average of $15,028 sits slightly below last year's $16,525.

That price movement suggests the market has cooled, which can help you buy at a better entry point now but may also limit short-term upside if you plan to resell soon. If you’re thinking about future resale, condition and documentation will matter a lot, especially because buyers tend to reward clean history and well-kept examples.

Vehicles with strong owner satisfaction ratings, like this model year's 4.67/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Jeep 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:

• 27.7% of listings are priced as good or great deals.
• At 69.6% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 9.06% compared with last year.
• Owners rate it 4.67/5 — a strong satisfaction signal.

The bottom line:

The 2019 is the better primary choice if you want the refreshed styling, updated tech, and a strong owner-satisfaction profile in a used Cherokee. If your priority is stretching your budget, a nearby year may be worth considering, but you should still compare condition, accident history, and asking price closely before deciding.

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