Used 2019 Cadillac Escalade ESV for Sale nearChicago, IL

How much does the 2019 Cadillac Escalade ESV cost?

Prices have softened 9.54% compared to this time last year, making it a favorable time to shop this model year.

There are 613 listings available, which suggests you have a workable amount of inventory to compare.

If you find a listing below $28,907.06, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2019 Cadillac Escalade ESV a good car?

Yes — 4.5/5 is a strong user rating for this model year.

The 2019 Cadillac Escalade ESV is built around space, power, and upscale presence. It could carry up to eight passengers, and its extended wheelbase gave the third row 10 inches more legroom than the regular version. It also offered up to 121 cubic feet of cargo space with the seats folded, which makes it a strong fit if you need both passenger room and serious utility.

You also get a 6.2L V8 with 420 horsepower and 460 lb-ft of torque, plus a long list of standard luxury and convenience features. The tradeoff is that fuel economy is poor and the raised rear cargo floor can make bulky items harder to load.

32.3% of listings are priced as good or great deals, which gives you some room to shop selectively.

Is the 2019 Cadillac Escalade ESV reliable?

Owners rate it 4.5/5, a strong signal of long-term satisfaction.

The 2019 Cadillac Escalade ESV combines strong standard equipment, serious towing ability, and a roomy cabin, but it also carries a reputation for troublesome eight-speed automatic transmissions in this generation. That means reliability-minded used buyers should pay close attention to service history and how the vehicle has been maintained over time.

What should I look for when buying a used 2019 Cadillac Escalade ESV?

At 60.2% 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 prior damage was repaired properly. Then prioritize a thorough pre-purchase inspection, with extra attention to body condition, panel alignment, and signs of wear that could point to harder use. Because this is a large luxury SUV, you also want to focus on how well the interior, electronics, and drivetrain have aged.

Is now a good time to buy a used 2019 Cadillac Escalade ESV?

This is a moderate market, so you can shop selectively without expecting a deep buyer’s market.

• Deal availability: 32.3% of listings are priced as good or great deals.
• Inventory: There are 613 listings available.
• Price trend: Prices have softened 9.54% compared with last year.
• Clean inventory: 60.2% of listings are accident-free.

If you find a listing below $28,907.06, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Cadillac Escalade ESV's resale value?

The current average of $29,057 sits slightly below last year's $32,122.

That price movement suggests the market has cooled, which can help you buy more favorably now but may also limit short-term upside if you plan to resell soon. For a future seller, the key is to buy well and keep the vehicle in strong condition, because a softer market can make pricing discipline more important at trade-in time.

Vehicles with strong owner satisfaction ratings, like this model year's 4.5/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Cadillac Escalade ESV 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:

• 32.3% of listings are priced as good or great deals.
• At 60.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 9.54% compared with last year.
• Owners rate it 4.5/5 — a strong satisfaction signal.

The bottom line: The 2019 is a solid choice if you want the Escalade ESV’s space, V8 power, and luxury features at a price that has eased from last year. If you’re more price-sensitive, you may want to compare nearby years and focus on the cleanest, best-documented example rather than chasing the newest badge alone.

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