Used 2019 Chevrolet Silverado 3500HD for Sale nearChicago, IL

How much does the 2019 Chevrolet Silverado 3500HD cost?

Prices have softened 7.41% compared to this time last year, making it a favorable time to shop this model year.

There are 710 listings available, which gives you a solid amount of inventory to compare before you buy.

Is the 2019 Chevrolet Silverado 3500HD a good car?

Yes — the 5/5 user rating points to strong owner satisfaction, and the 2019 Silverado 3500HD backs that up with a heavy-duty pickup formula that emphasizes capability, durability, and useful technology. It offers a surprisingly usable cabin, modern driver-assist features, and available tech like an 8-inch digital driver display, an 8-inch touchscreen, and OnStar with a 4G LTE Wi-Fi hotspot. If you want a work-focused truck that still feels relatively refined on the road, this model year fits that use case well. The market also shows 32.0% of listings as good or great deals, which gives you some room to shop selectively.

Is the 2019 Chevrolet Silverado 3500HD reliable?

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

The 2019 Silverado 3500HD is described as a durable, capability-first heavy-duty truck with a broad range of configurations and powertrains, including gas and diesel V8 options. Its appeal comes from being built for demanding work while still offering useful technology and a comfortable cabin. For used buyers, the main long-term ownership risk is making sure a truck that may have been worked hard has been maintained properly and not worn down by towing or job-site use.

What should I look for when buying a used 2019 Chevrolet Silverado 3500HD?

At 70.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report so you can confirm accident records, title status, and service history before you get too far into the process. Then prioritize a thorough inspection of the truck’s frame, suspension, brakes, tires, and towing-related hardware, since heavy-duty trucks are often used hard. Focus on overall condition and signs of wear that could point to frequent hauling or commercial use.

Is now a good time to buy a used 2019 Chevrolet Silverado 3500HD?

This looks like a moderate, selective buyer’s market, so you can shop carefully and still find worthwhile options.

• Deal availability: 32.0% of listings are priced as good or great deals.
• Inventory: There are 710 listings available.
• Price trend: Prices have softened 7.41% compared with last year.
• Clean inventory: 70.3% of listings are accident-free.

If you find a listing below $39,656, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Chevrolet Silverado 3500HD's resale value?

The current average of $39,656 sits slightly below last year's $42,831.

That price movement suggests the truck has already absorbed some depreciation, which can help future resale stability if you buy at the right number. For a future seller, that means your best protection is choosing a clean, well-maintained example with strong documentation and avoiding overpaying today. Heavy-duty trucks with broad buyer appeal tend to hold interest better when they’re presented with clear history and solid condition.

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

Should I buy a 2019 Chevrolet Silverado 3500HD 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:

• 32.0% of listings are priced as good or great deals.
• At 70.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 7.41% compared with last year.
• Owners rate it 5/5 — a strong satisfaction signal.

The bottom line: The 2019 is a strong choice if you want a heavy-duty Silverado with useful tech, broad configuration flexibility, and a market that currently gives you some negotiating room. If you’re especially price-sensitive, you may want to compare nearby years and focus on the cleanest, best-documented truck rather than chasing the lowest sticker alone.

How does the 2019 Chevrolet Silverado 3500HD compare to the 2019 GMC Sierra 3500HD?

These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.