Used 2019 Chevrolet Silverado 2500HD for Sale nearChicago, IL

How much does the 2019 Chevrolet Silverado 2500HD cost?

Prices have softened 4.70% compared to this time last year, making it a favorable time to shop this model year.

There are 1,910 listings available, which suggests solid inventory for comparison shopping.

Is the 2019 Chevrolet Silverado 2500HD a good car?

Yes — the 4.8/5 user rating points to strong owner satisfaction. Drivers consistently praise the truck’s performance, especially the Duramax diesel engine, and they also highlight its dependability and towing-and-hauling capability. The overview also fits that use case well: you’re looking at a heavy-duty truck built for serious capability, with enough available tech and comfort to feel modern without losing its work-truck identity. With 29.4% of listings marked as good or great deals, you have some room to shop selectively.

Is the 2019 Chevrolet Silverado 2500HD reliable?

Owners rate it 4.8/5, a strong signal of long-term satisfaction.

Reviewers describe it as dependable, capable, and trouble-free in the kinds of jobs heavy-duty buyers care about most, especially towing and hauling. That kind of feedback matters if you plan to keep the truck for the long haul, because it suggests the ownership experience can stay steady when the truck is used as intended. For used buyers, the main long-term risk is less about the truck’s core capability and more about how hard it was worked before you buy it.

What should I look for when buying a used 2019 Chevrolet Silverado 2500HD?

At 73.6% 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 damage was structural, cosmetic, or repaired properly. Then prioritize a thorough pre-purchase inspection, especially if the truck was used for towing, hauling, or commercial work. Focus on overall condition, maintenance records, and signs of heavy use, since those factors matter more than mileage alone on a truck like this.

Is now a good time to buy a used 2019 Chevrolet Silverado 2500HD?

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

• Deal availability: 29.4% of listings are priced as good or great deals.
• Inventory: There are 1,910 listings available.
• Price trend: Prices have softened 4.70% compared with last year.
• Clean inventory: 73.6% of listings are accident-free.

If you find a listing below $33,827, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Chevrolet Silverado 2500HD's resale value?

The current average of $33,827 sits slightly below last year's $35,493.

That softer pricing can help you buy more confidently now, but it also means future resale gains may be more limited unless the truck is especially clean and well maintained. If you buy at the right price and keep the truck in strong condition, you reduce the chance of taking a bigger hit later. Demand should remain supported by the model’s strong owner satisfaction and work-ready reputation.

Vehicles with strong owner satisfaction ratings, like this model year's 4.8/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Chevrolet Silverado 2500HD 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:

• 29.4% of listings are priced as good or great deals.
• At 73.6% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 4.70% compared with last year.
• Owners rate it 4.8/5 — a strong satisfaction signal.

Consider the 2020 if:

• At $38,645, the 2020 costs more than the current year's $33,827 average.
• It broadens the truck’s role with more all-purpose appeal and a steeper price tag.

The bottom line: If you want the better value play, the 2019 is the stronger starting point because pricing has eased and owner satisfaction is high. If you’re willing to pay more for a newer model year, the 2020 is the secondary path to consider, especially if you want to stretch toward a more expensive alternative.

These recommendations are based on CarGurus' proprietary market data from September 15, 2026, CarGurus experts' opinions, and generative AI.