Used 2019 Chevrolet Silverado 2500HD for Sale nearChicago, IL

How much does the 2019 Chevrolet Silverado 2500HD cost?

Prices have softened 5.10% compared to this time last year, making it a favorable time to shop this model year.

There are 2,035 listings available, which suggests a healthy amount of inventory to compare.

Is the 2019 Chevrolet Silverado 2500HD a good car?

Yes — the 2019 Chevrolet Silverado 2500HD earns a 4.8/5 user rating, which points to strong owner satisfaction. Drivers consistently praise its performance, especially the Duramax Diesel engine, and they also highlight its dependable, capable nature for towing and hauling. For you, that makes it a strong fit if you want a heavy-duty truck that can work hard while still feeling more modern inside than older versions of the nameplate. There are 33.0% good or great deals in the market, which gives you 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.

Drivers describe it as dependable and capable, and the feedback also points to a truck that many owners feel comfortable counting on for towing and hauling. The repeated praise for the Duramax Diesel engine reinforces that impression of durability and confidence over time.

For used buyers, that kind of owner sentiment suggests lower long-term ownership risk than you might expect from a hard-working heavy-duty truck, though condition still matters a lot.

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

At 72.2% 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 commit. After that, prioritize a thorough inspection of the truck’s body, frame, and mechanical condition, since heavy-duty use can leave behind wear that is not always obvious in photos.

Focus especially on signs of hard towing or hauling use, and make sure the truck’s condition matches the asking price and mileage.

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 be choosy if you shop carefully.

• Deal availability: 33.0% of listings are priced as good or great deals.
• Inventory: There are 2,035 listings available.
• Price trend: Prices have softened 5.10% compared with last year.
• Clean inventory: 72.2% of listings are accident-free.

If you find a listing below $32,582, 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 $32,585 sits slightly below last year's $34,337.

That price movement suggests the market has cooled a bit, which can help you as a buyer now but may temper resale gains later if you plan to sell soon. Even so, the truck’s strong owner satisfaction and practical appeal should help support demand among shoppers who want a proven heavy-duty pickup.

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:

• 33.0% of listings are priced as good or great deals.
• At 72.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 5.10% compared with last year.
• Owners rate it 4.8/5 — a strong satisfaction signal.

Consider the 2020 if:

• At $37,911, the 2020 costs more than the current year's $32,585 average.
• It adds a more modern-feeling, do-it-all truck experience with broader everyday versatility.

The bottom line: If you want the better value play, the 2019 is the stronger starting point because it combines a lower average price with solid owner satisfaction and meaningful inventory. If you’re willing to spend more for a newer-feeling truck and broader everyday appeal, the 2020 is the better secondary path.

How does the 2019 Chevrolet Silverado 2500HD compare to the 2019 Ford F-250 Super Duty?

Read our full side-by-side expert comparison here.

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