Used 2019 Toyota Sienna for Sale nearChicago, IL

How much does the 2019 Toyota Sienna cost?

Prices have softened 5.86% compared to this time last year, making it a favorable time to shop this model year.

There are 814 listings available, which suggests solid inventory for comparison shopping.

If you find a listing below $23,412.96, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2019 Toyota Sienna a good car?

Yes — the 2019 Toyota Sienna earns a 5/5 user rating, which points to strong owner satisfaction.

Owners consistently praise its comfort, smooth ride, and spacious interior. The review summary also highlights reliability, a powerful engine, and good gas mileage, which makes it appealing if you want a family vehicle that balances everyday usability with long-haul comfort. For shoppers who need three rows, flexible seating, and a practical cabin, it fits that use case well.

With 23.5% of listings marked as good or great deals, you have a meaningful chance to find a strong-value example.

Is the 2019 Toyota Sienna reliable?

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

The review summary specifically points to reliability, and it also describes the Sienna as dependable and trouble-free in the ways that matter for family ownership. That kind of feedback matters if you plan to keep the vehicle for years and want something you can count on for daily driving, road trips, and routine hauling.

For used buyers, the main long-term risk is less about the model’s reputation and more about finding a well-maintained example with a clean history and sound condition.

What should I look for when buying a used 2019 Toyota Sienna?

At 59% 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 separate clean examples from ones with past damage. After that, prioritize a thorough inspection of body panels, doors, and overall condition, since those details can reveal whether a vehicle has been repaired well or poorly. Focus on maintenance records and signs of wear that matter for a family hauler, especially if you plan to keep it for the long term.

Is now a good time to buy a used 2019 Toyota Sienna?

This is a moderate, selective buyer’s market, so you can shop carefully without feeling rushed.

• Deal availability: 23.5% of listings are priced as good or great deals.
• Inventory: There are 814 listings available.
• Price trend: Prices have softened 5.86% compared with last year.
• Clean inventory: 59.0% of listings are accident-free.

If you find a listing below $23,412.96, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Toyota Sienna's resale value?

The current average of $24,712 sits slightly below last year's $26,250.

That softer pricing can help you buy more efficiently now, but it also means future resale will depend heavily on how well you preserve the vehicle. If you choose a clean, well-kept example and maintain it carefully, you give yourself a better chance of holding value when it is time to sell. Strong demand for practical family vehicles can help, but condition and history will matter a lot.

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 Toyota Sienna 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:

• 23.5% of listings are priced as good or great deals.
• At 59% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 5.86% compared with last year.
• Owners rate it 5/5 — a strong satisfaction signal.

Consider the 2018 if:

• At $21,580, the 2018 costs less than the current year's $24,712 average.
• It emphasizes family practicality and all-wheel-drive appeal.

Consider the 2020 if:

• At $26,816, the 2020 costs more than the current year's $24,712 average.
• It adds standard advanced safety features and all-wheel-drive exclusivity.

The bottom line:

You should start with the 2019 if you want a well-liked, value-oriented minivan with strong owner satisfaction and decent deal availability. If your budget is tighter, the 2018 is the better price-first path. If you want to spend more for a newer-feeling option with added safety and capability, the 2020 is the better upgrade path.

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