Used 2019 Toyota Sienna for Sale nearChicago, IL

How much does the 2019 Toyota Sienna cost?

Prices have softened 5.79% compared to this time last year, making it a favorable time to shop this model year.

There are 836 listings available, which gives you a solid amount of inventory to compare.

If you find a listing below $23,407.05, 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 — owners give it 5/5, which points to very strong satisfaction with this model year.

You get a family-focused minivan that emphasizes space, comfort, and everyday usefulness. Owners also consistently highlight its reliability, smooth ride, and spacious interior, while many appreciate the powerful engine and good gas mileage. That lines up well if you want a practical vehicle for passengers, road trips, and hauling gear.

With 31.0% of listings marked as good or great deals, you have a meaningful chance to find a competitive price if you shop carefully.

Is the 2019 Toyota Sienna reliable?

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

The owner feedback repeatedly points to reliability, dependable performance, and a vehicle that feels trouble-free for family use. It also suggests this is the kind of minivan people feel they can count on for daily driving, errands, and longer trips.

For used buyers, that kind of reputation lowers long-term ownership risk, but you should still verify maintenance history and condition before you commit.

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

At 61% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

Start with a vehicle history report so you can separate clean examples from those with prior damage. Then prioritize a pre-purchase inspection, especially if the listing price looks unusually attractive. Focus on overall condition, repair quality, and signs of wear that matter in a family vehicle, since those details can affect long-term value and ownership confidence.

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

This looks like a moderate, selective buyer's market, so you can shop with some leverage if you stay disciplined.

• Deal availability: 31.0% of listings are priced as good or great deals.
• Inventory: There are 836 listings available.
• Price trend: Prices have softened 5.79% compared with last year.
• Clean inventory: 61.0% of listings are accident-free.

If you find a listing below $23,407.05, 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 $24,548 sits slightly below last year's $26,056.

That softer pricing can help you buy at a more favorable point in the cycle, but it also means future resale gains may be more limited if the market stays soft. For a seller, the key advantage is that this model year still has broad family appeal, so well-kept examples should remain easier to move than less practical vehicles. Strong condition and clean history matter even more when you want to protect value.

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:

• 31.0% of listings are priced as good or great deals.
• At 61% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 5.79% compared with last year.
• Owners rate it 5/5 — a strong satisfaction signal.

Consider the 2018 if:

• At $21,837, the 2018 costs less than the current year's $24,548 average.
• It emphasizes family practicality and all-wheel-drive capability.

Consider the 2020 if:

• At $26,993, the 2020 costs more than the current year's $24,548 average.
• It adds standard advanced safety features and all-wheel drive.

The bottom line: If you want the best balance of price, satisfaction, and available inventory, the 2019 is the primary path to consider. If your budget is tighter, the 2018 is the better secondary path because it costs less while still delivering the core Sienna strengths. If you want to spend more for a newer model-year step up, the 2020 is worth a look, but you should expect to pay more for it.

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