Used 2020 Toyota Sienna for Sale near Chicago, IL
97 results
CarGurus Analysis:
2020 Toyota Sienna
With 101 currently listed for sale near Chicago, IL and an average price of $27,532.00, 27.7% of 2020 Toyota Siennas for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Toyota Sienna 4.71 / 5 stars.
94.1% of 2020 Sienna models on CarGurus are accident free.
The 2020 Toyota Sienna stands out with its spacious interior, luxurious cargo area, and available all-wheel drive, making it a practical choice for families.
CarGurus Analysis: 2020 Toyota Sienna
overall

Summary
With 101 currently listed for sale near Chicago, IL and an average price of $27,532.00, 27.7% of 2020 Toyota Siennas for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Toyota Sienna 4.71 / 5 stars.
94.1% of 2020 Sienna models on CarGurus are accident free.
The 2020 Toyota Sienna stands out with its spacious interior, luxurious cargo area, and available all-wheel drive, making it a practical choice for families.
Why it stands out
The 2020 Toyota Sienna continues to uphold the minivan legacy with its unrivaled cargo space, measuring 150 cubic feet, which is more than competitors like the Chrysler Pacifica and Honda Odyssey. It is the only minivan in its class to offer all-wheel drive, providing added versatility for buyers living in inclement weather conditions. Although it may not be the newest option on the market, its balance of reliable performance, safety features, and comfort makes it appealing to families. The Sienna has received praise from owners for its smooth driving experience, spaciousness, and reliability, although some have noted higher pricing and a lack of modern conveniences on lower-end trims. Expert reviews highlight its handling and safety tech, describing the Sienna as practical for busy family life, though some criticism is directed at its steering response.
Other model years to consider
- Average price: $18,132.00
- Good/great deal percentage: 21.5%
- User rating: 5 / 5
- Total listings: 121
- Average price: $33,463.00
- Good/great deal percentage: 29.8%
- User rating: 4.75 / 5
- Total listings: 94
- Average price: $13,794.00
- Good/great deal percentage: 22.5%
- User rating: 4.88 / 5
- Total listings: 89
This analysis is based on CarGurus' proprietary market data from May 12, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles

The Best Hybrid Minivans of 2026
The best hybrid minivans give you lots of passenger and cargo space and great fuel economy. Here are our top picks.

The Best Minivans for Camping in 2026
Getting your crew and gear to the campsite comfortably doesn’t have to mean driving a gas-guzzling SUV. Many minivans offer useful innovations for camping while delivering very good fuel economy.

The Best Cars for College Students in 2026
When your teen heads off to college, that often means they’ll need a car. We've compiled a list of vehicles from popular segments that can be had for approximately $7,500 with reasonable car insurance expenses.
4.8 Overall rating
Filter by rating
Anonymous
Reviewed a 2020 Toyota Sienna on Apr 15, 2021
This is my second Toyota Sienna XLE. Love the XLE model, it cruises smoothly on the highway and has the safety features we’re accustomed to. We wanted the 2020 as we didn’t want a hybrid which all 2021 models are, no choice in that. We do wish the backup camera had the yellow guide like my Highlander Limited model but overall we’re ecstatic. I look forward to driving this Sienna until the wheels fall off, literally!
Richard O
Reviewed a 2020 Toyota Sienna on Jan 7, 2023
Features OK. Pre-2021 Sienna holds more cargo than any other minivan made in the last 20 years. High priced, but will last 200,000 miles.
Anonymous
Reviewed a 2020 Toyota Sienna on May 7, 2022
The Toyota Sienna is a comfortable, reliable van. If taken care of and I mean regular maintenance, this van will last a long time. I have owned a 2003, 2009, 2015 and now a 2020. I compared it to other vans and they are safe in addition to reliable.
Frank L
Reviewed a 2020 Toyota Sienna on Aug 19, 2020
The 2020 Sienna XLE has a nice base package included in the msrp. I think it drives better than an SUV and will get better gas mileage. And the cargo space is larger. Thumbs up on the Sienna
2020 Toyota Sienna Trims
| Trim type | MSRP |
|---|---|
| LE 8-Passenger FWD | $34,460 |
| XLE Premium 7-Passenger AWD | $43,910 |
| Limited Premium 7-Passenger AWD | $49,415 |
| SE 8-Passenger FWD | $37,790 |
| XLE 7-Passenger AWD | $40,220 |
| LE 7-Passenger FWD with Auto-Access Seat | $40,385 |
| L 7-Passenger FWD | $31,640 |
| XLE 7-Passenger FWD with Auto-Access Seat | $43,925 |
2020 Toyota Sienna Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Toyota Sienna prices has changed over time.
See more price trends









