Used 2020 Toyota Highlander for Sale in Chicago, IL
Chicago Search Area
- Dealers in Area
- 1,106
- Highlanders for Sale
- 255
Top Ranked Used 2019-2021 Toyota Highlanders near Chicago
Ranked by Most Car for Your Money
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2020 Toyota Highlander Hybrid XLE AWD • South Bend, IN
$37,341 • 37.7k miles
#1 2019-2021 Toyota Highlander
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Below Average Mileage
- Great Price - $3,862 Below Market
2021 Toyota Highlander XLE AWD • Milwaukee, WI
$39,400 • 31.1k miles
#2 2019-2021 Toyota Highlander
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Below Average Mileage
2020 Toyota Highlander Limited AWD • Schererville, IN
$36,000 • 70k miles
#3 2019-2021 Toyota Highlander
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title
- Dealer Rating - 4.6 stars
- Includes $840 Premium Upgrades
2019 Toyota Highlander Limited AWD • Michigan City, IN
$33,477 • 45k miles
#4 2019-2021 Toyota Highlander
It’s an “A+” Buy
- One Owner, Clean Title
- Dealer Rating - 4.6 stars
- Below Average Mileage
- Great Price - $2,619 Below Market
2019 Toyota Highlander Hybrid Limited AWD • Glenview, IL
$31,488 • 90.3k miles
#5 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.0 stars
- Great Price - $2,783 Below Market
2021 Toyota Highlander XSE AWD • Midlothian, IL
$42,990 • 13.3k miles
#6 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title
- Dealer Rating - 4.0 stars
- Very Low Mileage
2020 Toyota Highlander Hybrid XLE AWD • Northbrook, IL
$39,500 • 44.1k miles
#7 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Average Mileage
- Great Price - $2,629 Below Market
2021 Toyota Highlander L AWD • Milwaukee, WI
$33,842 • 34.1k miles
#8 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.2 stars
- Average Mileage
2021 Toyota Highlander Hybrid XLE AWD • Benton Harbor, MI
$43,990 • 26.1k miles
#9 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.1 stars
- Very Low Mileage
2019 Toyota Highlander Hybrid LE AWD • Streamwood, IL
$29,990 • 66.1k miles
#10 2019-2021 Toyota Highlander
It’s an “A” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.1 stars
- Includes $442 Premium Upgrades
- Great Price - $2,301 Below Market
2021 Toyota Highlander XLE AWD • Naperville, IL
$42,498 • 10.1k miles
#11 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.6 stars
- Very Low Mileage
2021 Toyota Highlander XSE AWD • Naperville, IL
$42,744 • 19.7k miles
#12 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
2021 Toyota Highlander XSE AWD • Lincolnwood, IL
$42,895 • 18.1k miles
#13 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
2021 Toyota Highlander XLE AWD • Milwaukee, WI
$40,402 • 29.1k miles
#14 2019-2021 Toyota Highlander
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.2 stars
- Below Average Mileage
2021 Toyota Highlander XLE AWD • Burns Harbor, IN
$40,481 • 8.2k miles
#15 2019-2021 Toyota Highlander
It’s an “A-” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.7 stars
- Very Low Mileage
2019 Toyota Highlander Limited AWD • Milwaukee, WI
$36,200 • 16.4k miles
#16 2019-2021 Toyota Highlander
It’s an “A-” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
2021 Toyota Highlander Hybrid XLE AWD • Burbank, IL
$42,495 • 24.4k miles
#17 2019-2021 Toyota Highlander
It’s an “A-” Buy
- Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.2 stars
- Very Low Mileage
- Includes $832 Premium Upgrades
2021 Toyota Highlander XLE AWD • Northbrook, IL
$40,988 • 14.3k miles
#18 2019-2021 Toyota Highlander
It’s an “A-” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Very Low Mileage
- Good Price - $1,605 Below Market
2021 Toyota Highlander XLE AWD • Kenosha, WI
$39,990 • 23.3k miles
#19 2019-2021 Toyota Highlander
It’s an “A-” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.9 stars
- Very Low Mileage
- Good Price - $1,577 Below Market
2021 Toyota Highlander Hybrid Platinum AWD • Chicago, IL
$48,990 • 25.3k miles
#20 2019-2021 Toyota Highlander
It’s an “A-” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.0 stars
- Very Low Mileage
2019 Toyota Highlander XLE AWD • Kenosha, WI
$33,790 • 49.5k miles
#21 2019-2021 Toyota Highlander
It’s an “A-” Buy
- Motivation to Negotiate - High
- Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.9 stars
- Below Average Mileage
2021 Toyota Highlander XLE AWD • Milwaukee, WI
$39,977 • 19.7k miles
#22 2019-2021 Toyota Highlander
It’s an “A-” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.2 stars
- Very Low Mileage
2020 Toyota Highlander XLE FWD • Milwaukee, WI
$37,906 • 24.7k miles
#23 2019-2021 Toyota Highlander
It’s an “A-” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.2 stars
- Very Low Mileage
2020 Toyota Highlander Hybrid Limited AWD • Mishawaka, IN
$38,999 • 67.8k miles
#24 2019-2021 Toyota Highlander
It’s an “A-” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.6 stars
- Includes $840 Premium Upgrades
- Good Price - $1,312 Below Market
2021 Toyota Highlander XSE AWD • Libertyville, IL
$43,484 • 15.9k miles
#25 2019-2021 Toyota Highlander
It’s an “A-” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
- Includes $1,344 Premium Upgrades
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