What is a fair price for a used Toyota Highlander in Chicago, IL?

The typical asking price is $23,700 across 713 listings seen in the last 7 days; the middle half ask between $11,700 and $32,700.

How many miles does a typical used Toyota Highlander in Chicago, IL have?

The median listing shows 92,000 miles.

A quarter of the listings ask under $11,700. 19 listings are asking 10% or more under fair price.

19 listings are asking 10% or more under fair price as of Oct 30, 2026.

713 listings in the last 7 days within 50 mi of Chicago. Typical price $23,700 (middle half $11,700–$32,700).

Updated Oct 30, 2026

Model years	Listings	Typical price	Typical mileage
2000–2002	18	$2,300	188k mi
2003–2005	32	$3,600	194k mi
2006–2008	66	$4,400	188k mi
2009–2011	41	$7,200	185k mi
2012–2014	62	$12,000	150k mi
2015–2017	100	$17,800	123k mi
2018–2020	112	$25,200	87k mi
2021–2023	174	$31,700	59k mi
2024–2026	108	$43,600	26k mi

2008 Toyota Highlander 4WD183k mi · Alsip, ILAutotrader · Dealer · seen today
$5,999Fair price $8,045−25%
2023 Toyota Highlander L27k mi · Libertyville, ILCars.com · Dealer · seen today
$28,402Fair price $35,760−21%

What is a fair price for a used Toyota Highlander in Chicago, IL?: The typical asking price is $23,700 across 713 listings seen in the last 7 days; the middle half ask between $11,700 and $32,700.
How many miles does a typical used Toyota Highlander in Chicago, IL have?: The median listing shows 92,000 miles.
Where are the cheapest Toyota Highlander listings near Chicago?: A quarter of the listings ask under $11,700. 19 listings are asking 10% or more under fair price. Used cars under $15,000 in Chicago, IL
How many used Toyota Highlander listings in Chicago, IL are priced under market?: 19 listings are asking 10% or more under fair price as of Oct 30, 2026.